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Lutein

Yellow organic pigment created by plants

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Space-filling model of the lutein molecule, a compound used by plants to protect themselves from intense light]. Color code: Carbon, C: black Hydrogen, H: white Oxygen, O: red
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Through Spinach, Isomer and Stereoisomerism

Animals obtain lutein by ingesting plants. In the human retina, 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, 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 of lutein is (3R,3′R,6′R)-beta,epsilon-carotene-3,3′-diol. 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.

Lutein is present in plants as fatty-acid esters, with one or two fatty acids bound to the two hydroxyl groups. For this reason, saponification (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, like its sister compound zeaxanthin, has primarily been used in food and supplement manufacturing as a colorant due to its yellow-red color. Lutein absorbs blue light and therefore appears yellow at low concentrations and orange-red at high concentrations.

Many songbirds (like golden oriole, evening grosbeak, yellow warbler, common yellowthroat and Javan green magpies, but not American goldfinch or yellow canaries) deposit lutein obtained from the diet into growing tissues to color their feathers.

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