- Stereochemical Analysis of Glycerophospholipids by Vibrational Circular Dichroism
-
The stereochemistry of glycerophospholipids (GPLs) has been of interest for its roles in the evolution of life and in their biological activity. However, because of their structural complexity, no convenient method to determine their configuration has been reported. In this work, through the first systematic application of vibrational circular dichroism (VCD) spectroscopy to various diacylated GPLs, we have revealed that their chirality can be assigned by the sign of a VCD exciton couplet generated by the interaction of two carbonyl groups. This paper also presents spectroscopic evidence for the stereochemistry of GPLs isolated from bacteria, eukaryotes, and mitochondria.
- Taniguchi, Tohru,Manai, Daisuke,Shibata, Masataka,Itabashi, Yutaka,Monde, Kenji
-
supporting information
p. 12191 - 12194
(2015/10/12)
-
- cis-trans Isomerization of monounsaturated fatty acid residues in phospholipids by thiyl radicals
-
Thiyl radicals reversibly attack the double bonds of methyl oleate and dioleoyl phosphatidyl choline (DOPC), thus producing methyl elaidate and the corresponding phospholipids containing trans-fatty acid residues in high yield. These processes are radical chain reactions with relatively long chain lengths. The rate constant for the β-elimination of a thiyl radical from the adduct radical has been estimated to be 6 x 106 s-1 at ambient temperature. The cis-trans isomerization of fatty acid residues in DOPC vesicles (multilamellar vesicles and large unilamellar vesicles made by the extrusion technique) by a thiyl radical, generated from biologically relevant thiols, has also been studied in detail. The presence of 0.2 mM oxygen does not influence the effectiveness of cis-trans isomerization in both homogeneous solution and lipid vesicles. This process, which does not cause lipid degradation but permanent modification of the membrane constituents, ultimately influences the barrier properties and functions of biological membranes.
- Chatgilialoglu, Chryssostomos,Ferreri, Carla,Ballestri, Marco,Mulazzani, Quinto G.,Landi, Laura
-
p. 4593 - 4601
(2007/10/03)
-
- Method of lowering the viscosity of mucus
-
The use of phospholipids of the following formula to reduce the viscosity of mucus in a patient is described: STR1 wherein one of X, Y, or Z represent: STR2 in which each R represents hydrogen or methyl, and each of the other two of X, Y, or Z represents --CO--R1 in which R1 represents linear or branched C11-21 alkyl or C11-21 alkenyl, unsubstituted or substituted with one or more substituents selected from the group consisting of halo, C1-6 linear or branched alkoxy or cyano.
- -
-
-