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07-SEPTEMBER-2008 03:17:44 - Lutein Lutein General Synonyms Luteine; trans-lutein; beta, epsilon-Carotene-3,3'-diol IUPAC Name 4-18-4-hydroxy-2,6,6-trimethyl-1-cyclohexenyl -3,7,12,16-tetramethyl-octadeca -1,3,5,7,9,11,13,15,17-nonaenyl -3,5,5-trimethyl-cyclohex-2-en-1-ol CAS Number 127-40-2 Chemical formula C40H56O2 Chemical properties Molecular weight 568.871 g/mol Color Red-orange Form Crystalline Solubility Organic/fat soluble, aqueous insoluble Molar absorption coefficient EtOH 255 ml/mg·cm λmax 446 nm Toxicity GRAS Deficiency symptoms Eye damage Pale, dry skin Excess symptoms Carotenodermia Common sources Spinach cooked 160 mg/kg lutein+zeaxanthin Kale cooked 200 mg/kg lutein+zeaxanthin Egg yolk raw h 11 mg/kg lutein+zeaxanthin1 Darkly colored fruits Marigold petals Lutein LOO-teen from Latin lutea meaning yellow is one of over 600 known naturally occurring carotenoids. Found in green leafy vegetables such as spinach and kale, lutein is employed by organisms as an antioxidant and for blue light absorption. Lutein is present in the plant as fatty-acid ester, with one or two fatty acids bound to the two hydroxyl-groups. Saponification of lutein esters yields lutein in approximately a 2:1 weight-to-weight conversion. Lutein is also found in egg yolks, animal fats and the corpus luteum.2 Lutein is a lipophilic molecule and is generally insoluble in water. The presence of the long chromophore of conjugated double bonds polyene chain provides the distinctive light-absorbing properties. The polyene chain is susceptible to oxidative degradation by light or heat and is chemically unstable in acids. The principal natural stereoisomer of lutein is 3R,3'R,6'R-beta, epsilon-Carotene-3,3'-diol. Contents 1 As a pigment 2 Role in human eyes 3 Commercial value 4 References As a pigment This xanthophyll, like its sister compound zeaxanthin, has primarily been used as a natural colorant due to its orange-red color. Lutein absorbs blue light and therefore appears yellow at low concentrations and orange-red at high concentrations. Lutein was traditionally used in chicken feed to provide the yellow color of broiler chicken skin. Polled consumers viewed yellow chicken skin more favorably than white chicken skin. Such lutein fortification also results in a darker yellow egg yolk. Today the coloring of the egg yolk has become the primary reason for feed fortification. Lutein is not used as a colorant in other foods due to its limited stability, especially in the presence of other dyes. Role in human eyes Lutein was found to be present in a concentrated area of the macula, a small area of the retina responsible for central vision. The hypothesis for the natural concentration is that lutein helps protect from oxidative stress and high-energy light. Various research studies have shown that a direct relationship exists between lutein intake and pigmentation in the eye.3456789 Several studies also show that an increase in macula pigmentation decreases the risk for eye diseases such as Age-related Macular Degeneration AMD.101112 The only randomized clinical trial to demonstrate a benefit for lutein in Macular Degeneration was a small study, in which the authors concluded that more study was needed.11 Lutein may also play a role in Haidinger's brush, an entoptic phenomenon that allows humans to detect polarized light. Lutein is a natural part of human diet when fruits and vegetables are consumed. For individuals lacking sufficient lutein intake, lutein-fortified foods are available, or in the case of elderly people with a poorly absorbing digestive system, a sublingual spray is available. As early as 1996, lutein has been incorporated into dietary supplements. While no recommended daily allowance currently exists for lutein as for other nutrients, positive effects have been seen at dietary intake levels of 6 mg/day.13 The only definitive side effect of excess lutein consumption is bronzing of the skin carotenodermia. The functional difference between lutein free form and lutein esters is not entirely known. It is suggested that the bioavailability is lower for lutein esters, but much debate continues. As a food additive, lutein has the E number E161b and is extracted from the petals of marigold Tagetes erecta.14 On September 10, 2007, in a 6-year study, researchers led by John Paul SanGiovanni of the National Eye Institute, Maryland found that Lutein and zeaxanthin nutrients in eggs, spinach and other green vegetables protect against blindness macular degeneration, affecting 1.2 million Americans, mostly