Premium
Effect of phosphatidylcholine vesicle size on chirality induction and chiral discrimination
Author(s) -
Nakagawa Hiroko,
Onoda Mayumi,
Masuoka Yuichi,
Yamada KohIchi
Publication year - 2006
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20239
Subject(s) - vesicle , chemistry , chirality (physics) , enantiomer , phosphatidylcholine , helicity , biophysics , stereochemistry , membrane , biochemistry , phospholipid , chiral symmetry , physics , particle physics , quantum mechanics , nambu–jona lasinio model , biology , quark
The effect of the size of phosphatidylcholine (PC) vesicles on the induction of chirality and chiral discrimination was examined. Three kinds of vesicles formed with l ‐dimyristoyl, l ‐dipalmitoyl, or egg yolk PCs induced circular dichroisms (CDs) with the sign and intensity of the Cotton effect different from those of monomeric PCs. The CD intensity of the vesicles increased with a decrease in the vesicle size. Furthermore, the helicity of heterohelicene derivatives in a rapid equilibrium between right‐handed (P) and left‐handed (M) enantiomers was biased toward the M enantiomer side in l ‐PC vesicles, implying chiral discrimination by the vesicles. The extent of the bias toward the M enantiomer increased with an increase in vesicle size. Both the chirality induction and chiral discrimination were enhanced in a low‐fluidity gel phase in comparison with those in a high‐fluidity liquid‐crystalline phase for every kind of vesicle of every size examined. © 2006 Wiley‐Liss, Inc. Chirality