N-Hydroxysuccinimide (NHS)-ester derivatives are one of the most widely used acylating agents. In this work, the authors report that ring-opening reaction of the succinimide to afford N-succinamide derivatives is a present, sometimes dominant, side-reaction of thio-NHS esters, and show that the extent of side reaction is lysine nucleophile- and therefore site-dependent with both side-reaction and desired reaction occurring within the same protein substrate.
- Weibing Liu
- Aziz Khan
- Benjamin G. Davis