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Supramolecular assemblies of carotenoids
Author(s) -
Zsila Ferenc,
Deli József,
Bikádi Zsolt,
Simonyi Miklós
Publication year - 2001
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.10011
Subject(s) - chemistry , supramolecular chemistry , carotenoid , epimer , ring (chemistry) , aqueous solution , population , conformational isomerism , exciton , stereochemistry , crystallography , organic chemistry , molecule , crystal structure , demography , physics , quantum mechanics , sociology , food science
Carotenoid self‐assemblies were formed by aqueous dilution of ethanolic solutions. The four 3′,6′‐epimers of capsanthol ((all‐ E, 3 R, 5′ R )‐3,3′,6′‐trihydroxy‐β,κ‐carotene) give rise to right‐ and left‐handed card‐pack and head‐to‐tail types of self‐assemblies detected by exciton couplets appearing in the CD spectra. Slow kinetics of formation followed for some of the aggregates indicate the complexity of the process. The exciton signals do not appear from equimolar mixtures of related compounds that produce identical type of aggregates of opposite sense on their own. Transformation of self‐assembly may reflect the population of κ‐ring rotamers. Chirality 13:739–744, 2001. © 2001 Wiley‐Liss, Inc.