Phosphinyl and phosphinothioyl amino acids and peptides. VII. The use of the dimethylphosphinothioyl group as a thiol-protecting group of cysteine.
M Ueki, K Shinozaki
Index: Ueki, Masaaki; Shinozaki, Kozo Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 4 p. 1187 - 1191
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Citation Number: 16
Abstract
The use of the dimethylphosphinothioyl (Mpt) group for the protection of the thiol function in the cysteine side-chain was studied. N, S-Bis (Mpt)-L-cysteine was obtained directly by means of a Schotten-Baumann-type reaction of Mpt–Cl with L-cysteine. The S–Mpt group was stable under acidic conditions, except for HBr in acetic acid, and it could be removed by treatment with AgNO 3 or Hg (OAc) 2 in an aqueous medium. Glutathione was ...
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