Stereochemical nature of the products of linoleic acid oxidation catalyzed by lipoxygenases from potato and soybean.

Abstract:

:When linoleic acid was incubated with the purified potato lipoxygenase under O2 atmosphere, a mixture of 9 and 13-hydroperoxyoctadecadienoic acids was formed. Stereochemical analysis of the respective methyl-hydroxyoctadecadienoic acids revealed that the 9-isomer was in S-configuration whereas 13-hydroxyoctadecadienoic acid was a mixture of S (39%) and R (61%). Exactly the opposite was the case with the soybean lipoxygenase products, where the 13-isomer was found to be in S-configuration and 9-hydroxyoctadecadienoic acid - a mixture of S (73%) and R (27%). A general scheme is proposed for the stereochemical nature of oxidation products of enzymes which are predominantly either [+2] or [-2] lipoxygenases.

authors

Nikolaev V,Reddanna P,Whelan J,Hildenbrandt G,Reddy CC

doi

10.1016/0006-291x(90)92118-j

subject

Has Abstract

pub_date

1990-07-31 00:00:00

pages

491-6

issue

2

eissn

0006-291X

issn

1090-2104

pii

0006-291X(90)92118-J

journal_volume

170

pub_type

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