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Cation Binding by the Phenolate Group in Small Molecules and Proteins

Chakrabarti, Pinak and Hsu, Barbara T. (1994) Cation Binding by the Phenolate Group in Small Molecules and Proteins. Inorganic Chemistry, 33 (6). pp. 1165-1170. ISSN 0020-1669.

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The geometry of interactions of metal ions with the phenolate group in proteins and small molecules has been examined using coordinates listed in structural databases. Cations are found to avoid the sp^2 lone pair directions of the ligand oxygen; in small-molecule structures most of the cations are clustered close to the aromatic plane in the region between the sp^2 and the C-O vectors, whereas in proteins the ions move out of the plane. Such a spatial distribution is different from that observed for hydrogen-bonded neighbors interacting with a neutral tyrosine residue. The environment of a tyrosinate anion is such that it has a cation on one side of its plane and a hydrogen-bond donor on the other. Metal binding can disturb the normal conformation of the tyrosine side chain.

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Additional Information:© 1994 American Chemical Society. Received August 4, 1993. The paper is dedicated to Professor C. N. R. Rao on the occasion of his 60th birthday. Support for the work (NCL Communication No. 5408) was provided by a grant from the Department of Science and Technology (India). We are grateful to Dr. D. C. Rees for encouragement and to Drs. E. N. Baker, N. Ito, and D. H. Ohlendorf for providing us with the atomic coordinates based on their work. We thank Mr. A. K. Gangopadhyay for assistance in the preparation of the manuscript.
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Department of Science and Technology (India)UNSPECIFIED
Issue or Number:6
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Official Citation:Cation Binding by the Phenolate Group in Small Molecules and Proteins Pinak Chakrabarti and Barbara T. Hsu Inorganic Chemistry 1994 33 (6), 1165-1170 DOI: 10.1021/ic00084a032
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:86686
Deposited By: George Porter
Deposited On:29 May 2018 23:11
Last Modified:03 Oct 2019 19:46

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