Bioorganicheskaia khimiia 1996-05-01

[Direct transition of S-acetamidomethyl-protected peptide 593-603 of HIV-2 gp41 into a cyclic disulfide using iodine. Study of side reactions].

E V Kudriavtseva, M V Sidorova, M V Ovchinnikov, Zh D Bespalova, V N Bushuev, R P Evstigneeva

Index: Bioorg. Khim. 22(5) , 370-5, (1996)

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Abstract

Removal of Acm-protecting group from thiol functional groups of Cys residues with simultaneous disulfide bridge formation by iodine in acetic acid was studied in the course of the synthesis of a peptide fragment corresponding to 593-603 sequence of HIV-2 gp41 glycoprotein. The excess iodine influence on the cyclization process was investigated. By-products of the oxidative disulfide formation were isolated, and their structures were elucidated by means of amino acid and elemental analyses, mass spectrometry, NMR, and UV-spectroscopy.