51209-75-7

Usage

InChI:InChI=1/C3H6N2O3S/c4-2(3(6)7)1-9-5-8/h2H,1,4H2,(H,6,7)

Upstream product

• 52-90-4 L-Cysteine 
• 67776-06-1 S-nitroso-N-acetyl-DL-penicillamine 
• 921-01-7 rac-cysteine 
• 67616-44-8 2-hydroxy-S-nitrosoethanethiol 

Downstream Products

• 97512-83-9 S-(phenylsulfonyl)-L-cysteine 
• 102837-24-1 (R)-2-Amino-3-(4-methoxy-benzenesulfonylsulfanyl)-propionic acid 
• 102837-26-3 (R)-3-(4-Acetylamino-benzenesulfonylsulfanyl)-2-amino-propionic acid 
• 102837-25-2 (R)-2-Amino-3-(4-carboxymethyl-benzenesulfonylsulfanyl)-propionic acid 
• 56-89-3 L-cystine 
• 52-90-4 L-Cysteine 
• 67776-06-1 S-nitroso-N-acetyl-DL-penicillamine 
• 56-89-3 cysteine disulfide 
• 921-01-7 rac-cysteine 
• 10102-43-9 nitrogen(II) oxide 
• 1116-54-7 N-nitrosodiethanolamine 

Relevant academic research and scientific papers

S-nitrosocysteine and cystine from reaction of cysteine with nitrous acid. A kinetic investigation.

The formation of the S-nitrosocysteine (CySNO) in aqueous solution starting from cysteine (CySH) and sodium nitrite is shown to strongly depend on the pH. Experiments conducted within the pH range 0.5-7.0 show that at pH below 3.5 the NO+ (or H2NO 2 +) is

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.

NO-Group transfer (transnitrosation) between S-nitrosothiols and thiols. Part 2

The kinetics of NO-group transfer have been measured for the reaction between a nitrosothiol (HOCH2CH2SNO) and nine thiols, mostly based on the cysteine structure.The reaction is second-order and there is evidence for a steric effect for thiols containing 1,1-dimethyl substituents (penicillamine derivatives).Reaction occurs via the thiolate anion as shown by the pH-rate constant profile, and a full kinetic analysis for the reactions of two thiols (N-acetylcysteine and glutathione) is quantitatively in agreement with this mechanism.Variation of the nitrosothiol structure for reaction with N-acetylcysteine shows that electron-withdrawing substituents in the nitrosothiol promote reaction; there is a similarity with the corresponding reactions of alkyl nitrites.