Abstract

Vitamin A was recognized as an essential nutrient 100 years ago. In the 1930s, it became clear that dietary β-carotene was cleaved at its central double to yield vitamin A (retinal or β-apo-15'-carotenal). Thus a great deal of research has focused on the central cleavage of provitamin A carotenoids to form vitamin A (retinoids). The mechanisms of formation and the physiological role(s) of noncentral (eccentric) cleavage of both provitamin A carotenoids and nonprovitamin A carotenoids has been less clear. It is becoming apparent that the apocarotenoids exert unique biological activities themselves. These compounds are found in the diet and thus may be absorbed in the intestine, or they may form from enzymatic or nonenzymatic cleavage of the parent carotenoids. The mechanism of action of apocarotenoids in mammals is not fully worked out. However, as detailed in this review, they have profound effects on gene expression and work, at least in part, through the modulation of ligand-activated nuclear receptors. Understanding the interactions of apocarotenoids with other lipid-binding proteins, chaperones, and metabolizing enzymes will undoubtedly increase our understanding of the biological roles of these carotenoid metabolites.

Highlights

  • Vitamin A was recognized as an essential nutrient 100 years ago

  • In 1930, Moore demonstrated that orally fed carotene was converted into the colorless form of vitamin A found in the liver of rats [6]

  • Phytoene is dehydrogenated to other acyclic carotenoids, including lycopene, and cyclized to carotenes [2]. ␤-Carotene, ␣-carotene, ␤-cryptoxanthin, lycopene, and lutein are the primary carotenoids found in human plasma [8]

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Summary

CLEAVAGE AND OXIDATION OF CAROTENOIDS TO APOCAROTENOIDS

Apocarotenoids are molecules resulting from the oxidative cleavage of double bonds in the carotenoid molecule. These apocarotenoids are formed by chemical reactions in foods that contain carotenoids or by enzymatic cleavage of intact carotenoids. Abscisic acid (ABA) is the physiologically important phytohormone derived from 9-cis-violoxanthin and 9-cis-neoxanthin [41]. Another example of plant apocarotenoids are strigolactones that can serve as signaling molecules and as shoot branching regulators [42,43,44]. Goodman and Huang [45] and Olson and Hayaishi [46] characterized the respective enzymatic activity in cell-free homogenates from rat small intestine and showed that the activity required iron

Enzymatic cleavage of carotenoids
IN FOODS AND IN MAMMALIAN TISSUES AND PLASMA
Biological activities of apolycopenoids
Findings
CONCLUSION AND PROSPECTIVE

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