Premium
trans/cis Isomerization of Astaxanthin Diacetate/Isolation by HPLC. and Identification by 1 H‐NMR. Spectroscopy of Three Mono‐ cis ‐ and Six Di‐ cis ‐Isomers
Author(s) -
Euglert Gerhard,
Vecchi Max
Publication year - 1980
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19800630640
Subject(s) - chemistry , isomerization , astaxanthin , cis–trans isomerism , high performance liquid chromatography , nuclear magnetic resonance spectroscopy , stereochemistry , carbon 13 nmr , proton nmr , chromatography , organic chemistry , carotenoid , catalysis , food science
Thermal and iodine‐catalyzed photochemical trans/cis isomerization of synthetic, racemic astaxanthin diacetate (3,3′‐dihydroxy‐β,β‐carotene‐4,4′‐dione diacetate) yielded multi‐component mixtures of cis ‐isomers. Separation and isolation of 10 different cis ‐isomers in quantities between 10 and 70 μg was achieved by HPLC. Investigation of their 270‐MHz‐FT‐ 1 H‐NMR. spectra led to the identification of 9 of these isomers, namely the 9‐, 13‐, and 15‐mono‐ cis ‐, the 9,9′‐, 9,13‐, 9,13′‐, 9,15‐, 13,13′‐, and 13,15‐di‐ cis ‐astaxanthin diacetate.