- Investigation of the dimethylsulfoxide-trifluoroacetic acid oxidation system for the synthesis of cystine-containing peptides
-
Disulfide bonds of peptides were effectively established between S- protected cysteine residues as well as free cysteine residues by the action of dimethylsulfoxide in trifluoroacetic acid. Oxytocin and α-human calcitonin gene-related peptide were synthesized using this oxidation system. The feasibility of this method for the formation of two disulfide bridges of apamin was also examined.
- Koide,Otaka,Fujii
-
-
Read Online
- Keactions of cysteine sulfenyl thiocyanate with thiols to give unsymmetrical disulfides
-
Cysteine sulfenyl thiocyanate (CSSCN) reacts with thiols at pH 0 to cleanly yield disulfides. 2-Mercaptoethanol (2-MESH), 3-mercaptopropionic acid (3-MPASH), penicillamine (PENSH), and glutathione (GSH) react with CSSCN to give the corresponding mixed disulfides: 2-MESSC, 3-MPASSC, PENSSC, and GSSC. These compounds are stable at pH 0 and have been characterized by 1H and 13C NMR spectroscopy.
- Alguindigue Nimmo, Susan L.,Lemma, Kelemu,Ashby, Michael T.
-
p. 467 - 471
(2008/02/08)
-