Bedke D Karl, Shibuya Grant M, Pereira Alban, Gerwick William H, Haines Thomas H, Vanderwal Christopher D
Department of Chemistry, University of California, Irvine, California 92697, USA.
J Am Chem Soc. 2009 Jun 10;131(22):7570-2. doi: 10.1021/ja902138w.
The relative stereochemistry of the major chlorosulfolipid of the chrysophyte alga Ochromonas danica, to which we have given the name "danicalipin A", is reported. The first synthesis of this lipid, via several stereospecific electrophilic additions to alkenes, serves to corroborate the stereochemical assignment made by NMR spectroscopy. The synthesis strategy described should be applicable to other chlorosulfolipids and should provide access to sufficient material for studies of the lipid's properties and function in membranes.
我们已将金藻门藻类丹麦赭球藻(Ochromonas danica)中主要氯代硫脂的相对立体化学命名为“丹麦脂A”,本文对此进行了报道。通过对烯烃进行几次立体专一性亲电加成首次合成了这种脂类,这有助于证实核磁共振光谱法确定的立体化学归属。所描述的合成策略应适用于其他氯代硫脂,并应为研究该脂类在膜中的性质和功能提供足够的材料。