Journal of Organic Chemistry 2006-12-08

A cleavable amino-thiol linker for reversible linking of amines to DNA.

Jonas W Højfeldt, Peter Blakskjaer, Kurt V Gothelf

Index: J. Org. Chem. 71 , 9556, (2006)

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Abstract

A cleavable heterobifunctional cross-linker for the reversible conjugation of amines to thiol-modified DNA has been developed and tested. The succinimidyl 2-(vinylsulfonyl)ethyl carbonate (SVEC) was prepared in three steps and tested for its ability to react with amines and thiols. The linker was efficient for binding leucine to a thiol-modified DNA sequence and for releasing the amino acid at pH 11.8.