Fatty acid elongation in the biosynthesis of (Z)-10-heptadecen-2-one and 2-tridecanone in ejaculatory bulb microsomes of Drosophila buzzatii.
A fatty acid chain elongation process is involved in incorporation of saturated and unsaturated fatty acyl-CoA esters into 2-tridecanone and (Z)-10-heptadecen-2-one by Drosophila buzzatii. The microsomal fraction from mature male ejaculatory bulbs is chain-length specific and requires malonyl-CoA (or acetyl-CoA, if acetyl-CoA carboxylase were present) for the chain elongation step to 2-ketones. Decarboxylation of the proposed intermediate beta-ketoacid results in 2-ketone biosynthesis. Incubation of the microsomes with the acetyl-CoA carboxylase inhibitor avidin indicated that acetyl-CoA carboxylase was present in the microsomal preparations; however, washing of the microsomal preparation removed the acetyl-CoA carboxylase activity. Fatty acyl-CoA esters were also chain elongated to produce fatty acids two and four carbons longer, suggesting that the enzymes for normal fatty acid chain elongation are also present in the microsomal fraction from ejaculatory bulbs. How much, if any, of this fatty acid chain elongation system is used for 2-ketone biosynthesis is yet to be determined.
Skiba
P J
PJ
Department of Chemistry and Biochemistry, Montana State University, Bozeman 59717-0310.
Jackson
L L
LL
D000818:Animals; D004330:Drosophila / Q000378:metabolism*; D004542:Ejaculation; D005227:Fatty Acids / Q000378:metabolism*; D005837:Genitalia, Male / Q000378:metabolism*; D007659:Ketones / Q000378:metabolism*; D008297:Male; D008861:Microsomes / Q000378:metabolism*
D005227:Fatty Acids; D007659:Ketones; C009541:2-tridecanone; C090742:10-heptadecen-2-one