Lutein
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Lutein (;"Lutein"
Random House Webster's Unabridged Dictionary ''Random House Webster's Unabridged Dictionary'' is a large American dictionary, first published in 1966 as ''The Random House Dictionary of the English Language: The Unabridged Edition''. Edited by Editor-in-chief Jess Stein, it contained 315, ...
.
from
Latin Latin (, or , ) is a classical language belonging to the Italic branch of the Indo-European languages. Latin was originally a dialect spoken in the lower Tiber area (then known as Latium) around present-day Rome, but through the power of the ...
''luteus'' meaning "yellow") is a
xanthophyll Xanthophylls (originally phylloxanthins) are yellow pigments that occur widely in nature and form one of two major divisions of the carotenoid group; the other division is formed by the carotenes. The name is from Greek (, "yellow") and (, "lea ...
and one of 600 known naturally occurring carotenoids. Lutein is synthesized only by plants, and like other xanthophylls is found in high quantities in green leafy vegetables such as spinach, kale and yellow carrots. In green plants, xanthophylls act to modulate light energy and serve as
non-photochemical quenching Non-photochemical quenching (NPQ) is a mechanism employed by plants and algae to protect themselves from the adverse effects of high light intensity. It involves the quenching of singlet excited state chlorophylls (Chl) via enhanced internal con ...
agents to deal with triplet chlorophyll (an excited form of chlorophyll), which is overproduced at very high light levels, during photosynthesis. See xanthophyll cycle for this topic. Animals obtain lutein by ingesting plants. In the human
retina The retina (from la, rete "net") is the innermost, light-sensitive layer of tissue of the eye of most vertebrates and some molluscs. The optics of the eye create a focused two-dimensional image of the visual world on the retina, which then ...
, lutein is absorbed from blood specifically into the macula lutea, although its precise role in the body is unknown. Lutein is also found in egg yolks and animal fats. Lutein is isomeric with
zeaxanthin Zeaxanthin is one of the most common carotenoids in nature, and is used in the xanthophyll cycle. Synthesized in plants and some micro-organisms, it is the pigment that gives paprika (made from bell peppers), corn, saffron, goji ( wolfberries ...
, differing only in the placement of one double bond. Lutein and zeaxanthin can be interconverted in the body through an intermediate called ''meso''-zeaxanthin. The principal natural
stereoisomer In stereochemistry, stereoisomerism, or spatial isomerism, is a form of isomerism in which molecules have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in ...
of lutein is (3''R'',3′''R'',6′''R'')-''beta'',''epsilon''-carotene-3,3′-diol. Lutein is a
lipophilic Lipophilicity (from Greek λίπος "fat" and φίλος "friendly"), refers to the ability of a chemical compound to dissolve in fats, oils, lipids, and non-polar solvents such as hexane or toluene. Such non-polar solvents are themselves lipo ...
molecule and is generally insoluble in water. The presence of the long chromophore of conjugated double bonds (
polyene In organic chemistry, polyenes are poly- unsaturated, organic compounds that contain at least three alternating double () and single () carbon–carbon bonds. These carbon–carbon double bonds interact in a process known as conjugation, result ...
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. Lutein is present in plants as fatty-acid
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides a ...
s, with one or two fatty acids bound to the two hydroxyl-groups. For this reason,
saponification Saponification is a process of converting esters into soaps and alcohols by the action of aqueous alkali (for example, aqueous sodium hydroxide solutions). Soaps are salts of fatty acids, which in turn are carboxylic acids with long carbon chains. ...
(de-esterification) of lutein esters to yield free lutein may yield lutein in any ratio from 1:1 to 1:2 molar ratio with the saponifying fatty acid.


