Abstract

Review Article

Revisiting carotenoid aggregates discerning non-covalent interaction of unbranched fatty acid analogues

Miklós Simonyi*

Published: 31 March, 2022 | Volume 6 - Issue 1 | Pages: 001-005

Certain carotenoid aggregates provide scaffolds of moderate stability characterized by their CD spectra. The interaction of the scaffold with small lipid molecules either destabilize, or reinforce its structure. The idea can be applied to open-chain fatty acids and some analogues. Fatty acids and fatty alcohol decrease exciton intensity of the aggregate, while esters of both alcohol and acids increase it. Moreover, the stabilizing effect depends on chain-length. Thus, the scaffold distinguishes compounds that either loosen its structure, or reinforce it.

Read Full Article HTML DOI: 10.29328/journal.apps.1001028 Cite this Article Read Full Article PDF

Keywords:

Exciton coupling; Dihedral angle; Types of aggregates; Overlay angle; Lipid additives

References

  1. Harada N, Nakanishi K. Circular Dichroic Spectroscopy – Exciton Coupling in Organic Stereochemistry. University Science Books, Mill Valley, CA, 1983.
  2. Berova N, Harada N, Nakanishi K. Electronic Spectroscopy: Exciton Coupling, Theory and Applications. In: Lindon, J, Tranter, G, Holmes, J. (eds). Encyclopedia of Spectroscopy and Spectrometry. Academic Press, New York, 2000; 470–488.
  3. Harada N, Chen SL, Nakanishi K. Quantitative definition of exciton chirality and the distant effect in the exciton chirality method. J Am Chem Soc. 1975; 97: 5345-5352.
  4. Zsila F, Bikádi Z, Simonyi M. Molecular basis of the Cotton effects induced by the binding of curcumin to human serum albumin. Tetrahedron Asymmetry. 2003; 14: 2433-2444.
  5. Zsila F, Bikádi Z, Deli J, Simonyi M. Configuration of a single centre determines chirality of supramolecular carotenoid self-assembly. Tetrahedron Lett. 2001; 42: 2561-2563.
  6. Zsila F, Deli J, Bikádi Z, Simonyi M. Supramolecular assemblies of carotenoids. Chirality, 2001, 13, 739-744. PubMed: https://pubmed.ncbi.nlm.nih.gov/11746813/
  7. Bikádi Z, Zsila F, Deli J, Mády GY, Simonyi M. The supramolecular structure of self-assembly formed by capsanthin derivatives. Enantiomer, 2002; 7: 67-76. PubMed: https://pubmed.ncbi.nlm.nih.gov/12108636/
  8. Simonyi M, Bikádi Z, Zsila F, Deli J. Supramolecular exciton chirality of carotenoid aggregates. Chirality. 2003; 15: 680-698. PubMed: https://pubmed.ncbi.nlm.nih.gov/12923806/
  9. Zsila F, Bikádi Z, Deli J, Simonyi M. Chiral detection of carotenoid assemblies. Chirality. 2001; 13: 446-453.
  10. Simonyi M. Factors affecting supramolecular exciton intensity. Chirality. 2010; 22: E183-E185.

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