ChemicalBook--->CAS DataBase List--->57564-91-7

57564-91-7

57564-91-7 Structure

57564-91-7 Structure
IdentificationMore
[Name]

S-NITROSOGLUTATHIONE
[CAS]

57564-91-7
[Synonyms]

GNSO
GSNO
N-(N-L-GAMMA-GLUTAMYL-S-NITROSO-L-CYSTEINYL)-GLYCINE
S-NITROSOGLUTATHIONE
S-NITROSO-L-GLUTATHIONE
SNOG
n-(n-l-gamma-glutamyl-2-nitroso-l-cysteinyl)-glycin
nitrosoglutathione
N-(N-L-g-Glutamyl-S-nitroso-L-cysteinyl)glycine
(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-nitrososulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
N-(N-L-GAMMA-GLUTAMYL-S-NITROSO-L-CYSTEINYL)GLYCINE (S-NITROSOGLUTATHIONE)
GSNO, SNOG
S-NITROSO-L-GLUTATHIONE, 97+%
L-γGlu-S-Nitroso-L-Cys-Gly-OH
γGlu-S-Nitroso-Cys-Gly-OH
[EINECS(EC#)]

248-170-7
[Molecular Formula]

C10H16N4O7S
[MDL Number]

MFCD00214341
[Molecular Weight]

336.32
[MOL File]

57564-91-7.mol
Chemical PropertiesBack Directory
[Appearance]

Pink Powder
[Melting point ]

>170°C (dec.)
[density ]

1.68
[refractive index ]

1.6000 (estimate)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Water (Slightly)
[form ]

Pink solid
[pka]

2.21±0.10(Predicted)
[color ]

Off-White to Pink
[Water Solubility ]

Soluble to 100 mM in water
[Usage]

A carrier of nitric oxide, relaxing smooth muscle and inhibiting platelet activation
[Stability:]

Hygroscopic
[InChI]

InChI=1/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-/s3
[InChIKey]

HYHSBSXUHZOYLX-FJGCHTOXNA-N
[SMILES]

[C@@H](CSN=O)(NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O |&1:0,10,r|
[CAS DataBase Reference]

57564-91-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

MC0558000
Hazard InformationBack Directory
[Description]

S-Nitroso-L-glutathione is an S-nitrosothiol NO donor based on naturally-occurring glutathione. It is a potent smooth muscle relaxant and inhibitor of platelet aggregation. Its stability in solution varies from seconds to hours depending on temperature, buffer composition, and metal content.
[Chemical Properties]

Pink Powder
[Uses]

S-Nitrosoglutathione (GSNO) has been used:
  • as a standard in reversed phase chromatography coupled to chemical vapour generation and atomic fluorescence detector (RPC-CVGAFS) and reversed phase chromatography fluorimetric (RPC-FD).
  • as a standard in spectrophotometric and high-performance liquid chromatography (HPLC) assay.
[Uses]

A carrier of nitric oxide, relaxing smooth muscle and inhibiting platelet activation
[Definition]

ChEBI: S-nitrosoglutathione is a glutathione derivative that is glutathione in which the hydrogen attached to the sulfur has been replaced by a nitroso group. It has a role as a platelet aggregation inhibitor, a bronchodilator agent, a nitric oxide donor and a signalling molecule. It is a glutathione derivative and a nitrosothio compound. It is a conjugate acid of a S-nitrosoglutathione(2-).
[General Description]

A utility carrier of nitric oxide. Breaks down at physiological pH to produce nitric oxide. Causes smooth muscle relaxation and inhibits platelet aggregation. Induces apoptosis in mouse thymocytes. Note: 1 set = 5 x 2.5 mg.
[Biological Activity]

A carrier of NO, relaxing smooth muscle and inhibiting platelet aggregation.
[Biochem/physiol Actions]

Product does not compete with ATP.
[storage]

Desiccate at -20°C
[References]

[1] MAREK W. RADOMSKI. S-nitroso-glutathione inhibits platelet activation in vitro and in vivo[J]. British Journal of Pharmacology, 1992, 107 3: 745-749. DOI: 10.1111/j.1476-5381.1992.tb14517.x
[2] ANTHONY R. ANTHONY  Peter R. Chemistry, Analysis, and Biological Roles ofS-Nitrosothiols[J]. Analytical biochemistry, 1997, 249 1: Pages 1-9. DOI: 10.1006/abio.1997.2129
[3] A GASCO  G S  R Fruttero. No-donors: an emerging class of compounds in medicinal chemistry.[J]. Farmaco (Societa chimica italiana?: 1989), 1996, 51 10: 617-635.
[4] JOHN A. COOK . Convenient Colorimetric and Fluorometric Assays for S-Nitrosothiols[J]. Analytical biochemistry, 1996, 238 2: Pages 150-158. DOI: 10.1006/abio.1996.0268
Spectrum DetailBack Directory
[Spectrum Detail]

S-NITROSOGLUTATHIONE(57564-91-7)MS
S-NITROSOGLUTATHIONE(57564-91-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

S-Nitroso-L-glutathione, 97+%(57564-91-7)
[Sigma Aldrich]

57564-91-7(sigmaaldrich)
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