10118. Zeaxanthin
Nomenclature
Description and references
One of the most widespread carotenoid alcohols in nature. Occurs together and is isomeric with xanthophyll, q.v. It is the pigment of yellow corn Zea mays L., Gramineae. Isoln from yellow corn grits: Karrer et al., Helv. Chim. Acta 13, 268 (1930). Isoln by chromatography: Kuhn, Grundmann, Ber. 67, 596 (1934). Isoln from algae, bacteria: A. J. Aasen et al., Acta Chem. Scand. 26, 404 (1972). Isoln of dipalmitate from Physalis petal: Kuhn et al., Ber. 63, 1489 (1930). Does not possess vitamin A potency: Schumacher et al., Poult. Sci. 23, 529 (1944). Stereochemistry: Zechmeister, Chem. Rev. 34, 267 (1944). Abs config of natural zeaxanthin: T. E. de Ville et al., Chem. Commun. 1969, 1311; J. R. Hlubucek et al., J. Chem. Soc. Perkin Trans. 1 1974, 848. Total synthesis: Isler et al., Helv. Chim. Acta 39, 2041 (1956); 40, 456 (1957); Loeber et al., J. Chem. Soc. C 1971, 404; A. Rüttimann, H. Mayer, Helv. Chim. Acta 63, 1456 (1980); P. R. Ellis et al., ibid. 64, 1092 (1980); E. Widmer et al., ibid. 65, 944, 958 (1982). Sepn of configurational isomers by HPLC: A. Rüttimann et al., J. High Resolut. Chromatogr. Chromatogr. Commun. 6, 612 (1983). First isoln of enantiomeric and meso-zeaxanthin in nature: T. Maoka et al., Comp. Biochem. Physiol. 83B, 121 (1986). Mfg procedure: Isler et al., US 2917539 (1959 to Hoffmann-La Roche). Reviews: Zechmeister, Carotinoide (Berlin, 1934); Mayer, The Chemistry of Natural Coloring Matters (New York, 1943); Karrer, Jucker, Carotenoids (New York, 1950).
