Cysteic acid, L-
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MedKoo CAT#: 596968

CAS#: 498-40-8

Description: L-cysteic acid is an oxidation product of L-cysteine. L-Cysteic acid, an analogue of cysteine sulfinic acid, may be used in studies of excitatory amino acids in the brain, such as those that bind to cysteine sulfinic acid receptors. L-Cysteic acid is a useful agonist at several rat metabotropic glutamate receptors (mGluRs).


Chemical Structure

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Cysteic acid, L-
CAS# 498-40-8

Theoretical Analysis

MedKoo Cat#: 596968
Name: Cysteic acid, L-
CAS#: 498-40-8
Chemical Formula: C3H7NO5S
Exact Mass: 169.00
Molecular Weight: 169.150
Elemental Analysis: C, 21.30; H, 4.17; N, 8.28; O, 47.29; S, 18.95

Price and Availability

Size Price Availability Quantity
5g USD 250 2 Weeks
25g USD 550 2 Weeks
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Synonym: Cysteic acid, L-; Cysteinic acid; L-Cysteic acid; NSC 254030; NSC-254030; NSC254030;

IUPAC/Chemical Name: sulfo-D-alanine

InChi Key: XVOYSCVBGLVSOL-REOHCLBHSA-N

InChi Code: InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1

SMILES Code: N[C@@H](CS(=O)(O)=O)C(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 169.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: He Z, Sun R, Tang Z, Bu T, Wu Q, Li C, Chen H. Biodegradation of Feather Waste Keratin by the Keratin-Degrading Strain Bacillus subtilis 8. J Microbiol Biotechnol. 2018 Feb 28;28(2):314-322. doi: 10.4014/jmb.1708.08077. PubMed PMID: 29429303.

2: Takeda K, Kemmoku K, Satoh Y, Ogasawara Y, Shin-Ya K, Dairi T. N-Phenylacetylation and Nonribosomal Peptide Synthetases with Substrate Promiscuity for Biosynthesis of Heptapeptide Variants, JBIR-78 and JBIR-95. ACS Chem Biol. 2017 Jul 21;12(7):1813-1819. doi: 10.1021/acschembio.7b00314. Epub 2017 May 19. PubMed PMID: 28505407.

3: Bao W, Cao C, Li S, Bo L, Zhang M, Zhao X, Liu Y, Sun C. Metabonomic analysis of quercetin against the toxicity of acrylamide in rat urine. Food Funct. 2017 Mar 22;8(3):1204-1214. doi: 10.1039/c6fo01553k. PubMed PMID: 28224155.

4: Washio T, Kato S, Oikawa T. Molecular cloning and enzymological characterization of pyridoxal 5'-phosphate independent aspartate racemase from hyperthermophilic archaeon Thermococcus litoralis DSM 5473. Extremophiles. 2016 Sep;20(5):711-21. doi: 10.1007/s00792-016-0860-8. Epub 2016 Jul 20. PubMed PMID: 27438592.

5: Shi H, Hu L, Chen S, Bao W, Yang S, Zhao X, Sun C. Metabolomics analysis of urine from rats administered with long-term, low-dose acrylamide by ultra-performance liquid chromatography-mass spectrometry. Xenobiotica. 2017 May;47(5):439-449. doi: 10.1080/00498254.2016.1196509. Epub 2016 Jun 27. PubMed PMID: 27347750.

6: Zhang F, Gu S, Ding Y, Li L, Liu X. Simultaneous determination of ofloxacin and gatifloxacin on cysteic acid modified electrode in the presence of sodium dodecyl benzene sulfonate. Bioelectrochemistry. 2013 Feb;89:42-9. doi: 10.1016/j.bioelechem.2012.08.008. Epub 2012 Sep 12. PubMed PMID: 23044173.

7: Li XL, Yu J, Liu L. Poly[bis-(μ(7)-3-sulfonato-l-alaninato)sodiumzinc]. Acta Crystallogr Sect E Struct Rep Online. 2012 Jun 1;68(Pt 6):m849. doi: 10.1107/S160053681202394X. Epub 2012 May 31. PubMed PMID: 22719385; PubMed Central PMCID: PMC3379187.

8: Liu FH. Poly[[μ(7)-l-cysteato(2-)]disodium]. Acta Crystallogr Sect E Struct Rep Online. 2011 Oct 1;67(Pt 10):m1346-7. doi: 10.1107/S1600536811035525. Epub 2011 Sep 14. PubMed PMID: 22058689; PubMed Central PMCID: PMC3201222.

