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N3398

Sigma-Aldrich

S-Nitroso-N-acetyl-DL-penicillamine

≥97%, powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C7H12N2O4S
Número de CAS:
67776-06-1
Peso molecular:
220.25
MDL number:
MFCD00272624
UNSPSC Code:
12352116
PubChem Substance ID:
24278584
NACRES:
NA.32
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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

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

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Certificados de análisis (COA)

Lot/Batch Number
0000374442
0000325076
0000192521
0000151288
0000192519

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Sigma-Aldrich

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Sigma-Aldrich

495320

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