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C7352 Sigma

L-Cysteine

from non-animal source, BioReagent, suitable for cell culture, ≥98%

Synonym: (R)-2-Amino-3-mercaptopropionic acid

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Description

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Other Notes

L-Cysteine is used to supplement cell culture media. This product is a non-animal source amino acid useful for serum-free media formulations intended for biomanufacturing applications.

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7352.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Packaging

10 mg in autosample vial

General description

L-Cysteine is a proteinogenic amino acid incorporated into proteins as directed by the genetic code. The thiol-side chain participates in a variety of oxidation/reduction reactions within the cell. The side chain participates in the formation of β bonds that modulate the secondary and ternary structure of proteins. Cysteine is essential and limiting for the formation of glutathione, an important antioxidant, within the cell.

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.




Mass Spectrometry Metabolite Library

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<SC>L</SC>-Cysteine

BioUltra, ≥98.5% (RT)

<SC>L</SC>-Cysteine hydrochloride

anhydrous, from non-animal source, BioReagent, suitable for cell culture, ≥98.0%

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
WGK Germany 
1
RTECS 
HA1600000

Protocols & Articles

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.1 During the oxi...
BioFiles 2007, 2.2, 2.
Keywords: Adhesion, Anti-inflammatory agents, Applications, Cancer, Cardiovascular, Catalysis, Diabetes, Diseases, Gene expression, Metabolism, Neurodegenerative Diseases, Peroxidations, Phosphorylations, Prebiotics, Probiotics, Reductions, Transcription, Transduction, Vitamins

Peer-Reviewed Papers

References

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Specific interactions between Smad proteins and AP-1 components determine TGFβ-induced breast cancer cell invasion. Sundqvist A, Zieba A, Vasilaki E, et al. Oncogene 32(31), 3606-15, (2013)

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Isolation, Characterization and Assay of Lecithin-Cholesterol Acyltransferase. Albers, J.J. Meth. Enzymol. 129, 763, (1986)

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Cobalt(II) as a titrant in the direct potentiometric titration of micro-amounts of L-cysteine. A. Campiglio Analyst 117, 1507, (1992)

Theory of protein solubility. Arakawa, T. and Timasheff, S.N. Meth. Enzymol. 114, 49, (1985)

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In vitro effect of the cysteine metabolites homocysteic acid, homocysteine and cysteic acid upon human neuronal cell lines. Parsons, R.B., et al. Neurotoxicology 19, 599-603, (1998)

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L-cyst(e)ine requirements of malignant cells and progress toward depletion therapy. Uren, J.R. and Lazarus, H. Cancer Treat. Rep. 63, 1073, (1979)

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Targeting transcription regulation in cancer with a covalent CDK7 inhibitor. Kwiatkowski N, Zhang T, Rahl PB, et al. Nature 511(7511), 616-20, (2014)

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The structured core domain of αB-crystallin can prevent amyloid fibrillation and associated toxicity. Hochberg GK, Ecroyd H, Liu C, et al. Proc. Natl. Acad. Sci. U. S. A. 111(16), E1562-70, (2014)

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Two Plasmodium 6-Cys family-related proteins have distinct and critical roles in liver-stage development. Annoura T, van Schaijk BC, Ploemen IH, et al. FASEB J. 28(5), 2158-70, (2014)

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Mechanism of farnesylated CAAX protein processing by the intramembrane protease Rce1. Manolaridis I, Kulkarni K, Dodd RB, et al. Nature 504(7479), 301-5, (2013)

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The human serum metabolome. Psychogios N, Hau DD, Peng J, et al. PLoS ONE 6(2), e16957, (2011)

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Diagnostic use of cerebral and extracerebral oxysterols. Leoni V, Masterman T, Mousavi FS, et al. Clin. Chem. Lab Med. 42(2), 186-91, (2004)

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The effect of nutritional status on myogenic satellite cell proliferation and differentiation. Powell DJ, McFarland DC, Cowieson AJ, et al. Poult. Sci. 92(8), 2163-73, (2013)

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Crystallographic insights into sodium-channel modulation by the β4 subunit. Gilchrist J, Das S, Van Petegem F, et al. Proc. Natl. Acad. Sci. U. S. A. 110(51), E5016-24, (2013)

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Highly sensitive GC/MS/MS method for quantitation of amino and nonamino organic acids. Kvitvang HF, Andreassen T, Adam T, et al. Anal. Chem. 83(7), 2705-11, (2011)

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Levels of 7-oxocholesterol in cerebrospinal fluid are more than one thousand times lower than reported in multiple sclerosis. Leoni V, Lütjohann D, and Masterman T J. Lipid Res. 46(2), 191-5, (2005)

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Feeling unreal: a functional imaging study in patients with Kleine-Levin syndrome. Kas A, Lavault S, Habert MO, et al. Brain 137(Pt 7), 2077-87, (2014)

Loading...


