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M6500 Sigma

Cysteamine hydrochloride

≥98% (titration)

Synonym: β-Mercapto­ethylamine hydrochloride, 2-Mercapto­ethyl­amine hydrochloride, 2-Amino­ethane­thiol hydrochloride, Decarboxy­cysteine hydrochloride, Thio­ethanol­amine hydrochloride

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Description

Packaging

25, 100 g in glass bottle

Application

Cysteamine derived from cysteine degradation is the simplest stable aminothiol. Cysteamine is used in the biosynthesis of coenzyme A (CoA). Cysteamine may be useful in studies on oxidative stress and glycation (transglycating agent). Cysteamine is a substrate useful to study the specificity and kinetics of cysteamine (2-aminoethanethiol) dioxygenase(s) (ADO).

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®,1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
UN 3335
WGK Germany 
3
RTECS 
KJ0200000

Protocols & Articles

Peer-Reviewed Papers

References

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Discovery and characterization of a second mammalian thiol dioxygenase, cysteaminedioxygenase. Dominy JE Jr, Simmons CR, et al. J. Biol. Chem. 282, 25189-25198, (2007)

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Effect of Cysteamine on Oxidative Stress-induced Cell Death of Human Corneal Endothelial Cells. Shin YJ, Seo JM, Chung TY, Hyon JY, Wee WR. Curr. Eye Res. 36, 910-917, (2011)

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Alpha-thiolamines such as cysteine and cysteamine act as effective transglycating agents due to formation of irreversible thiazolidine derivatives. Szwergold BS. Med. Hypotheses 66, 698-707, (2006)

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Chemical genetics reveals a complex functional ground state of neural stem cells Diamandis, P., et. al. Nat. Chem. Biol. 3(5), 268-273, (2007)

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Heptahelical protein PQLC2 is a lysosomal cationic amino acid exporter underlying the action of cysteamine in cystinosis therapy. Jézégou A, Llinares E, Anne C, et al. Proc. Natl. Acad. Sci. U. S. A. 109(50), E3434-43, (2012)

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Inhibition of the prokaryotic pentameric ligand-gated ion channel ELIC by divalent cations. Zimmermann I, Marabelli A, Bertozzi C, et al. PLoS Biol. 10(11), e1001429, (2012)

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Copper deficiency in patients with cystinosis with cysteamine toxicity. Besouw MT, Schneider J, Janssen MC, et al. J. Pediatr. 163(3), 754-60, (2013)

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Patient and graft survival following kidney transplantation in recipients with cystinosis: a cohort study. Spicer RA, Clayton PA, McTaggart SJ, et al. Am. J. Kidney Dis. 65(1), 172-3, (2015)

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Do comparable efficacy & convenient dosing justify Procysbi's extremely high price? Morrow T Manag. Care 22(7), 71-2, (2013)

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A novel modified carbon paste electrode based on NiO/CNTs nanocomposite and (9, 10-dihydro-9, 10-ethanoanthracene-11, 12-dicarboximido)-4-ethylbenzene-1, 2-diol as a mediator for simultaneous determination of cysteamine, nicotinamide adenine dinucleotide and folic acid. Karimi-Maleh H, Biparva P, and Hatami M Biosens. Bioelectron. 48, 270-5, (2013)

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A gold nanoparticle platform for the delivery of functional microRNAs into cancer cells. Ghosh R, Singh LC, Shohet JM, et al. Biomaterials 34(3), 807-16, (2013)

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Label-free impedimetric immunosensor for ultrasensitive detection of cancer marker Murine double minute 2 in brain tissue. Elshafey R, Tlili C, Abulrob A, et al. Biosens. Bioelectron. 39(1), 220-5, (2013)

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Colorimetric sensing strategy for mercury(II) and melamine utilizing cysteamine-modified gold nanoparticles. Ma Y, Jiang L, Mei Y, et al. Analyst 138(18), 5338-43, (2013)

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LAAT-1 is the lysosomal lysine/arginine transporter that maintains amino acid homeostasis. Liu B, Du H, Rutkowski R, et al. Science 337(6092), 351-4, (2012)

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Cingulin is dispensable for epithelial barrier function and tight junction structure, and plays a role in the control of claudin-2 expression and response to duodenal mucosa injury. Guillemot L, Schneider Y, Brun P, et al. J. Cell Sci. 125(Pt 21), 5005-14, (2012)

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Halitosis in cystinosis patients after administration of immediate-release cysteamine bitartrate compared to delayed-release cysteamine bitartrate. Besouw M, Tangerman A, Cornelissen E, et al. Mol. Genet. Metab. 107(1-2), 234-6, (2012)

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Cysteamine modulates oxidative stress and blocks myofibroblast activity in CKD. Okamura DM, Bahrami NM, Ren S, et al. J. Am. Soc. Nephrol. 25(1), 43-54, (2014)

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Synthesis of cysteamine-coated CdTe quantum dots and its application in mercury (II) detection. Pei J, Zhu H, Wang X, et al. Anal. Chim. Acta 757, 63-8, (2012)

