Isolation and structural elucidation of the geometrical isomers of lutein and zeaxanthin in extracts from human plasma

Khachik, Frederick; Englert, Gerhard; Daitch, Charles E.; Beecher, Gary R.; Tonucci, Linda H.; Lusby, William R.

doi:10.1016/0378-4347(92)80314-g

Cited by 75 publications

(65 citation statements)

References 21 publications

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“…Arsenic non-exposed normal epidermis also contains small amount of 9-Z lutein, 9′-Z lutein, all-E zeaxanthin, 13-Z zeaxanthin, and 2′,3′-anhydrolutein. Similar isomers are detected in plasma (14).…”

Section: Discussionsupporting

confidence: 59%

“…The standard of all-E zeaxanthin was a gift from Square Pharmaceuticals Ltd. (Bangladesh). 3′-epilutein, 2′,3′-anhydrolutein, 9-Z lutein, 9′-Z lutein, 13-Z zeaxanthin, and beta-cryptoxanthin were purified (at least 2 mg of each individual compound) from patients' serum using column chromatography and HPLC, and finally identified by 1 H-and H-NMR data of individual isomer was confirmed using the data published by Khachik et al (14). All the standards were stored at −70°C in solvent free condition aerated with argon gas.…”

Section: Methodsmentioning

confidence: 99%

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All-E lutein and 3′-epilutein in the epidermis of chronic arsenic poisoning

Misbahuddin

Momin

Al‐Amin

2008

Clinical Toxicology

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Identification and quantification of carotenoids in the epidermis of nine patients of chronic arsenic poisoning were done using isocratic reverse phase high performance liquid chromatography (HPLC). The major carotenoids in all the skin biopsies were all-E lutein and 3′-epilutein. Small amount of 2′,3′-anhydrolutein, all-E zeaxanthin, and 13-Z zeaxanthin were also present in some of the biopsy samples. Alpha-carotene, beta-carotene, and lycopene were not detected in any sample. The mean (± SD) concentration of all-E lutein in the epidermis of healthy volunteers was 1.09 ± 0.26 microgram/g of wet tissue, whereas it was only 0.29 ± 0.10 microgram/g in the diffuse dark brown spots of chronic arsenic poisoning. In raindrop-shaped discoloration spots of skin the mean concentration of all-E lutein was 0.86 ± 0.29 microgram/g of wet tissue. The difference between the concentrations of all-E lutein in the epidermis of healthy volunteers versus patients was for the diffuse dark brown spots statistically significantly (p < 0.05) lower, while this was not significant for the raindropshaped discoloration spots. This study suggests that arsenic exposure reduces the number, as well as concentrations of, carotenoids in skin.

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Section: Discussionsupporting

confidence: 59%

Section: Methodsmentioning

confidence: 99%

All-E lutein and 3′-epilutein in the epidermis of chronic arsenic poisoning

Misbahuddin

Momin

Al‐Amin

2008

Clinical Toxicology

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“…(3R,3 H R,6 H R)-Lutein was isolated from marigold owers according to a published procedure (Khachik, Steck and Pfander, 1999b (Khachik et al, 1992a(Khachik et al, , 1997b. Geometrical isomers of lutein and zeaxanthin were prepared according to a published procedure (Khachik et al, 1992b). Lycopene was a gift from LycoRed Natural Products Industries (Beer Sheva, Israel).…”

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confidence: 99%

Identification and Quantitation of Carotenoids and their Metabolites in the Tissues of the Human Eye

Bernstein

Khachik

Carvalho

et al. 2001

Experimental Eye Research

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“…Despite the fact that there are up to 50 dietary carotenoids, and approximately 14 carotenoids in human serum, 1 only L and Z are selectively concentrated within the retina. 2 Much interest has focused on MP owing to its location and inherent properties in that it is concentrated in the area of the retina that is most susceptible to age-related degenerative change and it can act as both a chain-breaking antioxidant and short-wavelength light filter.…”

Section: Introductionmentioning

confidence: 99%

Heritability of the spatial distribution and peak density of macular pigment: a classical twin study

Hogg

Ong

Chamberlain

et al. 2012

Eye

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Purpose To elucidate the heritability of peak density and spatial width of macular pigment (MP) using a Classical Twin Study. Methods Fundus autofluorescence images were obtained at 488 nm from 86 subjects or 43 twin pairs (21 monozygotic (MZ) and 22 dizygotic (DZ)) (27 male, 59 female) aged from 55 to 76 years (mean 62.2 ± 5.3 years). The relative topographic distribution of MP was measured using a grey scale of intensity (0-255 units) in a 71 eccentricity around the fovea. Relative peak MP density (rPMPD) and relative spatial distribution of MP (rSDMP) were used as the main outcome measure in the statistical analysis. Results A significantly higher correlation was found within MZ pairs as compared with that within DZ pairs for rPMPD, (r ¼ 0.99, 95% confidence interval (95% CI) 0.93 to 1.00) and 0.22, 95% CI À 0.34 to 0.71), respectively, suggesting strong heritability of this trait. When rSDMP was compared, there was no significant difference between the correlations within MZ pairs (r ¼ 0.48, 95% CI À 0.02 to 0.83) and DZ pairs (r ¼ 0.63, 95% CI 0.32 to 0.83), thus rSDMP is unlikely to have a considerable heritable component. In addition, there was no difference between any MP parameter when normal maculae were compared with early age-related macular degeneration (AMD) (rPMPD 0.36 vs 0.34, t ¼ 1.18 P ¼ 0.243, rSDMP 1.75 vs 1.75, t ¼ 0.028 P ¼ 0.977). Conclusions rPMPD is a strongly heritable trait whereas rSDMP has minimal genetic influence and a greater influence by environmental factors. The presence of macular changes associated with early AMD did not appear to influence any of these pigment parameters.

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Isolation and structural elucidation of the geometrical isomers of lutein and zeaxanthin in extracts from human plasma

Cited by 75 publications

References 21 publications

All-E lutein and 3′-epilutein in the epidermis of chronic arsenic poisoning

All-E lutein and 3′-epilutein in the epidermis of chronic arsenic poisoning

Identification and Quantitation of Carotenoids and their Metabolites in the Tissues of the Human Eye

Heritability of the spatial distribution and peak density of macular pigment: a classical twin study

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