Cardioprotection by S-nitrosation of a cysteine switch on mitochondrial complex I. Chouchani ET, Methner C, Nadtochiy SM, et al. Nat. Med. 19(6), 753-9, (2013)

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The cysteine desulfurase IscS of Mycobacterium tuberculosis is involved in iron-sulfur cluster biogenesis and oxidative stress defence. Rybniker J, Pojer F, Marienhagen J, et al. Biochem. J. 459(3), 467-78, (2014)

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Isolation of the human testatin gene and analysis in patients with abnormal gonadal development. Eriksson A, Töhönen V, Wedell A, et al. Mol. Hum. Reprod. 8(1), 8-15, (2002)

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In vivo characterization of 123/125I-2-iodo-L-phenylalanine in an R1M rhabdomyosarcoma athymic mouse model as a potential tumor tracer for SPECT. Kersemans V, Cornelissen B, Kersemans K, et al. J. Nucl. Med. 46(3), 532-9, (2005)

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A chemoproteomic platform to quantitatively map targets of lipid-derived electrophiles. Wang C, Weerapana E, Blewett MM, et al. Nature Methods 11(1), 79-85, (2014)

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TERT promoter mutation as an early genetic event activating telomerase in follicular thyroid adenoma (FTA) and atypical FTA. Wang N, Liu T, Sofiadis A, et al. Cancer 120(19), 2965-79, (2014)

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Synthesis and biological evaluation of L-cysteine derivatives as mitotic kinesin Eg5 inhibitors. Naohisa Ogo et al Bioorg. Med. Chem. Lett. 17, 3921-4, (2007)

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Crystal structure of glycoside hydrolase family 127 β-l-arabinofuranosidase from Bifidobacterium longum. Ito T, Saikawa K, Kim S, et al. Biochem. Biophys. Res. Commun. 447(1), 32-7, (2014)

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Structural and mechanistic insights into an extracytoplasmic copper trafficking pathway in Streptomyces lividans. Blundell KL, Hough MA, Vijgenboom E, et al. Biochem. J. 459(3), 525-38, (2014)

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Reshaping antibody diversity. Wang F, Ekiert DC, Ahmad I, et al. Cell 153(6), 1379-93, (2013)

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Novel activating mutations lacking cysteine in type I cytokine receptors in acute lymphoblastic leukemia. Shochat C, Tal N, Gryshkova V, et al. Blood 124(1), 106-10, (2014)

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Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Sreekumar A, Poisson LM, Rajendiran TM, et al. Nature 457(7231), 910-4, (2009)

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Synthesis of L-cysteine in Salmonella typhimurium. Kredich NM, Hulanicka MD, and Hallquist SG Ciba Found. Symp. (72), 87-99, (1979)

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Pharmacogenetics of the S-oxidation of S-carboxymethyl-L-cysteine. Waring RH Drug Metabol. Drug Interact. 6(3-4), 253-63, (1988)

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Biochemistry: Elusive source of sulfur unravelled. Melançon CE Nature 518(7537), 45-6, (2015)

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Metabolic coupling of two small-molecule thiols programs the biosynthesis of lincomycin A. Zhao Q, Wang M, Xu D, et al. Nature 518(7537), 115-9, (2015)

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Crystal structure of the Locusta migratoria odorant binding protein. Zheng J, Li J, Han L, et al. Biochem. Biophys. Res. Commun. 456(3), 737-42, (2015)

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Access to large cyclic peptides by a one-pot two-peptide segment ligation/cyclization process. Boll E, Ebran JP, Drobecq H, et al. Org. Lett. 17(1), 130-3, (2015)

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Soluble guanylate cyclase is required for systemic vasodilation but not positive inotropy induced by nitroxyl in the mouse. Zhu G, Groneberg D, Sikka G, et al. Hypertension 65(2), 385-92, (2015)

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Endogenous S-sulfhydration of PTEN helps protect against modification by nitric oxide. Ohno K, Okuda K, and Uehara T Biochem. Biophys. Res. Commun. 456(1), 245-9, (2015)

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Direct determination of the redox status of cysteine residues in proteins in vivo. Hara S, Tatenaka Y, Ohuchi Y, et al. Biochem. Biophys. Res. Commun. 456(1), 339-43, (2015)

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Tuning of peroxiredoxin catalysis for various physiological roles. Perkins A, Poole LB, and Karplus PA Biochemistry 53(49), 7693-705, (2014)

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The Cys-Tyr cross-link of cysteine dioxygenase changes the optimal pH of the reaction without a structural change. Davies CG, Fellner M, Tchesnokov EP, et al. Biochemistry 53(50), 7961-8, (2014)

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Oxidative uncoupling in cysteine dioxygenase is gated by a proton-sensitive intermediate. Crowell JK, Li W, and Pierce BS Biochemistry 53(48), 7541-8, (2014)

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A redox switch shapes the Lon protease exit pore to facultatively regulate proteolysis. Nishii W, Kukimoto-Niino M, Terada T, et al. Nat. Chem. Biol. 11(1), 46-51, (2015)

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Structure of L-serine dehydratase from Legionella pneumophila: novel use of the C-terminal cysteine as an intrinsic competitive inhibitor. Thoden JB, Holden HM, and Grant GA Biochemistry 53(48), 7615-24, (2014)

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The basic leucine zipper stress response regulator Yap5 senses high-iron conditions by coordination of [2Fe-2S] clusters. Rietzschel N, Pierik AJ, Bill E, et al. Mol. Cell. Biol. 35(2), 370-8, (2015)

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ArfA recognizes the lack of mRNA in the mRNA channel after RF2 binding for ribosome rescue. Kurita D, Chadani Y, Muto A, et al. Nucleic Acids Res. 42(21), 13339-52, (2014)

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Covalent docking of large libraries for the discovery of chemical probes. London N, Miller RM, Krishnan S, et al. Nat. Chem. Biol. 10(12), 1066-72, (2014)

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Conformationally sensitive proximity of extracellular loops 2 and 4 of the γ-aminobutyric acid (GABA) transporter GAT-1 inferred from paired cysteine mutagenesis. Hilwi M, Dayan O, and Kanner BI J. Biol. Chem. 289(49), 34258-66, (2014)

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A type IV translocated Legionella cysteine phytase counteracts intracellular growth restriction by phytate. Weber S, Stirnimann CU, Wieser M, et al. J. Biol. Chem. 289(49), 34175-88, (2014)

