Chemistry Letters · 1982 · 40 citations · 4 references
Life SciencesBiochemistryEnzymologyStructural BiochemistryStructural BiologyDisulfide Bond FormationPeptide Bond ChemistrySolid-phase SynthesisDisulfide Bond ChemistryDisulfide Bond StructureSolid-phase Peptide SynthesisThiol ChemistryThiol FunctionalizationThiols Protecting Groups
Abstract All of the conventional S-protecting groups of cysteine which were tested could be selectively converted to the 3-nitro-2-pyridinesulfenyl (Npys) group after treatment with an appropriate Npys halide. Unidirectional formation of an unsymmetrical disulfide bond is possible when Cys (Npys) is mixed with a free thiol of another Cys residue. Some of these features were exploited during the solid phase synthesis of lysine8-vasopressin.
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