Carotene functions

Esterbauer et al. (1991) have demonstrated that /3-carotene becomes an effective antioxidant after the depletion of vitamin E. Our studies of LDL isolated from matched rheumatoid serum and synovial fluid demonstrate a depletion of /8-carotene (Section 2.2.2.2). Oncley et al. (1952) stated that the progressive changes in the absorption spectra of LDL were correlated with the autooxidation of constituent fatty acids, the auto-oxidation being the most likely cause of carotenoid degradation. The observation that /3-carotene levels in synovial fluid LDL are lower than those of matched plasma LDL (Section 2.2.2) is interesting in that /3-carotene functions as the most effective antioxidant under conditions of low fOi (Burton and Traber, 1990). As discussed above (Section 2.1.3), the rheumatoid joint is both hypoxic and acidotic. We have also found that the concentration of vitamin E is markedly diminished in synovial fluid from inflamed joints when compared to matched plasma samples (Fairburn etal., 1992). This difference could not be accounted for by the lower concentrations of lipids and lipoproteins within synovial fluid. The low levels of both vitamin E and /3-carotene in rheumatoid synovial fluid are consistent with the consumption of lipid-soluble antioxidants within the arthritic joint due to their role in terminating the process of lipid peroxidation (Fairburn et al., 1992). 

Vitamin A (retinol, retinal, retinoic acid—the three active forms of vitamin A, and p-carotene) function in the maintenance of reproduction, vision, promotion of growth, differen tiation and maintenance of epithelial tissues, and gene expression. A deficiency of vitamin A results in impotence, night blindness, retardation of growth, and xerophthalmia. Large amounts of vitamin A are toxic and can result in an increased incidence of frac tures. 

Two molecules of vitamin A are formed from one molecule of -carotene. Vitamin A crystallizes in pale yellow needles m.p. 64 C. It is optically inactive. It is unstable in solution when heated in air, but comparatively stable without aeration. Vitamin A is manufactured by extraction from fish-liver oils and by synthesis from / -ionone. The role of vitamin A in vision seems to be different from its systemic function. See also relincne and rhodopsin. 

FIGURE 17 11 Imine formation between the aldehyde function of 11 as retinal and an ammo group of a protein (opsin) is involved in the chemistry of vision The numbering scheme in retinal is specifically developed for carotenes and related compounds... 

An important function of certain carotenoids is their provitamin A activity. Vitamin A may be considered as having the stmcture of half of the P-carotene molecule with a molecule of water added at the end position. In general, all carotenoids containing a single unsubstituted P carotene half have provitamin A activity, but only about half the activity of P carotene. Provitamin A compounds are converted to Vitamin A by an oxidative enzyme system present in the intestinal mucosa of animals and humans. This conversion apparendy does not occur in plants (see Vitamins, VITAMIN a). 

Many carotenoids function in humans as vitamin A precursors however, not all carotenoids have provitamin A activity (Table 3). Of the biologically active carotenoids, -carotene has the greatest activity. Despite the fact that theoretically one molecule of -carotene is a biological source of two molecules of vitamin A, this relationship is not observed and 6 p.g -carotene is equivalent to 1 p. vitamin A. Although -carotene and vitamin A have complementary activities, they caimot totally replace each other. Because the conversion of -carotene to vitamin A is highly regulated, toxic quantities of vitamin A cannot accumulate and -carotene can be considered as a safe form of vitamin A (8). 

Therapeutic Function As a vitamin A precursor sunscreen agent Chemical Name f3-Carotene... 

HUGHES D A, WRIGHT A J, FINGLAS P M, PEERLESS A C, BAILEY A L, ASTLEY S B, FINDER A C and SOUTHON s (1996) Beta-carotene supplementation enhances the expression of functionally associated molecules on human monocytes. Biochem Soc Trans. 24(3) 3888S. 

The oxidation of carotenes results in the formation of a diverse array of xanthophylls (Fig. 13.7). Zeaxanthin is synthesised from P-carotene by the hydroxylation of C-3 and C-3 of the P-rings via the mono-hydroxylated intermediate P-cryptoxanthin, a process requiring molecular oxygen in a mixed-function oxidase reaction. The gene encoding P-carotene hydroxylase (crtZ) has been cloned from a number of non-photosynthetic prokaryotes (reviewed by Armstrong, 1994) and from Arabidopsis (Sun et al, 1996). Zeaxanthin is converted to violaxanthin by zeaxanthin epoxidase which epoxidises both P-rings of zeaxanthin at the 5,6 positions (Fig. 13.7). The... 