after age 65. Lutein and zeaxanthin reduce the risk of AMD journal Archives of Ophthalmology. Foods considered good sources of the nutrients also include kale, turnip greens, collard greens, romaine lettuce, broccoli, zucchini, corn, garden peas and Brussels sprouts.15 Commercial value The Lutein market is segmented into Pharmaceutical, Nutraceutical, Food, Pet Foods and Animal Feed and Fish Feed. The Pharmaceutical market is estimated to be about US $ 190 Million, Nutraceutical and Food is estimated to be about US $ 110 Million. Pet foods and other applications are estimated at US $ 175 Million annually. Apart from the customary Age related Macular Degeneration applications, newer applications are emerging in Cosmetics, Skin Care and as an Antioxidant. It is one of the fastest growing areas of the $2 Billion carotenoid market.16 There are several lutein ester suppliers, but few pure lutein Free Form suppliers due primarily to patent protections on obtaining purified Lutein from natural products, namely marigolds. Companies like Indus Biotech Pvt. Ltd, OmniActive Health Technologies and Kemin Industries have patents. The market size of lutein is anticipated to grow at an average annual growth rate of over 22%. References ^ USDA National Nutrient Database; comprehensive list with levels of lutein and zeaxanthin in food ^ Merriam-Webster Online Dictonary ^ Malinow, M.R., et al., Diet-related macular anomalies in monkeys. Invest Ophthalmol Vis Sci, 1980. 198: p. 857-63. ^ Image:Free_text.png Johnson, E.J., et al., Relation among serum and tissue concentrations of lutein and zeaxanthin and macular pigment density. Am J Clin Nutr. 2000 Jun; 716: 1555-62. PubMed Free text ^ Landrum, J., et al. Serum and macular pigment response to 2.4 mg dosage of lutein. in ARVO. 2000. ^ Image:Free_text.png Berendschot, T.T., et al., Influence of lutein supplementation on macular pigment, assessed with two objective techniques. Invest Ophthalmol Vis Sci. 2000 Oct. 4111: 3322-6; PubMed Free text ^ Image:Free_text.png Aleman, T.S., et al., Macular pigment and lutein supplementation in retinitis pigmentosa and Usher syndrome. Invest Ophthalmol Vis Sci. 2001 Jul; 428: 1873-81. PubMed Free text ^ Duncan, J.L., et al., Macular pigment and lutein supplementation in choroideremia. Exp Eye Res, 2002. 743: p. 371-81. PubMed ^ Image:Free_text.png Johnson, E.J., et al., Nutritional manipulation of primate retinas, III: Effects of lutein or zeaxanthin supplementation on adipose tissue and retina of xanthophyll-free monkeys. Invest Ophthalmol Vis Sci, 2005. 462: p. 692-702. PubMed Free text ^ Richer, S., ARMD--pilot case series environmental intervention data. J Am Optom Assoc, 1999. 701: p. 24-36. PubMed ^ a b Richer, S., et al., Double-masked, placebo-controlled, randomized trial of lutein and antioxidant supplementation in the intervention of atrophic age-related macular degeneration: the Veterans LAST study Lutein Antioxidant Supplementation Trial. Optometry, 2004. 754: p. 216-30. PubMed ^ A randomized, placebo-controlled, clinical trial of high-dose supplementation with vitamins C and E, beta carotene, and zinc for age- related macular degeneration and vision loss: AREDS report no. 8. Arch Ophthalmol, 2001. 11910: p. 1417-36. PubMed ^ Seddon, J.M., et al., Dietary carotenoids, vitamins A, C, and E, and advanced age-related macular degeneration. Eye Disease Case-Control Study Group. JAMA, 1994. 27218: p. 1413-20. PubMed ^ WHO/FAO Codex Alimentarius General Standard for Food Additives ^ Yahoo.com, Study finds spinach, eggs ward off cause of blindness ^ FOD025C The Global Market for Carotenoids, BCC Research v d e Carotenoids Carotenes: Carotene Alpha-carotene · Beta-carotene · Lycopene · Phytoene Phytofluene · Neurosporene Retinoids: Acitretin · Alitretinoin · Apocarotenal · Bexarotene · Etretinate · Fenretinide · Isotretinoin · Retinaldehyde · Tazarotene · Vitamin A Retinol, Tretinoin Xanthophylls: Antheraxanthin · Astaxanthin · Canthaxanthin · Citranaxanthin · Cryptoxanthin · Diadinoxanthin · Diatoxanthin · Dinoxanthin · Flavoxanthin · Fucoxanthin · Lutein · Neoxanthin · Rhodoxanthin · Rubixanthin · Violaxanthin · Zeaxanthin Other: Crocin · Crocetin · Peridinin · Food orange 7 Retrieved from http://en..org/wiki/Lutein Categories: Carotenoids | Food antioxidants | Dietary antioxidants Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages БългарÑ?ки Deutsch Español Esperanto Français Lietuvių Magyar Nederlands 日本語 ‪Norsk bokmÃ¥l‬ Polski Svenska Türkçe This page was last modified on 13 August 2008, at 22:03
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