scholarly journals Mechanisms and energetics of free radical initiated disulfide bond cleavage in model peptides and insulin by mass spectrometry

2015 ◽  
Vol 6 (8) ◽  
pp. 4550-4560 ◽  
Author(s):  
Chang Ho Sohn ◽  
Jinshan Gao ◽  
Daniel A. Thomas ◽  
Tae-Young Kim ◽  
William A. Goddard III ◽  
...  

Direct radical substitution at sulfur initiates disulfide bond cleavage by hydrogen-deficient radicals in peptides and proteins.

2011 ◽  
Vol 46 (8) ◽  
pp. 830-839 ◽  
Author(s):  
Minhee Lee ◽  
Younjin Lee ◽  
Minhyuk Kang ◽  
Hyeyeon Park ◽  
Yeonmi Seong ◽  
...  

2009 ◽  
Vol 23 (17) ◽  
pp. 2733-2740 ◽  
Author(s):  
Laura Orsatti ◽  
Federica Innocenti ◽  
Paola Lo Surdo ◽  
Fabio Talamo ◽  
Gaetano Barbato

1996 ◽  
Vol 73 (8) ◽  
pp. 1063-1066 ◽  
Author(s):  
U. Kalapathy ◽  
N. S. Hettiarachchy ◽  
D. Myers ◽  
K. C. Rhee

1973 ◽  
Vol 51 (20) ◽  
pp. 3366-3372 ◽  
Author(s):  
Dennis D. Tanner ◽  
Brian G. Brownlee

The photolysis of sulfur monochloride with a series of saturated aliphatic hydrocarbons yielded alkyl chlorides, di- and polysulfides, hydrogen chloride, and elemental sulfur. The free radical substitution reactions leading to the production of alkyl chloride and the di- and polysulfides were shown to proceed via a chlorine atom abstraction reaction. The major products, the di- and polysulfides could be transformed quantitatively, by lithium aluminum hydride reduction into their corresponding mercaptans. The reaction describes a simple free radical route to the synthesis of a variety of alkyl mercaptans.


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