N3398

S-Nitroso-N-acetyl-DL-penicillamine

≥97%, powder

• Synonym(s): N-Acetyl-3-(nitrosothio)-DL-valine, S-Nitroso-N-acetylpenicillamine, SNAP
• Empirical Formula (Hill Notation): C₇H₁₂N₂O₄S
• CAS Number: 67776-06-1
• Molecular Weight: 220.25
• MDL number: MFCD00272624
• UNSPSC Code: 12352116
• PubChem Substance ID: 24278584
• NACRES: NA.32

Properties

• Quality Level: 300
• assay: ≥97%
• form: powder
• color: faint green to very dark green
• solubility: H₂O: ≥2 mg/mL; DMSO: ≥20 mg/mL, clear (faint green to very dark green)
• storage temp.: −20°C
• SMILES string: CC(=O)NC(C(O)=O)C(C)(C)SN=O
• InChI: 1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)
• InChI key: ZIIQCSMRQKCOCT-UHFFFAOYSA-N

Description

Application

S-Nitroso-N-acetyl-DL-penicillamine (SNAP) has been used:

• as a positive control in nitrite generation assay.[1]
• to block the activity of endogenous transglutaminase (TG2).[2]
• in proliferation assays to generate nitric oxide (NO) in cell cultures.[3]

Biochem/physiol Actions

NO donor; vasodilator, smooth muscle relaxant, lymphocyte activator. Activates soluble guanylyl cyclase.

SNAP, a nitrosothiol derivative, releases nitric oxide (NO.) under physiological conditions thus making it a useful tool for studying pharmacological and physiological actions of NO. Because of its NO releasing properties SNAP is a potent vasodilator in vitro and in vivo and is less prone to produce pharmacological tolerance.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves