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ISSN: 2329-9029

Journal of Plant Biochemistry & Physiology
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Research Article

Tobacco Ntomt2 Revisited: Multiple O-Methylation of Quercetin is Catalyzed by a Single Gene Product

Jian-Min Zhou1 Amira Moheb2 Ragai K Ibrahim1*
1 Plant Biochemistry Laboratory, Department of Biology, Concordia University, 7141 Sherbrooke Street West, Montréal, Québec, Canada H4B 1R6
2 PharmaQAM, Département de chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-ville, Montréal, Québec, Canada H3C 3P8
Corresponding Author : Ragai K Ibrahim
Department of Biology, Concordia University
7141 Sherbrooke Street West, Montréal
Québec, Canada H4B 1R6
Tel: +15148482424 Ex 3399
Fax: +15148482881
E-mail: [email protected]
Received February 06, 2013; Accepted May 01, 2013; Published May 08, 2013
Citation: Zhou JM, Moheb A, Ibrahim RK (2013) Tobacco Ntomt2 Revisited:Multiple O-Methylation of Quercetin is Catalyzed by a Single Gene Product. J Plant Biochem Physiol 1:107. doi:10.4172/2329-9029.1000107
Copyright: © 2013 Zhou JM, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
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Abstract

Tobacco NtOMT2 was previously reported as an inducible, o-diphenol O-methyltransferase (OMT) that exhibits



similar preferences towards quercetin and caffeic acid as substrates. In this report, we further examine the substrate



specificity of  NtOMT2 based on enzyme assays, kinetic data and phylogenetic analysis. We demonstrate that



NtOMT2 is a flavonol OMT that catalyzes multiple O-methylation of the flavonol quercetin giving rise to its mono-,



di- and trimethyl ether derivatives. Mono-methylation of quercetin on the 3-, 3′-/4′- and 7-hydroxyl groups occurs in



a random fashion according to the physio-chemical properties of their hydroxyl groups, together with their similar



binding energies in the NtOMT2 binding pocket. Homology modeling of NtOMT2 with the Medicago sativa COMT



as a template indicates that the H-bonding network between the functional hydroxyl groups and the neighboring



residues allowed NtOMT2 to establish a number of energetically similar binding arrangements with slightly different



binding modes; thus resulting in a random multiple methylation. NtOMT2 functions as a proximity and orientation



agent in using the general base catalysis for multiple methylation of quercetin. This is the first report to indicate that



quercetin multiple methylation is catalyzed by a single gene product.

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