TY - JOUR
T1 - O-alkyl lipid synthesis
T2 - The mechanism of the acyl dihydroxyacetone phosphate fatty acid exchange reaction
AU - Friedberg, Samuel J.
AU - Weintraub, Susan T.
AU - Peterson, Dorothy
AU - Satsangi, Neera
PY - 1987/6/30
Y1 - 1987/6/30
N2 - We have previously provided evidence for a mechanism by which acyl DHAP is converted enzymatically to O-alkyl DHAP. This mechanism involves, in part, the formation of an endiol of acyl DHAP, loss of the fatty acid by splitting of the DHAP carbon-1 to oxygen bond and the gain of a long chain fatty alcohol. It has been shown that acyl DHAP can exchange its fatty acid for one in the medium, presumably by the mediation of O-alkyl DHAP synthase. In the present ivestigation we have shown that the fatty acid which is gained by acyl DHAP in the exchange process retains both carboxyl oxygens, as predicted by our postulated mechanism. This reaction is exceptional because the usual action of acyl hydrolases is to cleave at the oxygen to acyl bond.
AB - We have previously provided evidence for a mechanism by which acyl DHAP is converted enzymatically to O-alkyl DHAP. This mechanism involves, in part, the formation of an endiol of acyl DHAP, loss of the fatty acid by splitting of the DHAP carbon-1 to oxygen bond and the gain of a long chain fatty alcohol. It has been shown that acyl DHAP can exchange its fatty acid for one in the medium, presumably by the mediation of O-alkyl DHAP synthase. In the present ivestigation we have shown that the fatty acid which is gained by acyl DHAP in the exchange process retains both carboxyl oxygens, as predicted by our postulated mechanism. This reaction is exceptional because the usual action of acyl hydrolases is to cleave at the oxygen to acyl bond.
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U2 - 10.1016/0006-291X(87)91561-0
DO - 10.1016/0006-291X(87)91561-0
M3 - Article
C2 - 3606600
AN - SCOPUS:0023668257
SN - 0006-291X
VL - 145
SP - 1177
EP - 1184
JO - Biochemical and Biophysical Research Communications
JF - Biochemical and Biophysical Research Communications
IS - 3
ER -