Key Documents

View All Documentation

N3398

S-Nitroso-N-acetyl-DL-penicillamine

Name: S-Nitroso-N-acetyl-DL-penicillamine
Brand: SIGMA

≥97%, Nitric oxide donor, powder

Synonym(s):

N-Acetyl-3-(nitrosothio)-DL-valine, S-Nitroso-N-acetylpenicillamine, SNAP

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₇H₁₂N₂O₄S

CAS Number:

67776-06-1

Molecular Weight:

220.25

UNSPSC Code:

12352116

PubChem Substance ID:

24278584

NACRES:

NA.32

MDL number:

MFCD00272624

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

S-Nitroso-N-acetyl-DL-penicillamine, ≥97%, powder

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.
to block the activity of endogenous transglutaminase (TG2).
in proliferation assays to generate nitric oxide (NO) in cell cultures.

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.