(Z)-1-(octadec-9-enyl)glycerol (Fig. 1) , a representative 1-MAkG, was prepared by alkylation of racemic solketal (Sigma) with cis-9-octadecenyl methanesulfonate (Aldrich) in the presence of sodium hydride in N,N-dimethylformamide, followed by acid-catalyzed hydrolysis (see supplemental Fig. S1 for the synthetic details).
Schematic diagram of two step acylations of 1-MAkG catalyzed by acyltransferases.
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