As a pigment

This
xanthophyll Xanthophylls (originally phylloxanthins) are yellow pigments that occur widely in nature and form one of two major divisions of the carotenoid group; the other division is formed by the carotenes. The name is from Greek (, "yellow") and (, "lea ...
, like its sister compound
zeaxanthin Zeaxanthin is one of the most common carotenoids in nature, and is used in the xanthophyll cycle. Synthesized in plants and some micro-organisms, it is the pigment that gives paprika (made from bell peppers), corn, saffron, goji ( wolfberries ...
, has primarily been used in food and supplement manufacturing as a colorant due to its yellow-red color. Lutein absorbs
blue Blue is one of the three primary colours in the RYB colour model (traditional colour theory), as well as in the RGB (additive) colour model. It lies between violet and cyan on the spectrum of visible light. The eye perceives blue when ...
light and therefore appears
yellow Yellow is the color between green and orange on the spectrum of light. It is evoked by light with a dominant wavelength of roughly 575585 nm. It is a primary color in subtractive color systems, used in painting or color printing. In the ...
at low concentrations and orange-red at high concentrations. Many songbirds (like
golden oriole The Eurasian golden oriole (''Oriolus oriolus'') also called the common golden oriole, is the only member of the Old World oriole family of passerine birds breeding in Northern Hemisphere temperate regions. It is a summer migrant in Europe and P ...
, evening grosbeak, yellow warbler, common yellowthroat and
Javan green magpie The Javan green magpie (''Cissa thalassina'') is a passerine bird in the crow family, Corvidae. This critically endangered species is endemic to montane forests on the Indonesian island of Java.Van Balen S et al., 2011. Biology, taxonomy and con ...
, but not
American goldfinch The American goldfinch (''Spinus tristis'') is a small North American bird in the finch family. It is migratory, ranging from mid-Alberta to North Carolina during the breeding season, and from just south of the Canada–United States border t ...
or yellow canaries) deposit lutein obtained from the diet into growing tissues to color their feathers.


Role in human eyes

Although lutein is concentrated in the macula – a small area of the
retina The retina (from la, rete "net") is the innermost, light-sensitive layer of tissue of the eye of most vertebrates and some molluscs. The optics of the eye create a focused two-dimensional image of the visual world on the retina, which then ...
responsible for three-color vision – the precise functional role of retinal lutein has not been determined.


Macular degeneration

In 2013, findings of the
Age-Related Eye Disease Study The Age-Related Eye Disease Study (AREDS) was a clinical trial sponsored by the National Eye Institute that ran from 1992-2001. The study was designed to: * investigate the natural history and risk factors of age-related macular degeneration (AMD) ...
(AREDS2) showed that a dietary supplement formulation containing lutein reduced progression of
age-related macular degeneration Macular degeneration, also known as age-related macular degeneration (AMD or ARMD), is a medical condition which may result in blurred or no vision in the center of the visual field. Early on there are often no symptoms. Over time, however, som ...
(AMD) by 25 percent. However, lutein and zeaxanthin had no overall effect on preventing AMD, but rather "the participants with low dietary intake of lutein and zeaxanthin at the start of the study, but who took an AREDS formulation with lutein and zeaxanthin during the study, were about 25 percent less likely to develop advanced AMD compared with participants with similar dietary intake who did not take lutein and zeaxanthin." In AREDS2, participants took one of four AREDS formulations: the original AREDS formulation, AREDS formulation with no beta-carotene, AREDS with low zinc, AREDS with no beta-carotene and low zinc. In addition, they took one of four additional supplement or combinations including lutein and zeaxanthin (10 mg and 2 mg), omega-3 fatty acids (1,000 mg), lutein/zeaxanthin and omega-3 fatty acids, or placebo. The study reported that there was no overall additional benefit from adding omega-3 fatty acids or lutein and zeaxanthin to the formulation. However, the study did find benefits in two subgroups of participants: those not given beta-carotene, and those who had little lutein and zeaxanthin in their diets. Removing beta-carotene did not curb the formulation's protective effect against developing advanced AMD, which was important given that high doses of beta-carotene had been linked to higher risk of lung cancers in smokers. It was recommended to replace beta-carotene with lutein and zeaxanthin in future formulations for these reasons. * Three subsequent meta-analyses of dietary lutein and zeaxanthin concluded that these carotenoids lower the risk of progression from early stage AMD to late stage AMD. * A 2017 Cochrane review of 19 studies from several countries, however, concluded that dietary supplements containing zeaxanthin and lutein have little to no influence on the progression of AMD. In general, there remains insufficient evidence to assess the effectiveness of dietary or supplemental zeaxanthin or lutein in treatment or prevention of early AMD.


