Pb. Barrett et Jl. Harwood, EFFECTS OF PEBULATE AND PEBULATE SULFOXIDE ON VERY LONG-CHAIN FATTY-ACID BIOSYNTHESIS, Phytochemistry, 48(3), 1998, pp. 441-446
The effects of the thiocarbamate herbicide, pebulate (S-propylbutyleth
ylthiocarbamate) and its sulphoxide were investigated in vivo. The sul
phoxide caused greater inhibition of very long chain fatty acid (VLCFA
) synthesis from [1-C-14]acetate than pebulate, suggesting that the fo
rmer was the physiologically-active form of the herbicide. In contrast
, to fatty acid elongation, de:novo synthesis was insensitive to pebul
ate or its sulphoxide in vivo. The greater sensitivity of elongation t
o the sulphoxide was confirmed by in vitro assays which measured stear
oyl-CoA or arachidoyl-CoA elongation with [2-C-14]malonyl-CoA. The res
ults confirm suggestions that thiocarbamates are oxidised to their sul
phoxide derivatives for full herbicidal activity and it is the latter
which inhibit VLCFA and, hence, surface wax synthesis. (C) 1998 Elsevi
er Science Ltd. All rights reserved.