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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All Photos(2)

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

Product Name

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

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

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

Quality Level

300

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Related Categories

Bioactive Small Molecules

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.

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.

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

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

0000480563

0000478492

0000478491

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The redox state of transglutaminase 2 controls arterial remodeling.

van den Akker J

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

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Shambhuprasad K Togarsimalemath et al.

Kidney international, 92(4), 876-887 (2017-07-22)

The intrinsic similarity shared between the members of the complement factor H family, which comprises complement factor H and five complement factor H-related (CFHR) genes, leads to various recombination events. In turn these events lead to deletions of some genes

Cross-sectional survey of health management and prevalence of vector-borne diseases, endoparasites and ectoparasites in Samoan dogs.

R J Carslake et al.

Australian veterinary journal, 95(12), 462-468 (2017-12-16)

To determine the prevalence of selected canine vector-borne diseases (Leishmania infantum, Anaplasma spp., Ehrlichia canis, Borrelia burgdorferi and Dirofilaria immitis) and endo- and ectoparasites in Samoan dogs presenting for surgical sterilisation and to report on the general health management of

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

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