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N3398

Sigma-Aldrich

S-Nitroso-N-acetyl-DL-penicillamine

≥97%, powder

Synonym(s):

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

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25 MG
$203.00
50 MG
$336.00

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25 MG
$203.00
50 MG
$336.00

About This Item

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

$203.00

In StockDetails

Request a Bulk Order

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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Certificates of Analysis (COA)

Lot/Batch Number
0000374442
0000305891
0000298336
0000151288
0000192521

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Sigma-Aldrich

495320

ODQ

Zorana Milanović et al.
Journal of veterinary internal medicine, 33(4), 1686-1694 (2019-06-09)
Babesia canis infection induces a marked acute phase response (APR) that might be associated with alteration in lipid and lipoprotein metabolism and disease prognosis. Dogs with B. canis-induced APR develop dyslipidemia with altered lipoprotein concentration and morphology. Twenty-nine client-owned dogs
Immunomodulatory activities of chitin microparticles on Leishmania major-infected murine macrophages.
Dehghani F
Archives of Medical Research, 42(7), 572-576 (2011)
Jodie D Anderson et al.
Journal of veterinary internal medicine, 33(4), 1593-1601 (2019-05-28)
Intravenous continuous rate infusion (IVCRI) of lispro at a starting dose of 0.09 U/kg/h and the use of 0.9% sodium chloride (NaCl) for fluid resuscitation in cats with diabetic ketoacidosis (DKA) have not been reported. Protocols for correction of electrolyte deficiencies
Sophiya Garasia et al.
Scientific reports, 7(1), 1629-1629 (2017-05-11)
We assessed the association between depression status and prevalent and incident type 2 diabetes (T2D) as well as the interaction between depression and a genetic risk score (GS) based on 20 T2D single-nucleotide polymorphisms (SNPs) in a multi-ethnic longitudinal study.
Lethal autoimmune myocarditis in interferon-gamma receptor-deficient mice: enhanced disease severity by impaired inducible nitric oxide synthase induction.
Eriksson U
Circulation, 103(1), 18-21 (2001)
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Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

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