Improvement of stability of phenacyloxycarbamidomethyl (Pocam) group,a cysteine protecting group removable with zinc reduction,under acidic conditions |
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| Authors: | Hidekazu Katayama Takuma Goto |
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| Institution: | Department of Applied Biochemistry, Faculty of Engineering, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292, Japan |
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| Abstract: | In order to improve the stability of phenacyloxycarbamidomethyl (Pocam) group, a cysteine protecting group removable with zinc reduction, under acidic conditions, various alkyl substituents on the nitrogen atom of Pocam group were examined. As a result, attachment of an electron-withdrawing group improved the stability, and 2,2,2-trifluoroethyl (Tfe) group was most effective among four substituents tested. Tfe-Pocam group could be used in solid-phase peptide synthesis and peptide condensation reactions, and it was also useful for regioselective disulfide formation reactions. |
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| Keywords: | Pocam Solid-phase peptide synthesis Thioester method Thiol protecting group |
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