ALBRECHT M, KLEIN A, HUGUENEY p, SANDMANN G and KUNTZ M (1995) Molecular cloning and functional expression in E. coli of a novel plant enzyme mediating -carotene desaturation , FEES Lett, 372, 199-202. 

LINDEN H, MISAWA N, SAITO T and SANDMANN G (1994) A uovel caroteuoid biosynthesis gene coding for -carotene desaturase functional expression, sequence and phylogenetic origin . Plant Mol Biol, 24, 369-79. 

SUN z R, GANTT E and CUNNINGHAM F X Jr (1996) Cloning and functional analysis of the (3-carotene hydroxylase of Arabidopsis thaliana , J Biol Chem, 271, 24349-52. 

The carotenoids are the most widely distributed group of pigments, occur naturally in large quantities, and are known for their structural diversity and various functions. The carotenoids constitnte a widespread class of natural pigments that occur in all three domains of life in the eubacteria, the archea, and the eucarya. Carotenoids are ubiquitous organic molecules, but they are not produced by the human body. They have been fonnd to be essential to human health based on the nutritional understanding of vitamin A (retinol) and (i-carotene. ... 

In the Unites States, the daily intake of 3-carotene is around 2 mg/day Several epidemiological studies have reported that consumption of carotenoid-rich foods is associated with reduced risks of certain chronic diseases such as cancers, cardiovascular disease, and age-related macular degeneration. These preventive effects of carotenoids may be related to their major function as vitamin A precursors and/or their actions as antioxidants, modulators of the immune response, and inducers of gap-junction communications. Not all carotenoids exert similar protective effects against specific diseases. By reason of the potential use of carotenoids as natural food colorants and/or for their health-promoting effects, research has focused on better understanding how they are absorbed by and metabolized in the human body. 

Augustin, W. et al.. Beta-carotene cleavage products induce oxidative stress by impairing mitochondrial functions brain mitochondria are more sensitive than liver mitochondria, Free Rad. Biol. Med., 33, S326, 2002. 

Because most food matrices are water soluble, many efforts were directed to the formulation of lipophilic pigments (mainly carotenoids) into water-soluble formulations (powders or gels). For hydrophilic pigments like flavonoids, polar dried microcapsules are the most popular ways to stabilize their functionality. Extracts rich in P-carotene were encapsulated using three different encapsulation techniques (spray drying, drum drying, and freeze drying)." ... 

In a very recent study in potatoes, inhibition of LCYE accumulation was accomplished by an antisense LcyE driven by the patatin promoter and allowed rechanneling of lycopene toward the P-carotene branch of the pathway to produce up to 14-fold increased levels of P-carotene as well as up to 2.5-fold increased total carotenoids. RNAi and TILLING for manipulation of carotenogenesis have yet to be reported, but these new techniques for suppression of function and generation and selection of allelic diversity are likely to impact future research and production of varieties with enhanced pigment accumulation. 

Cunningham, F.X. Jr. et ah. Cloning and functional expression in Escherichia coli of a cyanobacterial gene for lycopene cyclase, the enzyme that catalyzes the biosynthesis of beta-carotene, FEBS Lett. 328, 130, 1993. 

Quinlan, R., Jaradat, T.T., and Wurtzel, E.T., Escherichia coli as a platform for functional expression of plant P450 carotene hydroxylases. Arch. Biochem. Biophys. In press, 2006. 

Jyonouchi, H. et al., Studies of immunomodulating actions of carotenoids. I. Effects of P-carotene and astaxanthin on murine lymphocyte functions and cell surface marker expression in in vitro culture system, Nutr. Cancer, 19, 93, 1991. 

Considering the concerns of consumers for synthetic colorants and interest in natural formulas, many food manufacturers seek alternative healthy solutions to replace colorants, even the regulated ones from positive lists (like p-carotene), with colored fruit and vegetable extracts to be used as functional food ingredients or nutraceuticals (food supplements). ... 

---