All Photos(2)
Synonym(s):
GSNO, SNOG
Empirical Formula (Hill Notation):
C10H16N4O7S
CAS Number:
Molecular Weight:
336.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
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.
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Inhibition of creatine kinase by S-nitrosoglutathione.
Wolosker H
Febs Letters, 392(3), 274-276 (1996)
C A Staab et al.
Cellular and molecular life sciences : CMLS, 65(24), 3950-3960 (2008-11-18)
Alcohol dehydrogenase 3 (ADH3) is highly conserved, ubiquitously expressed in mammals and involved in essential cellular pathways. A large active site pocket entails special substrate specificities: shortchain alcohols are poor substrates, while medium-chain alcohols and particularly the glutathione adducts S-hydroxymethylglutathione
C C Chiueh et al.
Free radical research, 31(6), 641-650 (2000-01-12)
Recent results demonstrated that S-nitrosoglutathione (GSNO) and nitric oxide (*NO) protect brain dopamine neurons from hydroxyl radical (*OH)-induced oxidative stress in vivo because they are potent antioxidants. GSNO and *NO terminate oxidant stress in the brain by (i) inhibiting iron-stimulated
Benjamin Gaston et al.
American journal of respiratory and critical care medicine, 173(11), 1186-1193 (2006-03-11)
Genetic and biochemical data demonstrate a pivotal role for S-nitrosothiols (SNOs) in mediating the actions of nitric oxide synthases (NOSs). SNOs serve to convey NO bioactivity and to regulate protein function. This understanding is of immediate interest to the pulmonary
Yu-Chen Yang et al.
Antioxidants & redox signaling, 18(10), 1129-1140 (2012-09-25)
Both cancer-suppressing and cancer-promoting properties of reactive nitrogen and oxygen species (RNOS) have been suggested to play a role in tumor pathology, particularly those activities associated with chronic inflammation. Here, we address the impact of nitric oxide (NO) on the
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