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Absolute Konfiguration von α-Zeacarotin, α-Apo-8-carotinal und α-Apo-8-carotinol

✍ Scribed by Richard Buchecker; Conrad Hans Eugster


Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
236 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

α‐Zeacarotene, isolated from corn gluten, has been shown to have the same absolute configuration at C(6) as natural (+)‐α‐carotene. Chiroptical comparison was made with the derived α‐apo‐8‐carotenole. The same chirality has been found with δ‐, ε‐carotene, lutein, semi‐α‐carotenone, zeinoxanthin, crocoxanthin and β,ε‐carotene‐2‐ol. Therefore, biological cyclisation of the acyclic precursor to the α‐ionone ring seems to be stereospecific and is probably different (enantiomeric) to that leading to β‐ionone derivatives.

Cotton effects of carotenoids have for the first time been measured in the visible region. All carotenoids examined with C(6)‐R‐chirality show a positive effect at their longest absorption band.