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Pharmacological targeting of the pseudokinase Her3. Xie T, Lim SM, Westover KD, et al. Nat. Chem. Biol. 10(12), 1006-12, (2014)

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Activation of the umami taste receptor (T1R1/T1R3) initiates the peristaltic reflex and pellet propulsion in the distal colon. Kendig DM, Hurst NR, Bradley ZL, et al. Am. J. Physiol. Gastrointest. Liver Physiol. 307(11), G1100-7, (2014)

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The UDP-glucose pyrophosphorylase from Giardia lamblia is redox regulated and exhibits promiscuity to use galactose-1-phosphate. Ebrecht AC, Asención Diez MD, Piattoni CV, et al. Biochim. Biophys. Acta 1850(1), 88-96, (2015)

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S-palmitoylation and s-oleoylation of rabbit and pig sarcolipin. Montigny C, Decottignies P, Le Maréchal P, et al. J. Biol. Chem. 289(49), 33850-61, (2014)

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Genetic diversity and expression profiles of cysteine phytases in the sheep rumen during a feeding cycle. Li Z, Huang H, Zhao H, et al. Lett. Appl. Microbiol. 59(6), 615-20, (2014)

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Hydrogen sulfide is essential for Schwann cell responses to peripheral nerve injury. Park BS, Kim HW, Rhyu IJ, et al. J. Neurochem. 132(2), 230-42, (2015)

Loading...


(Bio)synthesis, extraction and purification of garlic derivatives showing therapeutic properties. Dethier B, Nott K, and Fauconnier ML Commun. Agric. Appl. Biol. Sci. 78(1), 149-55, (2013)

Loading...


[Formation of a new type of dinitrosyl iron complexes bound to cysteine modified with methylglyoxal]. Shumaev KB, Gubkina SA, Vanin AF, et al. Biofizika 58(2), 239-45, (2013)

Loading...


[The influence of corvitin on secretory processes and blood flow in the rat gastric mucosa]. Vovkun TV, Ianchuk PI, Shtanova LIa, et al. Fiziol. Zh. 59(1), 40-6, (2013)

Loading...


[Hydrogen sulfide inhibits Ca(2+)-induced mitochondrial permeability transition pore opening in spontaneously hypertensive rats]. Strutyns'ka NA, Dorofeieva NO, Vavilova HL, et al. Fiziol. Zh. 59(1), 3-10, (2013)

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[Nitric oxide modification of hemoglobin oxygen affinity in different conditions of oxygenation]. Stepuro TL and Zinchuk VV Ross. Fiziol. Zh. Im. I. M. Sechenova 99(1), 111-9, (2013)

Loading...


[Targeted effect profile - proven effectiveness]. MMW Fortschr. Med. 155(5), 70-1, (2013)

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[Physico-chemical features of dinitrosyl iron complexes with natural thiol-containing ligands underlying biological activities of these complexes]. Vanin AF, Borodulin RR, Kubrina LN, et al. Biofizika 58(1), 126-36, (2013)

Loading...


[Mutagenesis of cysteine residues in dptC from Salmonella enteric serovar Cerro 87 and its effects on DNA phosphorothioate modification]. An X, Zhou X, Wang Z, et al. Wei Sheng Wu Xue Bao 53(2), 204-9, (2013)

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[H2S production by L-cysteine metabolism inhibits insulin release]. Niki I and Kaneko Y Nippon. Yakurigaku Zasshi. 128(4), 214-8, (2006)

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Quantification of chemical elements in blood of patients affected by multiple sclerosis. Forte G, Visconti A, Santucci S, et al. Ann. Ist. Super. Sanita 41(2), 213-6, (2005)

Loading...


Oxidative stress in patients with multiple sclerosis. Syburra C and Passi S Ukr. Biokhim. Zh. 71(3), 112-5, (1999)

Loading...


K-Ras(G12C) inhibitors allosterically control GTP affinity and effector interactions. Ostrem JM, Peters U, Sos ML, et al. Nature 503(7477), 548-51, (2013)

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Cystathionine γ-lyase deficiency mediates neurodegeneration in Huntington's disease. Paul BD, Sbodio JI, Xu R, et al. Nature 509(7498), 96-100, (2014)

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Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. Shoemaker JD and Elliott WH J. Chromatogr. A 562(1-2), 125-38, (1991)

Loading...


Iron(IV)hydroxide pK(a) and the role of thiolate ligation in C-H bond activation by cytochrome P450. Yosca TH, Rittle J, Krest CM, et al. Science 342(6160), 825-9, (2013)

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Structure-based design of a fusion glycoprotein vaccine for respiratory syncytial virus. McLellan JS, Chen M, Joyce MG, et al. Science 342(6158), 592-8, (2013)

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Top-down proteomics reveals a unique protein S-thiolation switch in Salmonella Typhimurium in response to infection-like conditions. Ansong C, Wu S, Meng D, et al. Proc. Natl. Acad. Sci. U. S. A. 110(25), 10153-8, (2013)

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A secreted disulfide catalyst controls extracellular matrix composition and function. Ilani T, Alon A, Grossman I, et al. Science 341(6141), 74-6, (2013)

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Simultaneous visualization of both signaling cascade activity and end-point gene expression in single cells. Weibrecht I, Grundberg I, Nilsson M, et al. PLoS ONE 6(5), e20148, (2011)

Loading...


Covalent EGFR inhibitor analysis reveals importance of reversible interactions to potency and mechanisms of drug resistance. Schwartz PA, Kuzmic P, Solowiej J, et al. Proc. Natl. Acad. Sci. U. S. A. 111(1), 173-8, (2014)

Loading...


