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Enzymatic N-terminal Addition of Noncanonical Amino Acids to Peptides and Proteins

Connor, Rebecca E. and Piatkov, Konstantin and Varshavsky, Alexander and Tirrell, David A. (2008) Enzymatic N-terminal Addition of Noncanonical Amino Acids to Peptides and Proteins. ChemBioChem, 9 (3). pp. 366-369. ISSN 1439-4227. doi:10.1002/cbic.200700605. https://resolver.caltech.edu/CaltechAUTHORS:20150112-114337627

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Abstract

A chromatographic assay was used to identify ten noncanonical amino acids that can be appended to the N terminus of peptides and proteins by the L,F-transferase of Escherichia coli. A model protein substrate, E. coli dihydrofolate reductase, was modified with p-ethynylphenylalanine and conjugated to azide–biotin and azide–polyethylene glycol–fluorescein probes (see scheme).


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1002/cbic.200700605DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/cbic.200700605/abstractPublisherArticle
http://onlinelibrary.wiley.com/doi/10.1002/cbic.200700605/suppinfoPublisherSupplemental Material
ORCID:
AuthorORCID
Varshavsky, Alexander0000-0002-4011-258X
Tirrell, David A.0000-0003-3175-4596
Additional Information:© 2008 WILEY-VCH Verlag GmbH & Co. Received: October 10, 2007. Published online on January 18, 2008. This work was supported by NIH grant GM62523 (to D.A.T.), NIH grant DK39520 (to A.V.), the ARO-sponsored Institute for Collaborative Biotechnologies, and the Beckman Institute at Caltech. We thank Christina Smolke for use of the Molecular Imager and Mona Shahgholi for help with mass spectrometry. Pin Wang and A. James Link kindly provided the purified synthetases. Edman degradation was performed by the Peptide and Protein Molecular Analysis Laboratory of the Beckman Institute at Caltech.
Funders:
Funding AgencyGrant Number
NIHGM62523
NIHDK39520
Army Research Office (ARO)UNSPECIFIED
Caltech Beckman InstituteUNSPECIFIED
Subject Keywords:amino acids; peptides; proteins; transferases
Issue or Number:3
DOI:10.1002/cbic.200700605
Record Number:CaltechAUTHORS:20150112-114337627
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20150112-114337627
Official Citation:Connor, R. E., Piatkov, K., Varshavsky, A. and Tirrell, D. A. (2008), Enzymatic N-terminal Addition of Noncanonical Amino Acids to Peptides and Proteins. ChemBioChem, 9: 366–369. doi: 10.1002/cbic.200700605
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:53576
Collection:CaltechAUTHORS
Deposited By: Katherine Johnson
Deposited On:12 Jan 2015 19:58
Last Modified:10 Nov 2021 20:04

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