Synthesis of 13C-labeled carotenoids and retinoids

Autor: Michiel A. Verhoeven, Menno C. F. Monnee, A. A. C. van Wijk, F. J. H. M. Jansen, Alain F. L. Creemers, P. J. E. Verdegem, Johan Lugtenburg
Rok vydání: 1999
Předmět:
Zdroj: Pure and Applied Chemistry. 71:2245-2251
ISSN: 1365-3075
0033-4545
DOI: 10.1351/pac199971122245
Popis: A three-part strategy has been developed to study molecular interactions in biological systems at the atomic level. First, isotopically labeled carotenoids and retinoids are prepared by organic total synthetic schemes with labels at predetermined atomic positions and combinations of positions. Subsequently, the labeled compounds are incorporated in the biological system. Finally, the system is studied by isotope sensitive spectroscopic techniques. In this paper, the synthesis of 10-fold 13 C-labeled retinal palmitate and b-carotene a- crustacyanin carotene for nutritional studies is discussed. Also, the scheme to label the end positions of astaxanthin and canthaxanthin with 13 C for spectroscopic investigations of a- crustacyanin with isotope labels in the chromophore is given. The synthesis of 10-methyl retinal is discussed, starting from isotopically labeled synthons obtained via schemes to 13 C- labeled natural retinal. Finally, the possibility for spectroscopic studies of caroteno and retino proteins via an expression of apoproteins by way of genetic techniques in the post-genomic era is discussed.
Databáze: OpenAIRE