Sodium channel beta4, a new disulfide-linked auxiliary subunit with similarity to beta2. Yu FH, Westenbroek RE, Silos-Santiago I, et al. J. Neurosci. 23(20), 7577-85, (2003)

Loading...


Measurement of immune markers in the serum and cerebrospinal fluid of multiple sclerosis patients during clinical remission. Shaw CE, Dunbar PR, Macaulay HA, et al. J. Neurol. 242(2), 53-8, (1995)

Loading...


Radiolabeled small-molecule ligands for prostate-specific membrane antigen: in vivo imaging in experimental models of prostate cancer. Foss CA, Mease RC, Fan H, et al. Clin. Cancer Res. 11(11), 4022-8, (2005)

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ND3, ND1 and 39kDa subunits are more exposed in the de-active form of bovine mitochondrial complex I. Babot M, Labarbuta P, Birch A, et al. Biochim. Biophys. Acta 1837(6), 929-39, (2014)

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Central-nervous-system methyl-group metabolism in children with neurological complications of HIV infection. Surtees R, Hyland K, and Smith I Lancet 335(8690), 619-21, (1990)

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EGF-induced centrosome separation promotes mitotic progression and cell survival. Mardin BR, Isokane M, Cosenza MR, et al. Dev. Cell 25(3), 229-40, (2013)

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The deficiency of sulfoxidation of S-carboxymethyl-L-cysteine. Mitchell SC and Waring RH Pharmacol. Ther. 43(2), 237-49, (1989)

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Single-channel analysis of KCNQ K+ channels reveals the mechanism of augmentation by a cysteine-modifying reagent. Li, Y., et al. J. Neurosci. 24, 5079-5090, (2004)

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Withaferin A inhibits NF-kappaB activation by targeting cysteine 179 in IKKβ. Heyninck K, Lahtela-Kakkonen M, Van der Veken P, et al. Biochem. Pharmacol. 91(4), 501-9, (2014)

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Structure and kinetic analysis of H2S production by human mercaptopyruvate sulfurtransferase. Yadav PK, Yamada K, Chiku T, et al. J. Biol. Chem. 288(27), 20002-13, (2013)

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Proton-nuclear-magnetic-resonance studies of serum, plasma and urine from fasting normal and diabetic subjects. Nicholson JK, O'Flynn MP, Sadler PJ, et al. Biochem. J. 217(2), 365-75, (1984)

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Cysteine cathepsins and extracellular matrix degradation. Fonović M and Turk B Biochim. Biophys. Acta 1840(8), 2560-70, (2014)

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DJ-1 is a copper chaperone acting on SOD1 activation. Girotto S, Cendron L, Bisaglia M, et al. J. Biol. Chem. 289(15), 10887-99, (2014)

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The pKa value and accessibility of cysteine residues are key determinants for protein substrate discrimination by glutaredoxin. Jensen KS, Pedersen JT, Winther JR, et al. Biochemistry 53(15), 2533-40, (2014)

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Morphine induces redox-based changes in global DNA methylation and retrotransposon transcription by inhibition of excitatory amino acid transporter type 3-mediated cysteine uptake. Trivedi M, Shah J, Hodgson N, et al. Mol. Pharmacol. 85(5), 747-57, (2014)

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Calpain 3 is activated through autolysis within the active site and lyses sarcomeric and sarcolemmal components. Taveau M, Bourg N, Sillon G, et al. Mol. Cell. Biol. 23(24), 9127-35, (2003)

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Folate and methylation status in relation to phosphorylated tau protein(181P) and beta-amyloid(1-42) in cerebrospinal fluid. Obeid R, Kasoha M, Knapp JP, et al. Clin. Chem. 53(6), 1129-36, (2007)

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Frataxin directly stimulates mitochondrial cysteine desulfurase by exposing substrate-binding sites, and a mutant Fe-S cluster scaffold protein with frataxin-bypassing ability acts similarly. Pandey A, Gordon DM, Pain J, et al. J. Biol. Chem. 288(52), 36773-86, (2013)

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Glycoprotein 130 polymorphism predicts soluble glycoprotein 130 levels. Wonnerth A, Katsaros KM, Krychtiuk KA, et al. Metabolism 63(5), 647-53, (2014)

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Why selenocysteine replaces cysteine in thioredoxin reductase: a radical hypothesis. Nauser T, Steinmann D, Grassi G, et al. Biochemistry 53(30), 5017-22, (2014)

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Serum uric acid levels in multiple sclerosis patients correlate with activity of disease and blood-brain barrier dysfunction. Toncev G, Milicic B, Toncev S, et al. Eur. J. Neurol. 9(3), 221-6, (2002)

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Hydrogen sulfide in hemostasis: friend or foe? Olas B Chem. Biol. Interact. 217, 49-56, (2014)

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Method for detecting the reactivity of chemicals towards peptides as an alternative test method for assessing skin sensitization potential. Cho SA, Jeong YH, Kim JH, et al. Toxicol. Lett. 225(1), 185-91, (2014)

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Propofol binding to the resting state of the gloeobacter violaceus ligand-gated ion channel (GLIC) induces structural changes in the inter- and intrasubunit transmembrane domain (TMD) cavities. Ghosh B, Satyshur KA, and Czajkowski C J. Biol. Chem. 288(24), 17420-31, (2013)

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THI1, a protein involved in the biosynthesis of thiamin in Arabidopsis thaliana: structural analysis of THI1(A140V) mutant. Garcia AF, Dyszy F, Munte CE, et al. Biochim. Biophys. Acta 1844(6), 1094-103, (2014)

