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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

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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

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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

Related Categories

Bioactive Small Molecules

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

GHS08,GHS05

signalword

Danger

hcodes

H315,H318,H341

pcodes

P202 - P264 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Eye Dam. 1 - Muta. 2 - Skin Irrit. 2

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Certificates of Analysis (COA)

Lot/Batch Number

0000480563

0000478492

0000478491

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Immunomodulatory activities of chitin microparticles on Leishmania major-infected murine macrophages.

Dehghani F

Archives of Medical Research, 42(7), 572-576 (2011)

Influence of depression on genetic predisposition to type 2 diabetes in a multiethnic longitudinal study.

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)

Lispro insulin and electrolyte supplementation for treatment of diabetic ketoacidosis in cats.

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

The redox state of transglutaminase 2 controls arterial remodeling.

van den Akker J

PLoS ONE, 6(8), e23067-e23067 (2011)

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Articles

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

感应染料

一氧化氮 (NO) 是神经元、内皮细胞和免疫系统中的信号转运分子。

Global Trade Item Number

SKU	GTIN
N3398-50MG	04061834116042
N3398-25MG	04061834116035

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