New Insights into the Cystine-Sulfite Reaction

The mechanism by which cysteine-S-sulfate is formed from the reaction of sulfite with cystine in the absence of a dedicated oxidizing agent is investigated using high-resolution NMR. Changes to reactant ratio, pH, UV light exposure and temperature were evaluated to determine the most effective condi...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-06, Vol.24 (13), p.2377
Main Authors: Zecchini, Matteo, Lucas, Robert, Le Gresley, Adam
Format: Article
Language:English
Subjects:
Batch processes
Cysteine
Cysteine - analogs & derivatives
Cysteine - chemical synthesis
Cysteine - chemistry
cysteine-S-sulfate
Cystine
Enzymes
Experiments
Hydrogen-Ion Concentration
Magnetic Resonance Spectroscopy
mechanism
Molecular Structure
Monoclonal antibodies
Oxidation
Oxidizing agents
Photochemical Processes
photochemistry
Reagents
Sodium
Solvents
Sulfates
Sulfite
Sulfites - chemistry
Temperature
Ultraviolet radiation
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The mechanism by which cysteine-S-sulfate is formed from the reaction of sulfite with cystine in the absence of a dedicated oxidizing agent is investigated using high-resolution NMR. Changes to reactant ratio, pH, UV light exposure and temperature were evaluated to determine the most effective conditions to achieve the maximum yield of cysteine-S-sulfate without recourse to conventional oxidizing reagents. Herein evidence is provided for both nucleophilic and radical mechanisms, by which cysteine-S-sulfate can be generated with yields of up to 96%.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules24132377