MedKoo Cat#: 561208 | Name: SPRC

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SPRC, also known as S-Propargyl-cysteine, is a novel synthetic molecule exerting antioxidant effects via elevating generation of endogenous H2S. SPRC activates Gp130-mediated STAT3 and prevents doxorubicin-induced cardiotoxicity.

Chemical Structure

SPRC
SPRC
CAS#3262-64-4

Theoretical Analysis

MedKoo Cat#: 561208

Name: SPRC

CAS#: 3262-64-4

Chemical Formula: C6H9NO2S

Exact Mass: 159.0354

Molecular Weight: 159.20

Elemental Analysis: C, 45.27; H, 5.70; N, 8.80; O, 20.10; S, 20.14

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
SPRC; S-Propargyl-cysteine
IUPAC/Chemical Name
(R)-2-Amino-3-(prop-2-yn-1-ylthio)propanoic acid
InChi Key
JAKVEOCMEMGHGB-YFKPBYRVSA-N
InChi Code
InChI=1S/C6H9NO2S/c1-2-3-10-4-5(7)6(8)9/h1,5H,3-4,7H2,(H,8,9)/t5-/m0/s1
SMILES Code
O=C(O)[C@@H](N)CSCC#C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 159.20 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
1: Liang YH, Shen YQ, Guo W, Zhu YZ. SPRC protects hypoxia and re-oxygenation injury by improving rat cardiac contractile function and intracellular calcium handling. Nitric Oxide. 2014 Sep 15;41:113-9. doi: 10.1016/j.niox.2014.05.010. Epub 2014 Jun 2. PubMed PMID: 24887754. 2: Pan LL, Liu XH, Gong QH, Zhu YZ. S-Propargyl-cysteine (SPRC) attenuated lipopolysaccharide-induced inflammatory response in H9c2 cells involved in a hydrogen sulfide-dependent mechanism. Amino Acids. 2011 Jun;41(1):205-15. doi: 10.1007/s00726-011-0834-1. Epub 2011 Feb 10. PubMed PMID: 21308383. 3: Sidhapuriwala JN, Hegde A, Ang AD, Zhu YZ, Bhatia M. Effects of S-propargyl-cysteine (SPRC) in caerulein-induced acute pancreatitis in mice. PLoS One. 2012;7(3):e32574. doi: 10.1371/journal.pone.0032574. Epub 2012 Mar 1. PubMed PMID: 22396778; PubMed Central PMCID: PMC3291555. 4: Yang H, Mao Y, Tan B, Luo S, Zhu Y. The protective effects of endogenous hydrogen sulfide modulator, S-propargyl-cysteine, on high glucose-induced apoptosis in cardiomyocytes: A novel mechanism mediated by the activation of Nrf2. Eur J Pharmacol. 2015 Aug 15;761:135-43. doi: 10.1016/j.ejphar.2015.05.001. Epub 2015 May 12. PubMed PMID: 25979858. 5: Ma G, Zhang L, Zhang P, Bao X, Zhou N, Shi Q, Zheng Y, Liu H, Bu F, Zhang Y, Huang W, Wang F, Zhu Y, Cai W. Physicochemical characteristics and gastrointestinal absorption behaviors of S-propargyl-cysteine, a potential new drug candidate for cardiovascular protection and antitumor treatment. Xenobiotica. 2015 Apr;45(4):322-34. doi: 10.3109/00498254.2014.980369. Epub 2014 Nov 6. PubMed PMID: 25373426. 6: Li W, Ma F, Zhang L, Huang Y, Li X, Zhang A, Hou C, Zhu Y, Zhu Y. S-Propargyl-cysteine Exerts a Novel Protective Effect on Methionine and Choline Deficient Diet-Induced Fatty Liver via Akt/Nrf2/HO-1 Pathway. Oxid Med Cell Longev. 2016;2016:4690857. doi: 10.1155/2016/4690857. Epub 2016 May 22. PubMed PMID: 27313828; PubMed Central PMCID: PMC4893438. 7: Wen YD, Zhu YZ. The Pharmacological Effects of S-Propargyl-Cysteine, a Novel Endogenous H2S-Producing Compound. Handb Exp Pharmacol. 2015;230:325-36. doi: 10.1007/978-3-319-18144-8_16. Review. PubMed PMID: 26162842. 8: Liu C, Gu X, Zhu YZ. Synthesis and biological evaluation of novel leonurine-SPRC conjugate as cardioprotective agents. Bioorg Med Chem Lett. 2010 Dec 1;20(23):6942-6. doi: 10.1016/j.bmcl.2010.09.135. Epub 2010 Oct 7. PubMed PMID: 20980147. 9: Tran BH, Huang C, Zhang Q, Liu X, Lin S, Liu H, Wang S, Zhu YZ. Cardioprotective effects and pharmacokinetic properties of a controlled release formulation of a novel hydrogen sulfide donor in rats with acute myocardial infarction. Biosci Rep. 2015 Apr 30;35(3). pii: e00216. doi: 10.1042/BSR20140185. PubMed PMID: 26182378; PubMed Central PMCID: PMC4613708. 