L-γ-Glutamyl-S-nitroso-L-cysteinylglycine

Modify Date: 2024-01-02 23:38:08

L-γ-Glutamyl-S-nitroso-L-cysteinylglycine Structure
L-γ-Glutamyl-S-nitroso-L-cysteinylglycine structure
Common Name L-γ-Glutamyl-S-nitroso-L-cysteinylglycine
CAS Number 57564-91-7 Molecular Weight 336.322
Density 1.7±0.1 g/cm3 Boiling Point N/A
Molecular Formula C10H16N4O7S Melting Point >170ºC (dec.)
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of L-γ-Glutamyl-S-nitroso-L-cysteinylglycine


Nitrosoglutathione (GSNO), a exogenous NO donor and a substrate for rat alcohol dehydrogenase class III isoenzyme, inhibits cerebrovascular angiotensin II-dependent and -independent AT1 receptor responses[1][2][3][4].

 Names

Name S-nitrosoglutathione
Synonym More Synonyms

  Biological Activity

Description Nitrosoglutathione (GSNO), a exogenous NO donor and a substrate for rat alcohol dehydrogenase class III isoenzyme, inhibits cerebrovascular angiotensin II-dependent and -independent AT1 receptor responses[1][2][3][4].
Related Catalog
In Vitro Nitrosoglutathione (GSNO, 250 μM) prevents 90% of the response to 0.1 μM 5-HT and 40% of the response to 1.0 μM 5-HT in rings treated with LY-83583, indicating an effect of GSNO that was independent of guanylate cyclase activity[5].
In Vivo Nitrosoglutathione (GSNO, 8 mg/kg) significantly decreases systolic, diastolic, and mean arterial pressures in PE-induced rats from day 14 through day 20[3]. Nitrosoglutathione (GSNO, 0.2 and 0.6 mg/kg) significantly inhibits superoxide production and suppressed NF-κB activation, iNOS induction, and 3-nitrotyrosine expression, butup-regulates endothelial NOS expression in the flap vessels[4]. Animal Model: Male Lewis rats[4]. Dosage: 0.2 and 0.6 mg/kg. Administration: Slow intravenous injection via the opposite femoral vein into each rat. Result: Animals treated with 0.2 mg of GSNO per kilogram before reperfusion had an intermediate survival rate (40.2 ± 4.9%). Although 0.6 mg/kg of GSNO showed a better rescuing effect than 150 mg/kg of NAC, there was no significant difference between the groups.
References

[1]. Marie-Lynda Bouressam, et al. S-nitrosoglutathione inhibits cerebrovascular angiotensin II-dependent and -independent AT 1 receptor responses: A possible role of S-nitrosation. Br J Pharmacol. 2019 Jun;176(12):2049-2062.

[2]. D E Jensen, et al. S-Nitrosoglutathione is a substrate for rat alcohol dehydrogenase class III isoenzyme. Biochem J. 1998 Apr 15;331 ( Pt 2)(Pt 2):659-68.

[3]. Caneta Brown, et al. The effects of S-nitrosoglutathione and S-nitroso-N-acetyl-D, L-penicillamine in a rat model of pre-eclampsia. J Nat Sci Biol Med. 2013 Jul;4(2):330-5.

[4]. Yur-Ren Kuo, et al. Nitrosoglutathione promotes flap survival via suppression of reperfusion injury-induced superoxide and inducible nitric oxide synthase induction. J Trauma. 2004 Nov;57(5):1025-31.

[5]. Eva Nozik-Grayck, et al. Pulmonary vasoconstriction by serotonin is inhibited by S-nitrosoglutathione. Am J Physiol Lung Cell Mol Physiol. 2002 May;282(5):L1057-65.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Melting Point >170ºC (dec.)
Molecular Formula C10H16N4O7S
Molecular Weight 336.322
Exact Mass 336.073975
PSA 213.55000
LogP -0.26
Index of Refraction 1.656
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MC0558000
CHEMICAL NAME :
Glycine, N-(N-L-gamma-glutamyl-2-nitroso-L-cysteinyl)-
CAS REGISTRY NUMBER :
57564-91-7
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H16-N4-O7-S
MOLECULAR WEIGHT :
336.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
5 umol/plate
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 35,3847,1986

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS MC0558000
HS Code 2930909090

 Synthetic Route

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

L-γ-Glutamyl-S-nitroso-L-cysteinylglycine
glycine, N-(N-L-γ-glutamyl-S-nitroso-L-cysteinyl)-
Glycine, L-γ-glutamyl-S-nitroso-L-cysteinyl-
S-Nitroso-L-glutathione
S-NITROSOGLUTATHIONE
MFCD00214341
EINECS 248-170-7
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