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Beitrag zur Analytik und Synthese von 3‐Hydroxy‐4‐oxocarotinoiden
Author(s) -
Müller Robert K.,
Bernhard Kurt,
Mayer Hans,
Rüttimann August,
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.19800630635
Subject(s) - chemistry , diastereomer , astaxanthin , chirality (physics) , stereochemistry , carotenoid , chiral symmetry breaking , food science , physics , quantum mechanics , nambu–jona lasinio model , quark
Contribution to the Analytical Separation and the Synthesis of 3‐Hydroxy‐4‐oxocarotenoids (3 RS ,3′ RS )‐Astaxanthin (= 3,3′‐dihydroxy‐β,β‐carotene‐4,4′‐dione, 1:1‐mixture of racemate and meso ‐form; 1 ) can be separated into its optical isomers (3 S ,3′ S )‐ 1a , (3 R ,3′ R )‐ 1b and meso ‐(3 R ,3′ S )‐ 1c via the corresponding diastereomeric di‐(−)‐camphanates. Some aspects of the configurational stability of astaxanthin are discussed. ‐ HPLC. analysis of the (−)‐camphanates of 3‐hydroxy‐4‐oxocarotenoids provides, in suitable cases and supported by spectroscopic data, an analytical method for the simultaneous determination of constitution and chirality.

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