Quantitating the Effect of an Ortho Substituent on Cyclization and Intramolecular Hydrogen-Transfer Reactions of Aryl Radicals

2003 ◽  
Vol 68 (7) ◽  
pp. 2972-2974 ◽  
Author(s):  
Dennis P. Curran ◽  
Neil Fairweather
Keyword(s):  
Hydrogen Transfer ◽  
Transfer Reactions ◽  
Aryl Radicals ◽  
Intramolecular Hydrogen ◽  
Ortho Substituent ◽  
Hydrogen Transfer Reactions

scholarly journals Cysteine residues as catalysts for covalent peptide and protein modification: a role for thiyl radicals?

2011 ◽  
Vol 39 (5) ◽  
pp. 1254-1259 ◽  
Author(s):  
Christian Schöneich
Keyword(s):  
Oxidative Stress ◽  
Protein Modification ◽  
Hydrogen Transfer ◽  
Transfer Reactions ◽  
Hydrogen Deuterium Exchange ◽  
Amino Acid Residues ◽  
Thiyl Radicals ◽  
Hydrogen Deuterium ◽  
Intramolecular Hydrogen ◽  
Hydrogen Transfer Reactions

Cysteine thiyl radicals engage in reversible intramolecular hydrogen-transfer reactions with amino acid residues in peptides and proteins. These reactions can be experimentally demonstrated through covalent hydrogen–deuterium exchange when experiments are carried out in 2H2O. To this end, hydrogen-transfer reactions have been observed between cysteine thiyl radicals and glycine, alanine, serine, valine and leucine in both model peptides and a protein, insulin. The relevance of such reactions for protein oxidation under conditions of oxidative stress is discussed.

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