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The "aged garlic extract:" (AGE) and one of its active ingredients S-allyl-L-cysteine (SAC) as potential preventive and therapeutic agents for Alzheimer's disease (AD). Ray B, Chauhan NB, Lahiri DK. Curr. Med. Chem. 18, 3306-3313, (2011)

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Plasma amino acid levels with a note on membrane transport: characteristics, regulation, and metabolic significance. Cynober LA Nutrition 18(9), 761-6, (2002)

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Aspirin activation of eosinophils and mast cells: implications in the pathogenesis of aspirin-exacerbated respiratory disease. Steinke JW, Negri J, Liu L, et al. J. Immunol. 193(1), 41-7, (2014)

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Claudin-2 pore function requires an intramolecular disulfide bond between two conserved extracellular cysteines. Li J, Angelow S, Linge A, et al. Am. J. Physiol. Cell Physiol. 305(2), C190-6, (2013)

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N(epsilon)-(gamma-L-glutamyl)-L-lysine (GGEL) is increased in cerebrospinal fluid of patients with Huntington's disease. Jeitner TM, Bogdanov MB, Matson WR, et al. J. Neurochem. 79(5), 1109-12, (2001)

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The crystal structure of human placenta growth factor-1 (PlGF-1), an angiogenic protein, at 2.0 A resolution. Iyer S, Leonidas DD, Swaminathan GJ, et al. J. Biol. Chem. 276(15), 12153-61, (2001)

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Structure of an agonist-bound ionotropic glutamate receptor. Yelshanskaya MV, Li M, and Sobolevsky AI Science 345(6200), 1070-4, (2014)

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Free amino acid and dipeptide changes in the body fluids from Alzheimer's disease subjects. Fonteh AN, Harrington RJ, Tsai A, et al. Amino Acids 32(2), 213-24, (2007)

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Large scale production of the active human ASCT2 (SLC1A5) transporter in Pichia pastoris--functional and kinetic asymmetry revealed in proteoliposomes. Pingitore P, Pochini L, Scalise M, et al. Biochim. Biophys. Acta 1828(9), 2238-46, (2013)

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Neopterin concentrations in pediatric human immunodeficiency virus infection as predictor of disease activity. Ellaurie M, Calvelli T, and Rubinstein A Pediatr. Infect. Dis. J. 11(4), 286-9, (1992)

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Human frataxin activates Fe-S cluster biosynthesis by facilitating sulfur transfer chemistry. Bridwell-Rabb J, Fox NG, Tsai CL, et al. Biochemistry 53(30), 4904-13, (2014)

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Metabolomic insights into system-wide coordination of vertebrate metamorphosis. Ichu TA, Han J, Borchers CH, et al. BMC Dev. Biol. 14, 5, (2014)

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Inflammatory multiple-sclerosis plaques generate characteristic metabolic profiles in cerebrospinal fluid. Lutz NW, Viola A, Malikova I, et al. PLoS ONE 2(7), e595, (2007)

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An unusual mode of iron-sulfur-cluster coordination in a teleost glutaredoxin. Bräutigam L, Johansson C, Kubsch B, et al. Biochem. Biophys. Res. Commun. 436(3), 491-6, (2013)

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Hypothiocyanous acid oxidation of tubulin cysteines inhibits microtubule polymerization. Clark HM, Hagedorn TD, and Landino LM Arch. Biochem. Biophys. 541, 67-73, (2014)

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The Escherichia coli CysZ is a pH dependent sulfate transporter that can be inhibited by sulfite. Zhang L, Jiang W, Nan J, et al. Biochim. Biophys. Acta 1838(7), 1809-16, (2014)

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S-Nitrosation destabilizes glutathione transferase P1-1. Balchin D, Stoychev SH, and Dirr HW Biochemistry 52(51), 9394-402, (2013)

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Tissue distribution of ERp61 and association of its increased expression with IgG production in hybridoma cells. Kozaki K, Miyaishi O, Asai N, et al. Exp. Cell Res. 213(2), 348-58, (1994)

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Disulfide linkage and structure of highly stable yeast-derived virus-like particles of murine polyomavirus. Simon C, Klose T, Herbst S, et al. J. Biol. Chem. 289(15), 10411-8, (2014)

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Second-sphere interactions between the C93-Y157 cross-link and the substrate-bound Fe site influence the O₂ coupling efficiency in mouse cysteine dioxygenase. Li W, Blaesi EJ, Pecore MD, et al. Biochemistry 52(51), 9104-19, (2013)

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Altered kynurenine metabolism correlates with infarct volume in stroke. Darlington LG, Mackay GM, Forrest CM, et al. Eur. J. Neurosci. 26(8), 2211-21, (2007)

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Mechanisms of L-cysteine neurotoxicity. Janáky R, Varga V, Hermann A, et al. Neurochem. Res. 25(9-10), 1397-405, (2000)

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Metabolic pathways and biotechnological production of L-cysteine. Wada M and Takagi H Appl. Microbiol. Biotechnol. 73(1), 48-54, (2006)

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Transient receptor potential vanilloid 4 activation constricts the human bronchus via the release of cysteinyl leukotrienes. McAlexander MA, Luttmann MA, Hunsberger GE, et al. J. Pharmacol. Exp. Ther. 349(1), 118-25, (2014)

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S-nitrosylation influences the structure and DNA binding activity of AtMYB30 transcription factor from Arabidopsis thaliana. Tavares CP, Vernal J, Delena RA, et al. Biochim. Biophys. Acta 1844(4), 810-7, (2014)

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Topical hypochlorite ameliorates NF-κB-mediated skin diseases in mice. Leung TH, Zhang LF, Wang J, et al. J. Clin. Invest. 123(12), 5361-70, (2013)

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Isoxazole analogues bind the system xc- transporter: structure-activity relationship and pharmacophore model. Sarjubhai A Patel et al Bioorg. Med. Chem. 18, 202-13, (2010)

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Improving MCE with electrochemical detection using a bubble cell and sample stacking techniques. Guan Q and Henry CS Electrophoresis 30(19), 3339-46, (2009)

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Application of solid phase extraction and high-performance liquid chromatography to qualitative and quantitative analysis of nucleotides and nucleosides in human cerebrospinal fluid. Czarnecka J, Cieślak M, and Michał K J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 822(1-2), 85-90, (2005)

Loading...