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Supramolecular immobilization of glucose oxidase on gold coated with cyclodextrin-modified cysteamine core PAMAM G-4 dendron/Pt nanoparticles for mediatorless biosensor design. Díez P, Piuleac CG, Martínez-Ruiz P, et al. Anal. Bioanal. Chem 405(11), 3773-81, (2013)

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Hymenaea stigonocarpa Mart. ex Hayne: a Brazilian medicinal plant with gastric and duodenal anti-ulcer and antidiarrheal effects in experimental rodent models. Rodrigues Orsi P, Bonamin F, Aparecida Severi J, et al. J. Ethnopharmacol. 143(1), 81-90, (2012)

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Oral cysteamine bitartrate and N-acetylcysteine for patients with infantile neuronal ceroid lipofuscinosis: a pilot study. Levin SW, Baker EH, Zein WM, et al. Lancet Neurol. 13(8), 777-87, (2014)

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Developmental potential of prepubertal mouse oocytes is compromised due mainly to their impaired synthesis of glutathione. Jiao GZ, Cao XY, Cui W, et al. PLoS ONE 8(3), e58018, (2013)

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Wavelength-interrogated surface plasmon resonance sensor with mesoporous-silica-film-enhanced sensitivity to small molecules. Zhang Z, Lu DF, Liu Q, et al. Analyst 137(20), 4822-8, (2012)

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HEC-cysteamine particles: influence of particle size, zeta potential, morphology and sulfhydryl groups on permeation enhancing properties. Rahmat D, Müller C, Shahnaz G, et al. Drug Dev. Ind. Pharm. 39(9), 1338-45, (2013)

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Transglutaminase 2 exacerbates experimental autoimmune encephalomyelitis through positive regulation of encephalitogenic T cell differentiation and inflammation. Oh K, Park HB, Seo MW, et al. Clin. Immunol. 145(2), 122-32, (2012)

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Sequential photooxidation of a Pt(II) (diimine)cysteamine complex: intermolecular oxygen atom transfer versus sulfinate formation. Zhang D, Bin Y, Tallorin L, et al. Inorg. Chem. 52(4), 1676-8, (2013)

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Treatment of cystinosis with delayed-release cysteamine: 6-year follow-up. Dohil R and Cabrera BL Pediatr. Nephrol. 28(3), 507-10, (2013)

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PEP-1-p18 prevents neuronal cell death by inhibiting oxidative stress and Bax expression. Kim DS, Sohn EJ, Kim DW, et al. BMB Rep. 45(9), 532-7, (2012)

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Transduced PEP-1-FK506BP ameliorates corneal injury in Botulinum toxin A-induced dry eye mouse model. Kim DW, Lee SH, Ku SK, et al. BMB Rep. 46(2), 124-9, (2013)

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Evaluation of protein disulfide conversion in vitro using a continuous flow dialysis system. Jiang XG, Wang T, Kaltenbrunner O, et al. Anal. Biochem. 432(2), 142-54, (2013)

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Improvement of the cystine measurement in granulocytes by liquid chromatograhy-tandem mass spectrometry. García-Villoria J, Hernández-Pérez JM, Arias A, et al. Clin. Biochem. 46(3), 271-4, (2013)

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A mechanism-based fluorescence transfer assay for examining ketosynthase selectivity. Prasad G, Borketey LS, Lin TY, et al. Org. Biomol. Chem. 10(33), 6717-23, (2012)

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A peptide carrier for the delivery of elastin into fibroblast cells. Nasrollahi SA, Fouladdel S, Taghibiglou C, et al. Int. J. Dermatol. 51(8), 923-9, (2012)

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Suppository formulations as a potential treatment for nephropathic cystinosis. Buchan B, Kay G, Matthews KH, et al. J. Pharm. Sci. 101(10), 3729-38, (2012)

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Neuroprotective effect of PEP-1-peroxiredoxin2 on CA1 regions in the hippocampus against ischemic insult. Jeong HJ, Yoo DY, Kim DW, et al. Biochim. Biophys. Acta 1840(7), 2321-30, (2014)

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Stable isotope gas chromatography-tandem mass spectrometry determination of aminoethylcysteine ketimine decarboxylated dimer in biological samples. Tsikas D, Evans CE, Denton TT, et al. Anal. Biochem. 430(1), 4-15, (2012)

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Measuring δ(13)C values of atmospheric acetaldehyde via sodium bisulfite adsorption and cysteamine derivatisation. Guo S, Chen M, Wen S, et al. Isotopes Environ. Health Stud. 48(4), 473-82, (2012)

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Vanin-1 inactivation antagonizes the development of adrenocortical neoplasia in Sf-1 transgenic mice. Latre de Late P, El Wakil A, Jarjat M, et al. Endocrinology 155(7), 2349-54, (2014)

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Development of new treatments for Batten disease. Mole SE Lancet Neurol. 13(8), 749-51, (2014)

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Nephropathic cystinosis--a gap between developing and developed nations. Bertholet-Thomas A, Bacchetta J, Tasic V, et al. N. Engl. J. Med. 370(14), 1366-7, (2014)

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Antifibrotic therapy: is an antioxidative regimen the answer? Strutz F J. Am. Soc. Nephrol. 25(1), 3-5, (2014)

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Merck 14,2779

Beil. 4,IV,1570

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