Document Detail

Molecular characteristics of astaxanthin and beta-carotene in the phospholipid monolayer and their distributions in the phospholipid bilayer.
MedLine Citation:
PMID:  11687223     Owner:  NLM     Status:  MEDLINE    
The molecular characteristics of the monolayers of astaxanthin with polar group on the beta-ionone ring in the molecule and beta-carotene without polar group and their interactions in mixed carotenoid-phospholipid monolayers and the effects of carotenoids on the phase behavior of the phospholipid bilayers were examined by the monolayer technique and differential scanning calorimetry (DSC). We found from the monolayer study that beta-carotene had an amphiphilic nature. The molecular assembly of astaxanthin in the monolayer at the hydrophobic/hydrophilic interface was more stable than that of beta-carotene. Dimyristoylphosphatidylcholine (DMPC) in the monolayer was miscible with astaxanthin in the range of 0-0.4 mol fractions of astaxanthin, but not fully miscible with beta-carotene even at low concentrations below 0.1 mol fraction of beta-carotene. Surface potential and compression/expansion cycles of beta-carotene monolayer indicated the formation of molecular aggregates by itself. DSC study showed that when small amount of astaxanthin was added, the transition temperature of dipalmitoylphosphatidylcholine (DPPC) was markedly shifted to lower temperatures and that the transition peak was asymmetrically broadened, indicative of a significant depression in cooperativity of the gel to liquid-crystalline transition. The asymmetric DSC endothermic bands of DPPC incorporating small amounts of astaxanthin were well fit by deconvolution into two to three domains containing different concentrations of astaxanthin. On the contrary, the incorporation of beta-carotene resulted in a small depression of the main transition temperature with a slight broadening of the transition peak, suggesting a small miscibility of beta-carotene with the phospholipid bilayer or a formation of aggregates of beta-carotene in the membranes. These results suggest that there would be a high localized concentration in the phase separated membrane for astaxanthin or beta-carotene to function effectively as scavenger.
A Shibata; Y Kiba; N Akati; K Fukuzawa; H Terada
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemistry and physics of lipids     Volume:  113     ISSN:  0009-3084     ISO Abbreviation:  Chem. Phys. Lipids     Publication Date:  2001 Nov 
Date Detail:
Created Date:  2001-11-05     Completed Date:  2002-02-26     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0067206     Medline TA:  Chem Phys Lipids     Country:  Ireland    
Other Details:
Languages:  eng     Pagination:  11-22     Citation Subset:  IM    
Faculty of Pharmaceutical Sciences, The University of Tokushima, Shomachi, Tokushima 770-8505, Japan.
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MeSH Terms
1,2-Dipalmitoylphosphatidylcholine / chemistry
Calorimetry, Differential Scanning
Dimyristoylphosphatidylcholine / chemistry
Dose-Response Relationship, Drug
Lipid Bilayers / chemistry*
Membrane Microdomains
Phospholipids / chemistry
beta Carotene / analogs & derivatives*,  chemistry*,  metabolism
Reg. No./Substance:
0/Lipid Bilayers; 0/Micelles; 0/Phospholipids; 0/Xanthophylls; 13699-48-4/Dimyristoylphosphatidylcholine; 2644-64-6/1,2-Dipalmitoylphosphatidylcholine; 472-61-7/astaxanthine; 7235-40-7/beta Carotene

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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