Selective use of L-valine and L-isoleucine for the biosynthesis of branched-chain fatty acids in rat skin.
Iso- and anteiso-fatty acids are detected in more than trace amounts in rat skin surface lipid. The terminal portion of even carbon number iso- and anteiso-fatty acids are synthesized respectively from valine (Val) and isoleucine (Ile) by essentially the same reaction sequences established for straight chain fatty acids. This paper describes the stereospecific biosynthesis of these branched chain fatty acids (BCFAs) and alcohols (BCFALs) in rat skin. Dependence of the concentration of these BCFAs on dietary L-Val and L-Ile was studied. Concentrations of even carbon number iso- and anteiso-fatty acid increased respectively with dietary L-Val and L-Ile. The saturation dose appeared to be 2% for L-Val and 1% for L-Ile. Supplementation of the diet with 2% D-Val, however, did not affect the concentration of even carbon number iso-fatty acid in rat skin surface lipid despite a comparable serum Val level to that of the 2% L-Val group. A similar experiment using 1% DL-Ile found that L-isomer, but not D-isomer, in the circulation was used for the biosynthesis of anteiso-fatty acids. This view was applicable to the incorporation of D-Val and DL-Ile into related BCFALs.
Oku
H
H
Laboratory of Applied Biochemistry, Faculty of Agriculture, University of The Ryukyus, Okinawa-ken, Japan.
Onotogi
M
M
Nagata
J
J
Wada
K
K
Chinen
I
I
D000042:Absorption; D000438:Alcohols / Q000737:chemistry / Q000378:metabolism; D000596:Amino Acids / Q000097:blood / Q000737:chemistry / Q000378:metabolism*; D000821:Animal Feed; D000818:Animals; D001835:Body Weight / Q000187:drug effects; D005227:Fatty Acids / Q000096:biosynthesis* / Q000737:chemistry; D007532:Isoleucine / Q000097:blood / Q000378:metabolism* / Q000494:pharmacology; D050356:Lipid Metabolism; D008055:Lipids / Q000737:chemistry; D008297:Male; D051381:Rats; D017208:Rats, Wistar; D012867:Skin / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism; D014633:Valine / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology
D000438:Alcohols; D000596:Amino Acids; D005227:Fatty Acids; D008055:Lipids; D007532:Isoleucine; D014633:Valine