CHED 885 |
Synthesis of trans-cyclohexane-1,2-diol-bis[(CBZ-L-Ser-Bzl) phosphate] as a phosphatidylserine analog
| Sarah M. Mickley and Judith C. Amburgey-Peters. Department of Chemistry, College of Wooster, 943 College Mall, Wooster, OH 44691 |
The goal of this research is to better understand the interactions between the phospholipid phosphatidylserine and Annexin V in the presence of Ca2+ ions. In order to better understand these interactions, phospholipid analogs need to be created. The trans-cyclohexane-1,2-diol-bis[(CBZ-L-Ser-Bzl) phosphate] is a synthetic precursor to the desired analog. Previously synthesized trans-1,2-cyclohexyl bis(diphenylphosphate) (1) was deprotected to give the trans-1,2-cyclohexyl bisphosphoric acid (2) in 93% yield. The results of the condensation of trans-1,2-cyclohexyl bisphosphoric acid (2) with carbobenzyloxy-L-serine benzyl ester (CBZ-L-Ser-Bzl) to give trans-cyclohexane-1,2-diol-bis[(CBZ-L-Ser-Bzl) phosphate] (3) will be reported.  |
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