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Redox properties of tyrosine and related molecules

Warren, Jeffrey J. and Winkler, Jay R. and Gray, Harry B. (2012) Redox properties of tyrosine and related molecules. FEBS Letters, 586 (5). pp. 596-602. ISSN 0014-5793. PMCID PMC3298607. doi:10.1016/j.febslet.2011.12.014.

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Redox reactions of tyrosine play key roles in many biological processes, including water oxidation and DNA synthesis. We first review the redox properties of tyrosine (and other phenols) in small molecules and related polypeptides, then report work on (H20)/(Y48)-modified Pseudomonas aeruginosa azurin. The crystal structure of this protein (1.18 Å resolution) shows that H20 is strongly hydrogen bonded to Y48 (2.7–2.8 Å tyrosine-O to histidine-N distance). A firm conclusion is that proper tuning of the tyrosine potential by a proton-accepting base is critical for biological redox functions.

Item Type:Article
Related URLs:
URLURL TypeDescription CentralArticle
Warren, Jeffrey J.0000-0002-1747-3029
Winkler, Jay R.0000-0002-4453-9716
Gray, Harry B.0000-0002-7937-7876
Additional Information:© 2011 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Received 10 October 2011. Revised 4 December 2011. Accepted 12 December 2011. Available online 26 December 2011. Edited by Miguel Teixeira and Ricardo O. Louro. Dedicated to the memory of Antonio Xavier, an outstanding scientist and dear friend. We thank Seiji Yamada, Julie Hoy and Jens Kaiser for assistance with X-ray structure determination. Our work is supported by NIH (DK019038 to H.B.G. and J.R.W.; GM095037 to J.J.W.). The Gordon and Betty Moore Foundation supports the Molecular Observatory at Caltech, and NIH and DOE support operation of the Stanford Synchrotron Radiation Laboratory (SSRL) beamline 12-2.
Funding AgencyGrant Number
Gordon and Betty Moore FoundationUNSPECIFIED
Department of Energy (DOE)UNSPECIFIED
Subject Keywords: Electron transfer; Tyrosine; Tyrosyl radical
Issue or Number:5
PubMed Central ID:PMC3298607
Record Number:CaltechAUTHORS:20120404-105819558
Persistent URL:
Official Citation:Jeffrey J. Warren, Jay R. Winkler, Harry B. Gray, Redox properties of tyrosine and related molecules, FEBS Letters, Volume 586, Issue 5, 9 March 2012, Pages 596-602, ISSN 0014-5793, 10.1016/j.febslet.2011.12.014. (
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:29977
Deposited By: Ruth Sustaita
Deposited On:04 Apr 2012 18:13
Last Modified:09 Nov 2021 19:33

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