Structural interactions between FXYD proteins and Na+,K+-ATPase: alpha/beta/FXYD subunit stoichiometry and cross-linking. Lindzen M, Gottschalk KE, Füzesi M, et al. J. Biol. Chem. 281(9), 5947-55, (2006)

Loading...


N-Terminal 2,3-diaminopropionic acid (Dap) peptides as efficient methylglyoxal scavengers to inhibit advanced glycation endproduct (AGE) formation. N André Sasaki et al Bioorg. Med. Chem. 17, 2310-20, (2009)

Loading...


Induction of ROS-independent JNK-activation-mediated apoptosis by a novel coumarin-derivative, DMAC, in human colon cancer cells. Lin MH, Cheng CH, Chen KC, et al. Chem. Biol. Interact. 218, 42-9, (2014)

Loading...


Kinetics of reversible reductive carbonylation of heme in human cystathionine β-synthase. Carballal S, Cuevasanta E, Marmisolle I, et al. Biochemistry 52(26), 4553-62, (2013)

Loading...


Mass spectrometric determination of disulfide bonds in the biologically active recombinant HBx protein of hepatitis B virus. Sidhu K, Kumar S, Reddy VS, et al. Biochemistry 53(28), 4685-95, (2014)

Loading...


Escherichia coli SufE sulfur transfer protein modulates the SufS cysteine desulfurase through allosteric conformational dynamics. Singh H, Dai Y, Outten FW, et al. J. Biol. Chem. 288(51), 36189-200, (2013)

Loading...


Skeletal muscle glycogen phosphorylase is irreversibly inhibited by mercury: molecular, cellular and kinetic aspects. Xu X, Mathieu C, Boitard SE, et al. FEBS Lett. 588(1), 138-42, (2014)

Loading...


Normal activation of discoidin domain receptor 1 mutants with disulfide cross-links, insertions, or deletions in the extracellular juxtamembrane region: mechanistic implications. Xu H, Abe T, Liu JK, et al. J. Biol. Chem. 289(19), 13565-74, (2014)

Loading...


Structural basis for inactivation of Giardia lamblia carbamate kinase by disulfiram. Galkin A, Kulakova L, Lim K, et al. J. Biol. Chem. 289(15), 10502-9, (2014)

Loading...


Complexes of L-cysteine and D-penicillamine with gold (I) and (III). Brown DH and Smith WE Proc. R. Soc. Med. 70 Suppl 3, 41-2, (1977)

Loading...


Double edge redox-implications for the interaction between endogenous thiols and copper ions: In vitro studies. Catalina Carrasco-Pozo et al Bioorg. Med. Chem. 16, 9795-803, (2008)

Loading...


D-mannitol in cerebrospinal fluid of patients with AIDS and cryptococcal meningitis. Megson GM, Stevens DA, Hamilton JR, et al. J. Clin. Microbiol. 34(1), 218-21, (1996)

Loading...


Alanine scanning mutagenesis of hepatitis C virus E2 cysteine residues: Insights into E2 biogenesis and antigenicity. Wang W, Guan M, Liu Y, et al. Virology 448, 229-37, (2014)

Loading...


Disruption of thiol homeostasis and nitrosative stress in the cerebrospinal fluid of patients with active multiple sclerosis: evidence for a protective role of acetylcarnitine. Calabrese V, Scapagnini G, Ravagna A, et al. Neurochem. Res. 28(9), 1321-8, (2003)

Loading...


Plasma cysteine deficiency and decreased reduction of nitrososulfamethoxazole with HIV infection. Naisbitt DJ, Vilar FJ, Stalford AC, et al. AIDS Res. Hum. Retroviruses 16(18), 1929-38, (2000)

Loading...


Dextromethorphan and quinidine in adult patients with uncontrolled painful diabetic peripheral neuropathy: a 29-day, multicenter, open-label, dose-escalation study. Thisted RA, Klaff L, Schwartz SL, et al. Clin. Ther. 28(10), 1607-18, (2006)

Loading...


In silico screening for palmitoyl substrates reveals a role for DHHC1/3/10 (zDHHC1/3/11)-mediated neurochondrin palmitoylation in its targeting to Rab5-positive endosomes. Oku S, Takahashi N, Fukata Y, et al. J. Biol. Chem. 288(27), 19816-29, (2013)

Loading...


Selective metabolism of hypothiocyanous acid by mammalian thioredoxin reductase promotes lung innate immunity and antioxidant defense. Chandler JD, Nichols DP, Nick JA, et al. J. Biol. Chem. 288(25), 18421-8, (2013)

Loading...


Bioactive constituents from Boswellia papyrifera. Atta-ur-Rahman et al J. Nat. Prod. 68, 189-93, (2005)

Loading...


Ectodermal-neural cortex 1 down-regulates Nrf2 at the translational level. Wang, XJ PLoS ONE 4(5), e5492, (2009)

Loading...


Specific transport of S-nitrosocysteine in human red blood cells: Implications for formation of S-nitrosothiols and transport of NO bioactivity within the vasculature. Sandmann J, Schwedhelm KS, and Tsikas D FEBS Lett. 579(19), 4119-24, (2005)

Loading...


