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Key Documents

N4148

Sigma-Aldrich

S-Nitrosoglutathione

≥97%

Synonym(s):

GSNO, SNOG

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About This Item

Empirical Formula (Hill Notation):
C10H16N4O7S
CAS Number:
Molecular Weight:
336.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97%

form

powder

solubility

water: soluble 19.60-20.40 mg/mL

storage temp.

−20°C

SMILES string

N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(O)=O)C(O)=O

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

InChI key

HYHSBSXUHZOYLX-WDSKDSINSA-N

General description

S-Nitrosoglutathione (GSNO) is an endogenous nitrogen oxide and is highly distributed in extracellular fluids of the lung and brain.

Application

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.

Biochem/physiol Actions

S-Nitrosoglutathione (GSNO) inhibits the activity of sarcoplasmic reticulum-bound creatine kinase in rabbit skeletal muscle and eventually reduces ATP driven Ca2+ uptake in sarcoplasmic reticulum vesicles. GSNO in airway cells relaxes airway smooth muscle and enhances airway ciliary motility. It also blocks airway epithelial amiloride-sensitive sodium transport while stimulating calcium-dependent epithelial chloride transport and induces neutrophilic apoptosis. In addition, it also has antimicrobial activity. GSNO concentration is low in cystic fibrosis (CF) airway. It is an NO donor, acts as a smooth muscle relaxant, vasodilator and inhibits platelet activation in vivo.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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