Ja. Wilmer et al., ROLE OF THE RING METHYL-GROUPS IN ABSCISIC-ACID ACTIVITY IN ERUCIC-ACID ACCUMULATION IN OILSEED RAPE (BRASSICA-NAPUS L.), Journal of plant growth regulation, 17(1), 1998, pp. 19-23
Modification of the structure of abscisic acid (ABA) has been reported
to result in modification of its physiologic activity. In this study
we tested the effect of removing methyl groups from the ring and of ch
irality of ABA on activity in microspore-derived embryos of oilseed ra
pe (Brassica napus L.). The natural (+)-ABA molecule induced growth in
hibition and an increase in the amount of erucic acid accumulated in t
he oil at medium concentrations less than 1 mu M. (-)-ABA showed simil
ar effects. Removing the 7'-methyl group resulted in a dramatic decrea
se in activity: (+)-7'-demethyl-ABA retained some activity as a growth
inhibitor; a 10-100 mu M concentration of this compound was needed fo
r a response, and (-)-7'-demethyl-ABA was almost completely inactive.
Similar effects were observed with regard to elongase activity, which
catalyzes erucic acid sar biosynthesis from oleic acid. Removal of the
8'- and 9'-methyl groups resulted in a more complex response. These c
ompounds all showed intermediate activity; for growth inhibition, the
presence of the 9'-methyl was the more important determinant, whereas
chirality dominated the response on erucic acid accumulation, with the
(+)-enantiomers being more active.