A Simple and Efficient System for Green Note Compound Biogenesis by Use of Certain Lipoxygenase and Hydroperoxide Lyase Sources

Hirotada Fukushige and David F. Hildebrand*
Department of Plant and Soil Sciences, University of Kentucky, Lexington, Kentucky 40546
J. Agric. Food Chem., 2005, 53 (17), pp 6877–6882
DOI: 10.1021/jf047954j
Publication Date (Web): August 4, 2005
Copyright © 2005 American Chemical Society
*

 To whom correspondence should be addressed. Phone:  (859) 257-5020, ext 80760. E-mail:  dhild@uky.edu.

Abstract

Six-carbon (C6) aldehydes and alcohols are important components of the aroma and flavor of fruits and vegetables. Soybean lipoxygenase (LOX) isozyme LOX 3 was reported not only to produce less 13-hydroperoxides, precursors of C6 aldehydes, but also to convert them to ketodiene products. Here, we examined the effects of LOX 3 on hexenal formation from linolenic acid homogenized with watermelon 13-hydroperoxide lyase (HL)-overexpressing Nicotiana tabacum leaves and soybean acetone powder. Compared to the wild type, which contains LOXs 1, 2, and 3, the elimination of LOX 3 in LOX 1 + 2 facilitates greater production of hexenals. The use of LOX 2 alone yielded the highest hexenal production, while a two-step conversion was required for LOX 1 to produce hexenals at high levels due to different pH optima of the enzymes involved. These results clearly demonstrate that the soybeans lacking LOX 3 in combination with watermelon HL-overexpressing leaf tissues greatly enhance hexenal formation.

Keywords: Hydroperoxide lyase; hexenal; lipoxygenase; LOX 3; linolenic acid hydroperoxide; watermelon; Citrullus lanatus; soybean; Glycine max

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History

  • Published In Issue August 24, 2005
  • Received for review December 3, 2004. Revised manuscript received June 20, 2005. Accepted June 25, 2005. This work was supported by the U.S. Department of Agriculture/National Research Initiative Program (Grant No. 2002-01661) and Kentucky Science and Engineering Foundation (Grant No. KSEF-148-502-02-11).

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