4-pyridylmethyl, a thiol-protecting group suitable for the partial synthesis of proteins

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4-pyridylmethyl, a thiol-protecting group suitable for the partial synthesis of proteins.

Cysteine is converted into S-4-pyridylmethylcysteine [Gosden, Stevenson & Young (1972) J. Chem. Soc. Chem Commun. 1123-1124] by 4-pyridylmethyl chloride in aqueous propanol at pH 8.3. The derivative is stable to the conditions of total acid hydrolysis. Reduction and alkylation of bovine insulin (pH 8.3, aq. 50% propanol) gives fully S-substituted derivatives in excellent yields. The S-pyridylme...

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ژورنال

عنوان ژورنال: Biochemical Journal

سال: 1979

ISSN: 0264-6021

DOI: 10.1042/bj1790119