Phosphatidylserine (PS)-Ca(II) structures are challenging to structurally characterize due to micelle formation, and functional knowledge is essential to maximizing our understanding of this biological functions of this phospholipid.  PS is has key structural and functional roles in the blood coagulation cascade and cell apoptosis. Synthesis of a representative analog for PS will reduce difficulties in structural characterization due to structure simplification while maintaining its functionality. To achieve this, phosphoserine is being anchored to a cyclohexane ring to simplify the aliphatic structure and permit regio- and stereocontrol of the phosphoserine substituents. A preliminary monosubstituted PS analog was synthesized and a disubstituted analog is now being synthesized to observe structural binding effects related to typical PS-Ca(II) ion binding affinities. Characterization of the analog will provide more detailed understanding of function and the biological role of PS with proteins and Ca(II).<br/>

Synthesis of a potential phosphatidylserine analog: Cyclohexyldiphosphoserine<br />

249th National Meeting (2015)

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