Cataract research

There is preliminary epidemiological evidence that increasing lutein and zeaxanthin intake lowers the risk of
cataract A cataract is a cloudy area in the lens of the eye that leads to a decrease in vision. Cataracts often develop slowly and can affect one or both eyes. Symptoms may include faded colors, blurry or double vision, halos around light, trouble ...
development. Consumption of more than 2.4 mg of lutein/zeaxanthin daily from foods and supplements was significantly correlated with reduced incidence of nuclear lens opacities, as revealed from data collected during a 13- to 15-year period in one study. Two meta-analyses confirm a correlation between high diet content or high serum concentrations of lutein and zeaxanthin and a decrease in the risk of cataract. There is only one published clinical intervention trial testing for an effect of lutein and zeaxanthin supplementation on cataracts. The AREDS2 trial enrolled subjects at risk for progression to advanced age-related macular degeneration. Overall, the group getting lutein (10 mg) and zeaxanthin (2 mg) were NOT less likely to progress to needing cataract surgery. The authors speculated that there may be a cataract prevention benefit for people with low dietary intake of lutein and zeaxanthin, but recommended more research.


In diet

Lutein is a natural part of a human diet found in orange-yellow fruits and flowers, and in leafy vegetables. According to the NHANES 2013-2014 survey, adults in the United States consume on average 1.7 mg/day of lutein and zeaxanthin combined. NHANES 2013-2014 survey results, reported as What We Eat In America
/ref> No recommended dietary allowance currently exists for lutein. Some positive health effects have been seen at dietary intake levels of 6–10 mg/day. The only definitive side effect of excess lutein consumption is bronzing of the skin ( carotenodermia). As a food additive, lutein has the E number E161b (
INS number The International Numbering System for Food Additives (INS) is a European-based naming system for food additives, aimed at providing a short designation of what may be a lengthy actual name."Class Names and the International Numbering System for Fo ...
161b) and is extracted from the petals of African marigold (''
Tagetes erecta ''Tagetes erecta'', the Aztec marigold, Mexican marigold, big marigold, ''cempazúchitl'' or ''cempasúchil'', is a species of flowering plant in the genus ''Tagetes'' native to Mexico. Despite being native to the Americas, it is often called the ...
''). WHO/FAO Codex Alimentarius General Standard for Food Additives
/ref> It is approved for use in the EU and Australia and New Zealand. In the United States lutein may not be used as a food coloring for foods intended for human consumption, but can be added to animal feed and is allowed as a human dietary supplement often in combination with
zeaxanthin Zeaxanthin is one of the most common carotenoids in nature, and is used in the xanthophyll cycle. Synthesized in plants and some micro-organisms, it is the pigment that gives paprika (made from bell peppers), corn, saffron, goji ( wolfberries ...
. Example: lutein fed to chickens will show up in skin color and egg yolk color. Some foods contain relatively high amounts of lutein: USDA National Nutrient Database for Standard Reference, Release 23 (2010)


Safety

In humans, the Observed Safe Level (OSL) for lutein, based on a non-government organization evaluation, is 20 mg/day. Although much higher levels have been tested without adverse effects and may also be safe, the data for intakes above the OSL are not sufficient for a confident conclusion of long-term safety. Neither the U.S. Food and Drug Administration nor the
European Food Safety Authority The European Food Safety Authority (EFSA) is the agency of the European Union (EU) that provides independent scientific advice and communicates on existing and emerging risks associated with the food chain. EFSA was established in February 2002, ...
considers lutein an essential nutrient or has acted to set a tolerable upper intake level.


Commercial value

The lutein market is segmented into pharmaceutical, dietary supplement, food, pet food, and animal and fish feed. The pharmaceutical market for lutein is estimated to be about US$190 million, and the nutraceutical and food categories are estimated to be about US$110 million. Pet food and other animal applications for lutein are estimated at US$175 million annually. This includes chickens (usually in combination with other carotenoids), to get color in egg yolks, and fish farms to color the flesh closer to wild-caught color. In the dietary supplement industry, the major market for lutein is for products with claims of helping maintain eye health. Newer applications are emerging in oral and topical products for skin health. Skin health via orally consumed supplements is one of the fastest growing areas of the US$2 billion carotenoid market.FOD025C The Global Market for Carotenoids, BCC Research


See also

* Carotenoids *
List of phytochemicals in food While there is ample evidence to indicate the health benefits of diets rich in fruits, vegetables, legumes, whole grains and nuts, no specific food has been acknowledged by scientists and government regulatory authorities as providing a health bene ...


References


External links

{{Carotenoids Carotenoids Food antioxidants Dietary antioxidants Food colorings Secondary alcohols Cyclohexenes E-number additives