Abstract

An N-hydroxysuccinimide (NHS) ester reagent bearing an N-protonated 4-(dimethylamino)pyridine (DMAP) moiety was synthesized as a stable solid. N-Protonation temporarily deactivated the nucleophilic pyridine nitrogen, to induce compatibility with the NHS ester moiety. Using this reagent, DMAP was conjugated to primary amines in aqueous buffer solutions in high yield.

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