10: Le Pabic H, Germain-Amiot N, Bordeau V, Felden B. A bacterial regulatory RNA attenuates virulence, spread and human host cell phagocytosis. Nucleic Acids Res. 2015 Oct 30;43(19):9232-48. doi: 10.1093/nar/gkv783. Epub 2015 Aug 3. PubMed PMID: 26240382; PubMed Central PMCID: PMC4627067. 11: Kan J, Guo W, Huang C, Bao G, Zhu Y, Zhu YZ. S-propargyl-cysteine, a novel water-soluble modulator of endogenous hydrogen sulfide, promotes angiogenesis through activation of signal transducer and activator of transcription 3. Antioxid Redox Signal. 2014 May 20;20(15):2303-16. doi: 10.1089/ars.2013.5449. Epub 2014 Jan 30. PubMed PMID: 24180631; PubMed Central PMCID: PMC4005491. 12: Wu J, Guo W, Lin SZ, Wang ZJ, Kan JT, Chen SY, Zhu YZ. Gp130-mediated STAT3 activation by S-propargyl-cysteine, an endogenous hydrogen sulfide initiator, prevents doxorubicin-induced cardiotoxicity. Cell Death Dis. 2016 Aug 18;7(8):e2339. doi: 10.1038/cddis.2016.209. PubMed PMID: 27537522; PubMed Central PMCID: PMC5108313. 13: Rhodes RG, Nelson SS, Pochiraju S, McBride MJ. Flavobacterium johnsoniae sprB is part of an operon spanning the additional gliding motility genes sprC, sprD, and sprF. J Bacteriol. 2011 Feb;193(3):599-610. doi: 10.1128/JB.01203-10. Epub 2010 Dec 3. PubMed PMID: 21131497; PubMed Central PMCID: PMC3021240. 14: Zheng Y, Xu J, Ma G, Zhang J, Zhu Q, Liu H, Zhang P, Zhu Y, Cai W. Bioavailability and pharmacokinetics of S-propargyl-L-cysteine, a novel cardioprotective agent, after single and multiple doses in Beagle dogs. Xenobiotica. 2012 Mar;42(3):304-9. doi: 10.3109/00498254.2011.617848. Epub 2011 Oct 1. PubMed PMID: 21961645. 15: Wu WJ, Jia WW, Liu XH, Pan LL, Zhang QY, Yang D, Shen XY, Liu L, Zhu YZ. S-propargyl-cysteine attenuates inflammatory response in rheumatoid arthritis by modulating the Nrf2-ARE signaling pathway. Redox Biol. 2016 Dec;10:157-167. doi: 10.1016/j.redox.2016.08.011. Epub 2016 Oct 6. PubMed PMID: 27744121; PubMed Central PMCID: PMC5066299. 16: Ma K, Liu Y, Zhu Q, Liu CH, Duan JL, Tan BK, Zhu YZ. H2S donor, S-propargyl-cysteine, increases CSE in SGC-7901 and cancer-induced mice: evidence for a novel anti-cancer effect of endogenous H2S? PLoS One. 2011;6(6):e20525. doi: 10.1371/journal.pone.0020525. Epub 2011 Jun 27. PubMed PMID: 21738579; PubMed Central PMCID: PMC3124470. 17: Qian X, Li X, Ma F, Luo S, Ge R, Zhu Y. Novel hydrogen sulfide-releasing compound, S-propargyl-cysteine, prevents STZ-induced diabetic nephropathy. Biochem Biophys Res Commun. 2016 May 13;473(4):931-8. doi: 10.1016/j.bbrc.2016.03.154. Epub 2016 Apr 4. PubMed PMID: 27055593. 18: Choi EY, Oh EA, Kim JH, Kang DK, Hong SK. Distinct regulation of the sprC gene encoding Streptomyces griseus protease C from other chymotrypsin genes in Streptomyces griseus IFO13350. J Microbiol Biotechnol. 2007 Jan;17(1):81-8. PubMed PMID: 18051357. 19: Zheng YT, Zhu JH, Ma G, Zhu Q, Yang P, Tan B, Zhang JL, Shen HX, Xu JL, Zhu YZ, Cai WM. Preclinical assessment of the distribution, metabolism, and excretion of S-propargyl-cysteine, a novel H2S donor, in Sprague-Dawley rats. Acta Pharmacol Sin. 2012 Jun;33(6):839-44. doi: 10.1038/aps.2012.15. Epub 2012 Apr 30. PubMed PMID: 22543704; PubMed Central PMCID: PMC4010370. 20: Wang W, Cheng J, Zhu Y. The JNK Signaling Pathway Is a Novel Molecular Target for S-Propargyl- L-Cysteine, a Naturally-Occurring Garlic Derivatives: Link to Its Anticancer Activity in Pancreatic Cancer In Vitro and In Vivo. Curr Cancer Drug Targets. 2015;15(7):613-23. PubMed PMID: 26033085.