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M9768 Aldrich

Cysteamine

~95%

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

  • CAS Number 60-23-1

  • Linear Formula NH2CH2CH2SH

  • Molecular Weight 77.15

  •  Beilstein Registry Number 635649

  •  EC Number 200-463-0

  •  MDL number MFCD00008196

  •  PubChem Substance ID 24897366

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Description

Packaging

5, 25, 50 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M9768.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Metabolomic Pathways Chart

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Additional Products to Explore

2-<WBR>Mercaptoethylamine, polymer-bound

70-90 mesh, extent of labeling: 0.6-1.1 mmol/g loading, 1 % cross-linked with divinylbenzene

Cysteamine hydrochloride

≥98% (titration)

<SC>L</SC>-Cysteine

97%

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2-<WBR>Mercaptoethylamine, polymer-bound

70-90 mesh, extent of labeling: 0.6-1.1 mmol/g loading, 1 % cross-linked with divinylbenzene

Cysteamine

≥98.0% (RT)

Cysteamine hydrochloride

≥98% (titration)

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36
RIDADR 
UN 3335
WGK Germany 
3
RTECS 
KJ0175000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Differential 12C-/13C-isotope dansylation labeling and fast liquid chromatography/mass spectrometry for absolute and relative quantification of the metabolome. Guo K and Li L Anal. Chem. 81(10), 3919-32, (2009)

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Structural requirements for drug inhibition of the liver specific human organic cation transport protein 1. Gustav Ahlin et al J. Med. Chem. 51, 5932-42, (2008)

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Cysteamine: an old drug with new potential. Besouw M, Masereeuw R, van den Heuvel L, et al. Drug Discov. Today 18(15-16), 785-92, (2013)

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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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Strict cysteamine dose regimen is required to prevent nocturnal cystine accumulation in cystinosis. Levtchenko EN, van Dael CM, de Graaf-Hess AC, et al. Pediatr. Nephrol. 21(1), 110-3, (2006)

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New method for determining cystine in leukocytes and fibroblasts. de Graaf-Hess A, Trijbels F, and Blom H Clin. Chem. 45(12), 2224-8, (1999)

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Preclinical and clinical studies with cysteamine and pantethine related to the central nervous system. Vécsei L and Widerlöv E Prog. Neuropsychopharmacol. Biol. Psychiatry 14(6), 835-62, (1990)

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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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Potential of cystamine and cysteamine in the treatment of neurodegenerative diseases. Gibrat C and Cicchetti F Prog. Neuropsychopharmacol. Biol. Psychiatry 35(2), 380-9, (2011)

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[Pharmacological effects of radiation-protective agents cysteamine, cystamine, and aminoethylisothiuronium]. Kuna P Cas. Lek. Cesk. 108(13), 404-12, (1969)

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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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[Improved prognosis of cystinosis achieved by treatment with cysteamine and by kidney transplantation]. Oczachowska-Kulik AE, Lund AM, Skovby F, et al. Ugeskr. Laeg. 173(33), 1958-62, (2011)

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[Effect of cysteamine on the exhaustion of somatotropin release inhibiting hormone and its mechanism]. Liu JL Sheng Li Ke Xue Jin Zhan 21(3), 271-4, (1990)

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Spectrophotometric determination of drugs with iodine. Karuna T, et al. J. Sci. Ind. Res. 65(10), 808, (2006)

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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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Effects of cysteamine therapy in nephropathic cystinosis. Yudkoff M, Foreman JW, and Segal S N. Engl. J. Med. 304(3), 141-5, (1981)

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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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Follow-up and treatment of adults with cystinosis in the Netherlands. Geelen JM, Monnens LA, and Levtchenko EN Nephrol. Dial. Transplant. 17(10), 1766-70, (2002)

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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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Prevention of radiolysis of monoclonal antibody during labeling. Chakrabarti MC, Le N, Paik CH, et al. J. Nucl. Med. 37(8), 1384-8, (1996)

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High-throughput capillary electrophoretic method for determination of total aminothiols in plasma and urine. Lochman P, Adam T, Friedecký D, et al. Electrophoresis 24(7-8), 1200-7, (2003)

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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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Parenchymal organ cystine depletion with long-term cysteamine therapy. Gahl WA, Charnas L, Markello TC, et al. Biochem. Med. Metab. Biol. 48(3), 275-85, (1992)

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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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Genetic analysis in mice identifies cysteamine as a novel partner for artemisinin in the treatment of malaria. Min-Oo G and Gros P Mamm. Genome 22(7-8), 486-94, (2011)

