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Issue 52, 2018
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A noncanonical amino acid-based relay system for site-specific protein labeling

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Abstract

Genetically site-specific introduction of noncanonical amino acids (ncAAs) for protein conjugation generally requires incorporation through exogenous feeding of chemically synthesized ncAAs. We developed a p-amino-phenylalanine (pAF)-based relay system that enables site-specific functionalization of proteins without chemical synthesis of the building blocks. pAF was biosynthesized under optimized conditions, followed by site-specific incorporation into a specific protein residue. The resulting protein was ready for functionalization using an oxidative conjugation reaction. We demonstrated the use of this relay system by preparing a fluorophore-labeled anti-HER2 single-chain variable fragment antibody for fluorescent imaging.

Graphical abstract: A noncanonical amino acid-based relay system for site-specific protein labeling

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Supplementary files

Article information


Submitted
11 May 2018
Accepted
04 Jun 2018
First published
05 Jun 2018

Chem. Commun., 2018,54, 7187-7190
Article type
Communication

A noncanonical amino acid-based relay system for site-specific protein labeling

Y. Chen, A. Loredo, A. Gordon, J. Tang, C. Yu, J. Ordonez and H. Xiao, Chem. Commun., 2018, 54, 7187
DOI: 10.1039/C8CC03819H

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