MedKoo Cat#: 562500 | Name: GSNO
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Description:

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

GSNO is an endogenous transnitrosation donor involved in S-nitrosation of a variety of cellular proteins. It acts by regulating diverse protein functions

Chemical Structure

GSNO
GSNO
CAS#57564-91-7

Theoretical Analysis

MedKoo Cat#: 562500

Name: GSNO

CAS#: 57564-91-7

Chemical Formula: C10H16N4O7S

Exact Mass: 336.0740

Molecular Weight: 336.31

Elemental Analysis: C, 35.71; H, 4.80; N, 16.66; O, 33.30; S, 9.53

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 450.00 2 Weeks
500mg USD 650.00 2 Weeks
1g USD 950.00 2 Weeks
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Related CAS #
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Synonym
GSNO; SNOG; SNO-G; S-Nitrosoglutathione; Glutathione thionitrite; Nitrosoglutathione; H-gGlu-Cys(NO)-Gly-OH; S-Nitroso-L-glutathione
IUPAC/Chemical Name
N5-((R)-1-((carboxymethyl)amino)-3-(nitrosothio)-1-oxopropan-2-yl)-L-glutamine
InChi Key
HYHSBSXUHZOYLX-WDSKDSINSA-N
InChi Code
InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1
SMILES Code
OC(CNC([C@@H](NC(CC[C@H](N)C(O)=O)=O)CSN=O)=O)=O
Appearance
Solid powder
Purity
>95% (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 336.31 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: Tsikas D, Schwedhelm KS, Surdacki A, Giustarini D, Rossi R, Kukoc-Modun L, Kedia G, Ückert S. S-Nitroso-N-acetyl-L-cysteine ethyl ester (SNACET) and N-acetyl-L-cysteine ethyl ester (NACET)-Cysteine-based drug candidates with unique pharmacological profiles for oral use as NO, H(2)S and GSH suppliers and as antioxidants: Results and overview. J Pharm Anal. 2018 Feb;8(1):1-9. doi: 10.1016/j.jpha.2017.12.003. Epub 2017 Dec 13. Review. PubMed PMID: 29568662; PubMed Central PMCID: PMC5859134. 2: Cassia R, Nocioni M, Correa-Aragunde N, Lamattina L. Climate Change and the Impact of Greenhouse Gasses: CO(2) and NO, Friends and Foes of Plant Oxidative Stress. Front Plant Sci. 2018 Mar 1;9:273. doi: 10.3389/fpls.2018.00273. eCollection 2018. Review. PubMed PMID: 29545820; PubMed Central PMCID: PMC5837998. 3: Khan M, Khan H, Singh I, Singh AK. Hypoxia inducible factor-1 alpha stabilization for regenerative therapy in traumatic brain injury. Neural Regen Res. 2017 May;12(5):696-701. doi: 10.4103/1673-5374.206632. Review. PubMed PMID: 28616019; PubMed Central PMCID: PMC5461600. 4: Barnett SD, Buxton ILO. The role of S-nitrosoglutathione reductase (GSNOR) in human disease and therapy. Crit Rev Biochem Mol Biol. 2017 Jun;52(3):340-354. doi: 10.1080/10409238.2017.1304353. Epub 2017 Apr 10. Review. PubMed PMID: 28393572; PubMed Central PMCID: PMC5597050. 5: Everett TR, Wilkinson IB, Lees CC. Pre-eclampsia: the Potential of GSNO Reductase Inhibitors. Curr Hypertens Rep. 2017 Mar;19(3):20. doi: 10.1007/s11906-017-0717-2. Review. PubMed PMID: 28271419; PubMed Central PMCID: PMC5340829. 6: Farnese FS, Menezes-Silva PE, Gusman GS, Oliveira JA. When Bad Guys Become Good Ones: The Key Role of Reactive Oxygen Species and Nitric Oxide in the Plant Responses to Abiotic Stress. Front Plant Sci. 2016 Apr 12;7:471. doi: 10.3389/fpls.2016.00471. eCollection 2016. Review. PubMed PMID: 27148300; PubMed Central PMCID: PMC4828662. 7: Arora D, Jain P, Singh N, Kaur H, Bhatla SC. Mechanisms of nitric oxide crosstalk with reactive oxygen species scavenging enzymes during abiotic stress tolerance in plants. Free Radic Res. 2016;50(3):291-303. doi: 10.3109/10715762.2015.1118473. Epub 2016 Jan 14. Review. PubMed PMID: 26554526. 