Højfeldt, J. W.; Blakskjær, P.; Gothelf, K. V.
J. Org. Chem. 2006, 71, 9556–9557, doi: 10.1021/jo0619736
Center for Catalysis and Interdisciplinary Nanoscience Center (iNANO), Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark
Department of Chemistry, University of Michigan, 930 N. University, Ann Arbor, Michigan 48109-1055
Vipergen, Fruebjergvej 3, DK-2100, Copenhagen OE
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.