Rationale and mechanism for the low photoinactivation rate of bacteria in plasma. Chen J, Cesario TC, and Rentzepis PM Proc. Natl. Acad. Sci. U. S. A. 111(1), 33-8, (2014)

Loading...


Use of the hydantoin isostere to produce inhibitors showing selectivity toward the vesicular glutamate transporter versus the obligate exchange transporter system x(c)(-). S Kaleem Ahmed et al Bioorg. Med. Chem. Lett. 21, 4358-62, (2011)

Loading...


Cysteine scanning mutagenesis of transmembrane domain 10 in organic anion transporting polypeptide 1B1. Ohnishi S, Hays A, and Hagenbuch B Biochemistry 53(14), 2261-70, (2014)

Loading...


Bifidobacterium strains suppress in vitro the pro-inflammatory milieu triggered by the large intestinal microbiota of coeliac patients. Medina M J. Inflamm. (Lond.) 5, 19, (2008)

Loading...


Effects of randomized supplementation of methionine or alanine on cysteine and glutathione production during the early phase of treatment of children with edematous malnutrition. Green CO, Badaloo AV, Hsu JW, et al. Am. J. Clin. Nutr. 99(5), 1052-8, (2014)

Loading...


Role of cysteine residues in thermal inactivation of fungal Cel6A cellobiohydrolases. Wu I, Heel T, and Arnold FH Biochim. Biophys. Acta 1834(8), 1539-44, (2013)

Loading...


Mechanism of activation of protein kinase JAK2 by the growth hormone receptor. Brooks AJ, Dai W, O'Mara ML, et al. Science 344(6185), 1249783, (2014)

Loading...


Conformationally-restricted amino acid analogues bearing a distal sulfonic acid show selective inhibition of system x(c)(-) over the vesicular glutamate transporter. Jean-Louis G Etoga et al Bioorg. Med. Chem. Lett. 20, 2680-3, (2010)

Loading...


Role of cysteinyl leukotriene signaling in a mouse model of noise-induced cochlear injury. Park JS, Kang SJ, Seo MK, et al. Proc. Natl. Acad. Sci. U. S. A. 111(27), 9911-6, (2014)

Loading...


Improving the serum D-xylose test for the identification of patients with small intestinal malabsorption. Ehrenpreis ED, Salvino M, and Craig RM J. Clin. Gastroenterol. 33(1), 36-40, (2001)

Loading...


Montelukast suppresses epithelial to mesenchymal transition of bronchial epithelial cells induced by eosinophils. Hosoki K, Kainuma K, Toda M, et al. Biochem. Biophys. Res. Commun. 449(3), 351-6, (2014)

Loading...


Synthesis and antimicrobial activity of cysteine-free coprisin nonapeptides. Lee J, Lee D, Choi H, et al. Biochem. Biophys. Res. Commun. 443(2), 483-8, (2014)

Loading...


Mutation of nonessential cysteines shows that the NF-κB essential modulator forms a constitutive noncovalent dimer that binds IκB kinase-β with high affinity. Cote SM, Gilmore TD, Shaffer R, et al. Biochemistry 52(51), 9141-54, (2013)

Loading...


Measurement of free fatty acids in cerebrospinal fluid from patients with hemorrhagic and ischemic stroke. Pilitsis JG, Coplin WM, O'Regan MH, et al. Brain Res. 985(2), 198-201, (2003)

Loading...


Biomarkers of one-carbon metabolism are associated with biomarkers of inflammation in women. Abbenhardt C, Miller JW, Song X, et al. J. Nutr. 144(5), 714-21, (2014)

Loading...


Degraded myelin-associated glycoprotein (dMAG) formation from pure human brain myelin-associated glycoprotein (MAG) is not mediated by calpain or cathepsin L-like activities. Päiväläinen S, Suokas M, Lahti O, et al. J. Neurochem. 84(3), 533-45, (2003)

Loading...


Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1). Iris Thondorf et al Bioorg. Med. Chem. 19, 6409-18, (2011)

Loading...


Glutathione-mediated reversibility of covalent modification of ubiquitin carboxyl-terminal hydrolase L1 by 1,2-naphthoquinone through Cys152, but not Lys4. Toyama T, Shinkai Y, Yazawa A, et al. Chem. Biol. Interact. 214, 41-8, (2014)

Loading...


Up-regulation of PINCH in the stroma of oral squamous cell carcinoma predicts nodal metastasis. Zhang JT, Li QX, Wang D, et al. Oncol. Rep. 14(6), 1519-22, (2005)

Loading...


Characterization of the histone methyltransferase PRDM9 using biochemical, biophysical and chemical biology techniques. Koh-Stenta X, Joy J, Poulsen A, et al. Biochem. J. 461(2), 323-34, (2014)

Loading...


Sulphoxythiocarbamates modify cysteine residues in HSP90 causing degradation of client proteins and inhibition of cancer cell proliferation. Zhang Y, Dayalan Naidu S, Samarasinghe K, et al. Br. J. Cancer 110(1), 71-82, (2014)

Loading...


Distinct palmitoylation events at the amino-terminal conserved cysteines of Env7 direct its stability, localization, and vacuolar fusion regulation in S. cerevisiae. Manandhar SP, Calle EN, and Gharakhanian E J. Biol. Chem. 289(16), 11431-42, (2014)

Loading...


A highly conserved cysteine of neuronal calcium-sensing proteins controls cooperative binding of Ca2+ to recoverin. Ranaghan MJ, Kumar RP, Chakrabarti KS, et al. J. Biol. Chem. 288(50), 36160-7, (2013)

Loading...