8: Sawczak V, Getsy P, Zaidi A, Sun F, Zaman K, Gaston B. Novel Approaches for Potential Therapy of Cystic Fibrosis. Curr Drug Targets. 2015;16(9):923-36. Review. PubMed PMID: 25557257. 9: Corti A, Franzini M, Scataglini I, Pompella A. Mechanisms and targets of the modulatory action of S-nitrosoglutathione (GSNO) on inflammatory cytokines expression. Arch Biochem Biophys. 2014 Nov 15;562:80-91. doi: 10.1016/j.abb.2014.08.002. Epub 2014 Aug 15. Review. PubMed PMID: 25135357. 10: Savidge TC. Importance of NO and its related compounds in enteric nervous system regulation of gut homeostasis and disease susceptibility. Curr Opin Pharmacol. 2014 Dec;19:54-60. doi: 10.1016/j.coph.2014.07.009. Epub 2014 Aug 7. Review. PubMed PMID: 25108170; PubMed Central PMCID: PMC4254210. 11: Pelgrift RY, Friedman AJ. Nanotechnology as a therapeutic tool to combat microbial resistance. Adv Drug Deliv Rev. 2013 Nov;65(13-14):1803-15. doi: 10.1016/j.addr.2013.07.011. Epub 2013 Jul 24. Review. PubMed PMID: 23892192. 12: Martinez M, Weisel JW, Ischiropoulos H. Functional impact of oxidative posttranslational modifications on fibrinogen and fibrin clots. Free Radic Biol Med. 2013 Dec;65:411-8. doi: 10.1016/j.freeradbiomed.2013.06.039. Epub 2013 Jul 11. Review. PubMed PMID: 23851017; PubMed Central PMCID: PMC3852169. 13: Lu C, Kavalier A, Lukyanov E, Gross SS. S-sulfhydration/desulfhydration and S-nitrosylation/denitrosylation: a common paradigm for gasotransmitter signaling by H2S and NO. Methods. 2013 Aug 1;62(2):177-81. doi: 10.1016/j.ymeth.2013.05.020. Epub 2013 Jun 27. Review. PubMed PMID: 23811297; PubMed Central PMCID: PMC3923419. 14: Broniowska KA, Diers AR, Hogg N. S-nitrosoglutathione. Biochim Biophys Acta. 2013 May;1830(5):3173-81. doi: 10.1016/j.bbagen.2013.02.004. Epub 2013 Feb 14. Review. PubMed PMID: 23416062; PubMed Central PMCID: PMC3679660. 15: Zaman K, Fraser-Butler M, Bennett D. Novel s-nitrosothiols have potential therapeutic uses for cystic fibrosis. Curr Pharm Des. 2013;19(19):3509-20. Review. PubMed PMID: 23331028. 16: Thompson JW, Forrester MT, Moseley MA, Foster MW. Solid-phase capture for the detection and relative quantification of S-nitrosoproteins by mass spectrometry. Methods. 2013 Aug 1;62(2):130-7. doi: 10.1016/j.ymeth.2012.10.001. Epub 2012 Oct 11. Review. PubMed PMID: 23064468; PubMed Central PMCID: PMC3568208. 17: Laver JR, McLean S, Bowman LA, Harrison LJ, Read RC, Poole RK. Nitrosothiols in bacterial pathogens and pathogenesis. Antioxid Redox Signal. 2013 Jan 20;18(3):309-22. doi: 10.1089/ars.2012.4767. Epub 2012 Aug 22. Review. PubMed PMID: 22768799. 18: Sengupta R, Holmgren A. Thioredoxin and thioredoxin reductase in relation to reversible S-nitrosylation. Antioxid Redox Signal. 2013 Jan 20;18(3):259-69. doi: 10.1089/ars.2012.4716. Epub 2012 Aug 10. Review. PubMed PMID: 22702224. 19: Zhang H, Forman HJ. Glutathione synthesis and its role in redox signaling. Semin Cell Dev Biol. 2012 Sep;23(7):722-8. doi: 10.1016/j.semcdb.2012.03.017. Epub 2012 Apr 3. Review. PubMed PMID: 22504020; PubMed Central PMCID: PMC3422610. 20: Malik SI, Hussain A, Yun BW, Spoel SH, Loake GJ. GSNOR-mediated de-nitrosylation in the plant defence response. Plant Sci. 2011 Nov;181(5):540-4. doi: 10.1016/j.plantsci.2011.04.004. Epub 2011 Apr 21. Review. PubMed PMID: 21893250.