79032-48-7

Usage

Uses

Different sources of media describe the Uses of 79032-48-7 differently. You can refer to the following data:
1. The D-isomer of SNAP. Serves as an NO donor
2. The D-isomer of SNAP. Serves as an NO donor.

Definition

ChEBI: A nitroso compound that is N-acetyl-D-penicillamine in which the sulfanyl hydrogen is replaced by a nitroso group.

General Description

Nitric oxide donor that begins to evolve nitric oxide immediately upon solubilization in aqueous buffers (t1/2 = 10 h). Mimics the actions of nitric oxide, including the relaxation of isolated bovine coronary artery rings (EC50 = 130 nM). Markedly activates soluble guanylate cyclase. Also reported to cause the reversible inactivation of protein kinase C activity. Induces apoptosis in mouse thymocytes. Note: 1 set = 4 x 5 mg.

Biological Activity

A stable analog of endogenous S-nitroso compounds. A source of NO in vivo which unlike organic O-nitrates does not induce tolerance. Decomposes slowly in solution with a t ?of 37h.

Biochem/physiol Actions

EC50 = 130 nM in relaxation of isolated bovine coronary artery rings

InChI:InChI=1/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)/t5-/m0/s1

Upstream product

• 273921-90-7 S-nitroso-N-acetyl-penicillamine 
• 59-53-0 NAP 
• 15537-71-0 N-acetyl-3,3-dimethyl-D-cysteine 
• 67776-06-1 S-nitroso-N-acetyl-DL-penicillamine 

Downstream Products

• 15537-71-0 N-acetyl-3,3-dimethyl-D-cysteine 
• 67776-06-1 S-nitroso-N-acetyl-DL-penicillamine 

Relevant academic research and scientific papers

Synergistic activity of acetohydroxamic acid on prokaryotes under oxidative stress: The role of reactive nitrogen species

One-electron oxidation of acetohydroxamic acid (aceto-HX) initially gives rise to nitroxyl (HNO), which can be further oxidized to nitric oxide (NO) or react with potential biological targets such as thiols and metallo-proteins. The distinction between th

Versatile new reagent for nitrosation under mild conditions

Here we report a new chemical reagent for transnitrosation under mild experimental conditions. This new reagent is stable to air and moisture across a broad range of temperatures and is effective for transnitrosation in multiple solvents. Compared with traditional nitrosation methods, our reagent shows high functional group tolerance for substrates that are susceptible to oxidation or reversible transnitrosation. Several challenging nitroso compounds are accessed here for the first time, including 15N isotopologues. X-ray data confirm that two rotational isomers of the reagent are configurationally stable at room temperature, although only one isomer is effective for transnitrosation. Computational analysis describes the energetics of rotamer interconversion, including interesting geometry-dependent hybridization effects.

NITROSATION REAGENTS AND METHODS

Provided are compounds that can find use as nitrosation reagents. Provided are nitrosation methods that include reacting a substrate with one of the provided nitrosation reagents and thereby generating a nitrosation product. Provided are kits including a nitrosation reagent. Provided are compositions wherein the nitrosation reagent is enriched in the 15N isotope.

Nitric oxide-releasing packaging membranes

Biodegradable composite membranes with antimicrobial properties consisting of nanocellulose fibrils, chitosan, and S-Nitroso-N-acetylpenicillamine (SNAP) were developed and tested for food packaging applications. Nitric oxide donor, SNAP was encapsulated into completely dispersed chitosan in 100 mL, 0.1N acetic acid and was thoroughly mixed with nanocellulose fibrils (CNF) to produce a composite membrane. The fabricated membranes had a uniform dispersion of chitosan and SNAP within the nanocellulose fibrils, which was confirmed through Scanning Electron Microscopy (SEM) micrographs and chemiluminescence nitric oxide analyzer. The membranes prepared without SNAP showed lower water vapor permeability than that of the membranes with SNAP. The addition of SNAP resulted in a decrease in the Young's modulus for both 2-layer and 3-layer membrane configurations. Antimicrobial property evaluation of SNAP incorporated membranes showed an effective zone of inhibition against bacterial strains of Enterococcus faecalis, Staphylococcus aureus, and Listeria monocytogenes and demonstrated its potential applications for food packaging.

S-nitrosothiol chemistry at the single-molecule level

SNO patrol: S-Nitrosothiols (RSNO) are important molecules involved in cell signaling, which control physiological processes such as vasodilation and bronchodilation. By using the protein pore α-hemolysin as a nanoreactor, the biological chemistry of RSNO has been investigated at the single-molecule level (see scheme). Copyright

ORGANIC NITRIC OXIDE DONOR SALTS OF ANTIMICROBIAL COMPOUNDS, COMPOSITIONS AND METHODS OF USE

The invention describes novel organic nitric oxide donor salts of a antimicrobial . compounds, and novel compositions and kits comprising at least one organic nitric oxide donor salt of an antimicrobial compound, and, optionally, at least one nitric oxide

Equilibrium and kinetics studies of transnitrosation between S-nitrosothiols and thiols

Using UV-vis spectrometrical measurements, equilibrium constants for NO transfer between S-nitroso-N-acetyl-penicillamine (SNAP) and different thiols as well as kinetic data for NO transfer from S-nitroso bovine serum albumin (BSANO) to thiols have been obtained. NO transfer from SNAP to other primary/secondary thiols are thermodynamically favorable, whereas other S-nitrosothiols exhibit similar NO transfer potential. The obtained Gibbs free energy, enthalpy and entropy data indicated that NO transfer reactions from SNAP to four thiols are exothermic with entropy loss. The kinetic behavior of BSANO/RSH transfer can be related to both the acidity of sulfhydryl group and the electronic structure in thiol.