The membrane proximal region of the cannabinoid receptor CB1 N-terminus can allosterically modulate ligand affinity. Fay JF and Farrens DL Biochemistry 52(46), 8286-94, (2013)

Loading...


Mechanism-based inhibition of iPLA2β demonstrates a highly reactive cysteine residue (C651) that interacts with the active site: mass spectrometric elucidation of the mechanisms underlying inhibition. Jenkins CM, Yang J, and Gross RW Biochemistry 52(24), 4250-63, (2013)

Loading...


Hydroxyl radical formation resulting from the interaction of nickel complexes of L-histidine, glutathione or L-cysteine and hydrogen peroxide. Joshi S, Husain MM, Chandra R, et al. Hum. Exp. Toxicol. 24(1), 13-7, (2005)

Loading...


Homogeneous enzymatic assay for L-cysteine with betaC-S lyase. Nishiya Y, Yoshida Y, Yoshimura M, et al. Biosci. Biotechnol. Biochem. 69(11), 2244-6, (2005)

Loading...


Antioxidant response of Phragmites australis to Cu and Cd contamination. Rocha AC, Almeida CM, Basto MC, et al. Ecotoxicol. Environ. Saf. 109, 152-60, (2014)

Loading...


Chemical modifications of alpha1,6-fucosyltransferase define amino acid residues of catalytic importance. Kamińska J, Wiśniewska A, and Kościelak J Biochimie 85(3-4), 303-10, (2003)

Loading...


Reversible protection of Cys-93(β) by PEG alters the structural and functional properties of the PEGylated hemoglobin. Wang Q, Sun L, Ji S, et al. Biochim. Biophys. Acta 1844(7), 1201-7, (2014)

Loading...


Possible involvement of radical intermediates in the inhibition of cysteine proteases by allenyl esters and amides. Yoshio Takeuchi et al Bioorg. Med. Chem. Lett. 18, 6202-5, (2008)

Loading...


Chemical synthesis and biotinylation of the thrombospondin domain TSR2. Tiefenbrunn TK Protein Sci. 18(5), 970-9, (2009)

Loading...


Formiminoglutamase from Trypanosoma cruzi is an arginase-like manganese metalloenzyme. Hai Y, Dugery RJ, Healy D, et al. Biochemistry 52(51), 9294-309, (2013)

Loading...


Comparative analysis of the relationship between trichloroethylene metabolism and tissue-specific toxicity among inbred mouse strains: kidney effects. Yoo HS, Bradford BU, Kosyk O, et al. J. Toxicol. Environ. Health A 78(1), 32-49, (2015)

Loading...


Comparative analysis of the relationship between trichloroethylene metabolism and tissue-specific toxicity among inbred mouse strains: liver effects. Yoo HS, Bradford BU, Kosyk O, et al. J. Toxicol. Environ. Health A 78(1), 15-31, (2015)

Loading...


Negative effects of a disulfide bond mismatch in anti-rabies G protein single-chain antibody variable fragment FV57. Duan Y, Gu T, Zhang X, et al. Mol. Immunol. 59(2), 136-41, (2014)

Loading...


L-cysteine supplementation as an adjuvant therapy for type-2 diabetes. Jain SK Can. J. Physiol. Pharmacol. 90(8), 1061-4, (2012)

Loading...


Molecular determinants of human dipeptidyl peptidase III sensitivity to thiol modifying reagents. Karačić Z, Špoljarić J, Rožman M, et al. Biol. Chem. 393(12), 1523-32, (2012)

Loading...


Cysteine-modified orange peel for removal of Cu(II) from aqueous solutions. Liu M, Yuan Q, Jia H, et al. Water Sci. Technol. 67(11), 2444-50, (2013)

Loading...


The possible implication of the S250C variant of the autoimmune regulator protein in a patient with autoimmunity and immunodeficiency: in silico analysis suggests a molecular pathogenic mechanism for the variant. Bellacchio E, Palma A, Corrente S, et al. Gene 549(2), 286-94, (2014)

Loading...


Camphor modulates TRPV3 cation channels activity by interacting with critical pore-region cysteine residues. Sherkheli MA, Vogt-Eisele AK, Weber K, et al. Pak. J. Pharm. Sci. 26(3), 431-8, (2013)

Loading...


Kinetics of enzymatic modification of quercetin with cysteine by horseradish peroxidase. Savic SR and Petronijevic ZB Indian J. Biochem. Biophys. 50(3), 221-6, (2013)

Loading...


Mechanisms of aspirin-intolerant asthma: identifying inflammatory pathways in the pathogenesis of asthma. Neighbour H Int. Arch. Allergy Immunol. 163(1), 1-2, (2014)

Loading...


Nitric oxide quenches the fire in heart mitochondria. Schumacker PT Nat. Med. 19(6), 666-7, (2013)

Loading...


Biochemistry: Oxidation controls the DUB step. Clague MJ Nature 497(7447), 49-50, (2013)

Loading...


Growth requirement of various microorganisms. eds. A.I.Laskin, H.E. Lechevalier CRC Handbook of Microbiology Cleveland, Ohio 4, 1, (1974)

Merck 14,2781

Beil. 4,IV,3144

Corp MSDS 1 (1), 1000:A / FT-IR 2 (1), 938:A / FT-IR 1 (1), 591:D / Fenaroli / IR-Spectra (3), 352:B / NMR-Reference 2 (1), 499:A / RegBook 1 (1), 671:O / Sax 6, 849 / Sigma FT-IR 1 (1), 121:B / Structure Index 1, 101:C:3 / Vapor Phase 3, 1000:A

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