9: Sasahara A, Nanatani K, Enomoto M, Kuwahara S, Abe K. Substrate specificity of the aspartate:alanine antiporter (AspT) of Tetragenococcus halophilus in reconstituted liposomes. J Biol Chem. 2011 Aug 19;286(33):29044-52. doi: 10.1074/jbc.M111.260224. Epub 2011 Jun 30. PubMed PMID: 21719707; PubMed Central PMCID: PMC3190712.

10: Yu S, Feng S, Sun Y, Tang T, Han J, Wang F, Li T. [Determination of sulfur amino acids in feedstuffs by high performance liquid chromatography coupled with pre-column derivatization]. Se Pu. 2011 Mar;29(3):239-43. Chinese. PubMed PMID: 21657054.

11: Yang S, Froeyen M, Lescrinier E, Marlière P, Herdewijn P. 3-Phosphono-L-alanine as pyrophosphate mimic for DNA synthesis using HIV-1 reverse transcriptase. Org Biomol Chem. 2011 Jan 7;9(1):111-9. doi: 10.1039/c0ob00554a. Epub 2010 Nov 22. PubMed PMID: 21103490.

12: Faustino CM, Calado AR, Garcia-Rio L. Dimeric and monomeric surfactants derived from sulfur-containing amino acids. J Colloid Interface Sci. 2010 Nov 15;351(2):472-7. doi: 10.1016/j.jcis.2010.08.007. Epub 2010 Aug 10. PubMed PMID: 20800236.

13: Zhang F, Wen M, Cheng M, Liu D, Zhu A, Tian Y. Pt-NiCo nanostructures with facilitated electrocatalytic activities for sensitive determination of intracellular thiols with long-term stability. Chemistry. 2010 Sep 24;16(36):11115-20. doi: 10.1002/chem.201000574. PubMed PMID: 20687145.

14: Johnstone RD, Lennie AR, Parsons S, Pidcock E, Warren JE. Comparison of the effects of pressure on three layered hydrates: a partially successful attempt to predict a high-pressure phase transition. Acta Crystallogr B. 2009 Dec;65(Pt 6):731-48. doi: 10.1107/S0108768109039469. Epub 2009 Nov 16. PubMed PMID: 19923702.

15: Graham DE, Taylor SM, Wolf RZ, Namboori SC. Convergent evolution of coenzyme M biosynthesis in the Methanosarcinales: cysteate synthase evolved from an ancestral threonine synthase. Biochem J. 2009 Dec 10;424(3):467-78. doi: 10.1042/BJ20090999. PubMed PMID: 19761441.

16: Kärkönen A, Warinowski T, Teeri TH, Simola LK, Fry SC. On the mechanism of apoplastic H2O2 production during lignin formation and elicitation in cultured spruce cells--peroxidases after elicitation. Planta. 2009 Aug;230(3):553-67. doi: 10.1007/s00425-009-0968-5. Epub 2009 Jun 21. PubMed PMID: 19544069.

17: Yang L, Zhao G, Li W, Liu Y, Shi X, Jia X, Zhao K, Lu X, Xu Y, Xie D, Wu J, Chen J. Low-frequency vibrational modes of DL-homocysteic acid and related compounds. Spectrochim Acta A Mol Biomol Spectrosc. 2009 Sep 1;73(5):884-91. doi: 10.1016/j.saa.2009.04.011. Epub 2009 Apr 24. PubMed PMID: 19467923.

18: Kawakami Y, Ohuchi S, Morita T, Sugiyama K. Hypohomocysteinemic effect of cysteine is associated with increased plasma cysteine concentration in rats fed diets low in protein and methionine levels. J Nutr Sci Vitaminol (Tokyo). 2009 Feb;55(1):66-74. PubMed PMID: 19352065.

19: Øhman KT, Sagstuen E. Free radical conformations and conversions in X-irradiated single crystals of L-cysteic acid by electron magnetic resonance and density functional theory studies. J Phys Chem A. 2008 May 8;112(18):4284-93. doi: 10.1021/jp711821c. Epub 2008 Apr 16. PubMed PMID: 18412406.

20: Wang C, Mao Y, Wang D, Yang G, Qu Q, Hu X. Voltammetric determination of terbinafine in biological fluid at glassy carbon electrode modified by cysteic acid/carbon nanotubes composite film. Bioelectrochemistry. 2008 Feb;72(1):107-15. doi: 10.1016/j.bioelechem.2007.11.014. Epub 2007 Dec 5. PubMed PMID: 18226588.