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A comparison of the effectiveness of cysteamine and phosphocysteamine in elevating plasma cysteamine concentration and decreasing leukocyte free cystine in nephropathic cystinosis. Smolin LA, Clark KF, Thoene JG, et al. Pediatr. Res. 23(6), 616-20, (1988)

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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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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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Pharmacological treatment of nephropathic cystinosis with cysteamine. Kleta R and Gahl WA Expert Opin. Pharmacother. 5(11), 2255-62, (2004)

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Recent advances in the treatment of cystinosis. Schneider JA, Clark KF, Greene AA, et al. J. Inherit. Metab. Dis. 18(4), 387-97, (1995)

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Cysteamine supplementation of in vitro maturation media: a review. Deleuze S and Goudet G Reprod. Domest. Anim. 45(6), e476-82, (2010)

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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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Swallowing dysfunction in 101 patients with nephropathic cystinosis: benefit of long-term cysteamine therapy. Sonies BC, Almajid P, Kleta R, et al. Medicine (Baltimore.) 84(3), 137-46, (2005)

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Comparison of different protein immobilization methods on quartz crystal microbalance surface in flow injection immunoassay. Liu YC, Wang CM, and Hsiung KP Anal. Biochem. 299(2), 130-5, (2001)

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Pantetheinase activity and cysteamine content in cystinotic and normal fibroblasts and leukocytes. Orloff S, Butler JD, Towne D, et al. Pediatr. Res. 15(7), 1063-7, (1981)

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Development and significance of cysteamine and propionitrile models of duodenal ulcer. S. Szabo, G. Pihan Chronobiol. Int. 4, 31, (1987)

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Early oral cysteamine therapy for nephropathic cystinosis. Gahl WA Eur. J. Pediatr. 162 Suppl 1, S38-41, (2003)

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Corneal crystals in nephropathic cystinosis: natural history and treatment with cysteamine eyedrops. Gahl WA, Kuehl EM, Iwata F, et al. Mol. Genet. Metab. 71(1-2), 100-20, (2000)

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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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Predicted reciprocal serum creatinine at age 10 years as a measure of renal function in children with nephropathic cystinosis treated with oral cysteamine. Gahl WA, Schneider JA, Schulman JD, et al. Pediatr. Nephrol. 4(2), 129-35, (1990)

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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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From cysteamine to MPTP: structure-activity studies with duodenal ulcerogens. Szabo S and Cho CH Toxicol. Pathol. 16(2), 205-12, (1988)

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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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Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models. Naomi L Kruhlak et al Toxicol. Mech. Methods 18, 217-27, (2008)

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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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Design and study of some novel ibuprofen derivatives with potential nootropic and neuroprotective properties. Ioanna C Siskou et al Bioorg. Med. Chem. 15, 951-61, (2007)

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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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A potential new prodrug for the treatment of cystinosis: design, synthesis and in-vitro evaluation. Bridgeen McCaughan et al Bioorg. Med. Chem. Lett. 18, 1716-9, (2008)

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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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Synthesis and in vitro evaluation of novel pro-drugs for the treatment of nephropathic cystinosis. Ziad Omran et al Bioorg. Med. Chem. 19, 3492-6, (2011)

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Synthesis and pharmacochemical study of novel polyfunctional molecules combining anti-inflammatory, antioxidant, and hypocholesterolemic properties. Christos M Doulgkeris et al Bioorg. Med. Chem. Lett. 16, 825-9, (2006)

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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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Folate pro-drug of cystamine as an enhanced treatment for nephropathic cystinosis. Ziad Omran et al Bioorg. Med. Chem. Lett. 21, 2502-4, (2011)

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PEGylated derivatives of cystamine as enhanced treatments for nephropathic cystinosis. Ziad Omran et al Bioorg. Med. Chem. Lett. 21, 45-7, (2011)

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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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Role of epidermal growth factor in gastroduodenal mucosal protection. Skov Olsen P J. Clin. Gastroenterol. 10 Suppl 1, S146-51, (1988)

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Hybridization dependent cleavage of internally modified disulfide-peptide nucleic acids. I. Boll, et al., Bioorg. Med. Chem. Lett. 15, 505-509, (2005)

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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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Cysteamine attenuates iminodipropionitrile (IDPN) induced dyskinesia in rats. Tariq M, Al-Deeb S, Al-Moutairy K, et al. Int. J. Neurosci. 83(3-4), 165-75, (1995)

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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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