Issue 41, 2020

Nucleobase-involved native chemical ligation: a novel reaction between an oxanine nucleobase and N-terminal cysteine for oligonucleotide–peptide conjugation

Abstract

In bioconjugation chemistry, achieving a target-specific reaction for a non-modified amino acid is challenging. Here, we report a novel nucleobase-involved native chemical ligation (NbCL) that allows a site-specific oligonucleotide–peptide conjugation via a new SN acyl transfer reaction between an oxanine nucleobase and N-terminal cysteine.

Graphical abstract: Nucleobase-involved native chemical ligation: a novel reaction between an oxanine nucleobase and N-terminal cysteine for oligonucleotide–peptide conjugation

Supplementary files

Article information

Article type
Communication
Submitted
11 Nov 2019
Accepted
30 Mar 2020
First published
01 Apr 2020

Chem. Commun., 2020,56, 5508-5511

Nucleobase-involved native chemical ligation: a novel reaction between an oxanine nucleobase and N-terminal cysteine for oligonucleotide–peptide conjugation

E. K. Jang, Y. Koike, Y. Ide, K. Tajima, K. Kanaori and S. P. Pack, Chem. Commun., 2020, 56, 5508 DOI: 10.1039/C9CC08808C

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