Chen Chien-Sheng, Wu Shih-Hsiung, Wu Ying-Ying, Fang Jim-Min, Wu Tzu-Hua
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Org Lett. 2007 Aug 2;9(16):2985-8. doi: 10.1021/ol0709533. Epub 2007 Jul 13.
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.