S-NITROSOGLUTATHIONE Chemical Properties

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

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

MC0558000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

S-NITROSOGLUTATHIONE Usage And Synthesis

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

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

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.

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S-nitrosoglutathione is a glutathione derivative that is glutathione in which the hydrogen attached to the sulfur has been replaced by a nitroso group.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

S-NITROSOGLUTATHIONE(57564-91-7)Related Product Information

• Glutathione
• Sodium nitroprusside dihydrate
• NOC-18
• DPTA NONOATE
• SPERMINE NONOATE
• NOC-7
• MAHMA NONOATE
• 4-(N-CYANOMETHYL-N-NITROSO)AMINOMORPHOLINE
• NOC-5
• BETA-GAL-NONOATE
• NOR-3
• L-Glutathione
• GSSG
• S-NITROSOGLUTATHIONE
• H-GAMMA-GLU-GLY-GLY-OH
• ANTI-NITROSOGLUTATHIONE,ANTI-NITROSOGLUTATHIONE (RAT),POLYCLONAL ANTIBODY TO S-NITROSOGLUTATHIONE
• S-Nitrosoglutathione **1 SET = 10X1MG**
• S-NITROSOGLUTATHIONE MONOETHYL ESTER