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Merck

N4148

S-Nitrosoglutathione

≥97%, Creatine kinase inhibitor, powder

Synonym(s):

GSNO, SNOG

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About This Item

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

S-Nitrosoglutathione, ≥97%

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Shuangchen Chen et al.
Frontiers in plant science, 8, 1109-1109 (2017-07-18)
Ubiquitination is a common regulatory mechanism, playing a critical role in diverse cellular and developmental processes in eukaryotes. However, a few reports on the functional correlation between E3 ubiquitin ligases and reactive oxygen species (ROS) or reactive nitrogen species (RNS)
Hugo Varet et al.
Scientific reports, 8(1), 9042-9042 (2018-06-15)
Oxidative stress is one of the strongest toxic factors in nature: it can harm or even kill cells. Cellular means of subverting the toxicity of oxidative stress are important for the success of infectious diseases. Many types of bacterium inhabit
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