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Plant and Cell Physiology, 1985, Vol. 26, No. 7 1353-1359
© 1985

Article

O-Benzylhydroxylamine: An Inhibitor of Phenylpropanoid Metabolism in Plants

Robert E. Hoagland

USDA, ARS, Southern Weed Science Laboratory Stoneville, Mississippi 38776, U.S.A.

O-Benzylhydroxylamine (OBHA) is a potent inhibitor of phenylalanine ammonialyase (PAL, EC 4.3.1.5 [EC] ) and phenylpropanoid metabolism as evidenced by its effects on three plant species [soybean (Glycine max (L.) Merr.), buckwheat (Fagopyrum esculentum Moench.), and mung bean (Vigna radiata L.)]. When supplied to roots, OBHA (10–5 M) did not significantly inhibit light- or dark-growth of soybean seedlings, but reduced (25%) soluble hydroxyphenolic compound accumulation in light-grown axes. Higher concentrations (5×10–5 M) of OBHA caused reductions (25%) in axis fresh weight of light-grown seedlings (72 h), but did not lower axis weight of dark-grown seedlings. Anthocyanin accumulation in hypocotyls of intact mung bean seedlings was reduced by 25% after 3 days light growth after treatment with OBHA (10–5 M) via root feeding. Anthocyanin content of excised, etiolated buckwheat hypocotyls floated on solutions of OBHA (10–5 M) and incubated in the light for 24 h was reduced by 40%. L-Phenylalanine and t-cinnamic acid, intermediates of phenylpropanoid metabolism, were able to partially reverse this inhibition in buckwheat. Extractable PAL activity (specific activity basis) in soybean axes was substantially reduced (20% in dark, 40% in light) as early as 24 h after root feeding with OBHA (10–5 M). Reduction of PAL activity (specific activity or per axis basis) by OBHA compared to control levels, continued throughout a time course of 96 h. Kinetic studies on soybean PAL revealed a Km of 1.1 mM for L-phenylalanine and an apparent Ki of 3.5 µM for OBHA.

(Received May 31, 1985; Accepted August 6, 1985)
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