Conjugate addition of amino acid side chains to dyes containing alkynone, alkynoic ester and alkynoic amide linker arms

Abstract

Derivatives of fluorescein, 7-hydroxycoumarin, Sudan 1 and dansyl chloride with linker arms containing a conjugated terminal alkyne have been prepared. The Michael addition of the sulfanyl group of protected cysteine, the hydroxyl group of protected serine and the ϵ-amino group of protected lysine to the conjugated alkyne gave the expected heterosubstituted vinyl products.