Properties of Astaxanthin/Ca2+Complex Formation in the Deceleration of Cis/Trans Isomerization | Zendy

Chien-Sheng Chen | Zendy; Shih-Hsiung Wu | Zendy; Ying-Ying Wu | Zendy; JimMin Fang | Zendy; TzuHua Wu | Zendy

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Properties of Astaxanthin/Ca²⁺Complex Formation in the Deceleration of Cis/Trans Isomerization

Author(s) -

Chien-Sheng Chen,

Shih-Hsiung Wu,

Ying-Ying Wu,

JimMin Fang,

TzuHua Wu

Publication year - 2007

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol0709533

Subject(s) - isomerization , chemistry , astaxanthin , stereochemistry , medicinal chemistry , catalysis , organic chemistry , biochemistry , carotenoid

Deceleration of the regioselective cis/trans isomerization of all-trans-astaxanthin (ASTX) in the presence of Ca2+ was shown by HPLC analysis. The NMR and ITC analyses provided evidence for complexation of ASTX with Ca2+ in 1:2 stoichiometry via chelation at both carbonyl and hydroxyl groups. The rotation across torsion omega6 (C5-C6-C7-C8) upon complexation is consistent with the NOE between 7-H and 5-CH3. This study supports the inhibitory effect of ASTX on calcium-induced turbidity of lens crystallins.

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