Abstract
Carotenoids are polyenes synthesized in plants and certain microorganisms and are pigments used by plants and animals in various physiological processes. Some of the over 600 known carotenoids are capable of metabolic conversion to the essential nutrient vitamin A (retinol) in higher animals. Vitamin A also gives rise to a number of other metabolites which, along with their analogs, are known as retinoids. To facilitate discussion about these important molecules, a nomenclature is required to identify specific substances. The generally accepted rules for naming these important molecules have been agreed to by various Commissions of the International Union of Pure and Applied Chemistry and International Union of Biochemistry. These naming conventions are explained along with comparisons to more systematic naming rules that apply for these organic chemicals. Identification of the carotenoids and retinoids has been advanced by their chemical syntheses, and here, both classical and modern methods for synthesis of these molecules, as well as their analogs, are described. Because of their importance in biological systems, sensitive methods for the detection and quantification of these compounds from various sources have been essential. Early analyses that relied on liquid adsorption and partition chromatography have given way to high-performance liquid chromatography (HPLC) coupled with various detection methods. The development of HPLC coupled to mass spectrometry, particularly LC/MS-MS with Multiple Reaction Monitoring, has resulted in the greatest sensitivity and specificity in these analyses.
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Abbreviations
- CTCL:
-
cutaneous T-cell lymphoma
- HPLC:
-
high performance liquid chromatography
- HWE:
-
Horner-Wadsworth-Emmons modification
- IUB:
-
International Union of Biochemistry
- IUPAC:
-
International Union of Pure and Applied Chemistry
- LC/MS:
-
liquid chromatography/mass spectrometry
- LC/MS-MS:
-
liquid chromatography/mass spectrometry-mass spectrometry
- MRM:
-
multiple reaction monitoring
- RAL:
-
retinal
- RA:
-
retinoic acid
- RAR:
-
retinoic acid receptor
- RXR:
-
retinoid X receptor
- ROL:
-
retinol
- TTNPB:
-
tetrahydro-tetramethyl-napthalenyl-propenyl-benzoic acid
- UV:
-
ultraviolet
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Harrison, E.H., Curley, R.W. (2016). Carotenoids and Retinoids: Nomenclature, Chemistry, and Analysis. In: Asson-Batres, M., Rochette-Egly, C. (eds) The Biochemistry of Retinoid Signaling II. Subcellular Biochemistry, vol 81. Springer, Dordrecht. https://doi.org/10.1007/978-94-024-0945-1_1
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