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Reagents and methods for the solid-phase synthesis of protein-EDTA for use in affinity cleaving

Sluka, James P. and Griffin, John H. and Mack, David P. and Dervan, Peter B. (1990) Reagents and methods for the solid-phase synthesis of protein-EDTA for use in affinity cleaving. Journal of the American Chemical Society, 112 (17). pp. 6369-6374. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20160510-151327371

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Abstract

Synthetic procedures for the introduction of the metal chelator ethylenediaminetetraacetic acid (EDTA) at unique amino acid positions of proteins by solid-phase methods are described. Two protected derivatives of EDTA compatible with Merrifield solid-phase protein synthesis employing N-tert-butyloxycarbonyl- (Boc-) protected amino acids were developed. The first reagent is a dipeptide with three of four carboxyl groups of EDTA protected as benzyl esters and the fourth coupled to a γ-aminobutanoic acid linker, referred to as tribenzyl-EDTA-CABA (BEG). A second reagent is the tricyclohexyl ester of EDTA, TCE. BEG and TCE allow the modification of the NH_2 terminus and/or lysine side chains of resin-bound peptides and proteins. Upon deprotection and cleavage from the resin, a protein is produced with EDTA at a defined amino acid position. The availability of protein-EDTA conjugates extends the affinity cleaving method to the study of protein-DNA complexes in solution.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00173a027DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00173a027PublisherArticle
Additional Information:© 1990 American Chemical Society. Received February 5, 1990. We are grateful for generous support from the DARPA University Research Initiative Program, Merck, an NSF predoctoral fellowship to J.H.G., and NIH traineeships to J.P.S. and D.P.M.
Funders:
Funding AgencyGrant Number
Defence Advanced Research Projects Agency (DARPA)UNSPECIFIED
MerckUNSPECIFIED
NSF Predoctoral FellowshipUNSPECIFIED
NIH Predoctoral FellowshipUNSPECIFIED
Issue or Number:17
Record Number:CaltechAUTHORS:20160510-151327371
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160510-151327371
Official Citation:Reagents and methods for the solid-phase synthesis of protein-EDTA for use in affinity cleaving James P. Sluka, John H. Griffin, David P. Mack, and Peter B. Dervan Journal of the American Chemical Society 1990 112 (17), 6369-6374 DOI: 10.1021/ja00173a027
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:66958
Collection:CaltechAUTHORS
Deposited By: Victoria Brennan
Deposited On:18 May 2016 23:43
Last Modified:03 Oct 2019 10:01

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