Long-range stereo-relay: relative and absolute configuration of 1,n-glycols from circular dichroism of liposomal porphyrin esters.
The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.
MacMillan
John B
JB
Department of Chemistry, One Shields Avenue, University of California, Davis, California 95616, USA.
Molinski
Tadeusz F
TF
D002942:Circular Dichroism; D004952:Esters / Q000737:chemistry; D006018:Glycols / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*; D013237:Stereoisomerism
D004952:Esters; D006018:Glycols; D008081:Liposomes; D011166:Porphyrins