Ontology highlight
ABSTRACT:
SUBMITTER: Keyser SGL
PROVIDER: S-EPMC6258261 | biostudies-literature | 2018 Jul
REPOSITORIES: biostudies-literature
Keyser Samantha G L SGL Utz Ashley A Bertozzi Carolyn R CR
The Journal of organic chemistry 20180530 14
Site-selective protein modification based on covalent reactions of peptide tags and small molecules is a key capability for basic research as well as for the development of new therapeutic bioconjugates. Here, we describe the computation-guided rational design of a cysteine- and lysine-containing 11-residue peptide sequence that reacts with 2-cyanobenzothiazole (CBT) derivatives. Our data show that the cysteine residue reversibly reacts with the nitrile group on the CBT moiety to form an interme ...[more]