Literature DB >> 17389468

Identification of 3-methoxyzeaxanthin as a novel age-related carotenoid metabolite in the human macula.

Prakash Bhosale1, Da You Zhao, Bogdan Serban, Paul S Bernstein.   

Abstract

PURPOSE: The xanthophyll carotenoids lutein and zeaxanthin, along with their major metabolites, meso-zeaxanthin, and 3'-oxolutein, are highly concentrated in the human macula. In addition to these two metabolites, there are still others that have not yet been identified. A highly sensitive HPLC-mass spectral method was used to identify and quantify a new xanthophyll metabolite that increases with age.
METHODS: Maculae (4-mm diameter) from donor eyes free of ocular disease were procured from the local eye bank. The carotenoid extracts from each tissue sample were analyzed by HPLC coupled with an in-line single quadrupole mass spectrometer in a positive ion atmospheric pressure chemical ionization mode. The elution profile, visible absorption spectra and mass spectra were compared to synthetic standards to identify the ocular carotenoids and their metabolites.
RESULTS: Along with 3'-oxolutein and meso-zeaxanthin, a relatively nonpolar zeaxanthin derivative was identified, with m/z 582.5 and spectral properties similar to those of dietary zeaxanthin. This compound was identified as 3-methoxyzeaxanthin (3-MZ) based on elution profile, absorption spectra, and mass spectra in comparison to a synthetic standard. 3-MZ increased with age (P < 0.001) and was not detectable in peripheral retina or in nonretinal tissues.
CONCLUSIONS: Identification of 3-MZ in the macula of aged donors indicates that O-methylation of carotenoids is a potential biomarker for aging and age-related ocular disorders.

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Year:  2007        PMID: 17389468     DOI: 10.1167/iovs.06-1046

Source DB:  PubMed          Journal:  Invest Ophthalmol Vis Sci        ISSN: 0146-0404            Impact factor:   4.799


  12 in total

1.  Molecular diversity, metabolic transformation, and evolution of carotenoid feather pigments in cotingas (Aves: Cotingidae).

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2.  Macular pigment imaging in AREDS2 participants: an ancillary study of AREDS2 subjects enrolled at the Moran Eye Center.

Authors:  Paul S Bernstein; Faisal Ahmed; Aihua Liu; Susan Allman; Xiaoming Sheng; Mohsen Sharifzadeh; Igor Ermakov; Werner Gellermann
Journal:  Invest Ophthalmol Vis Sci       Date:  2012-09-14       Impact factor: 4.799

3.  Studies on the singlet oxygen scavenging mechanism of human macular pigment.

Authors:  Binxing Li; Faisal Ahmed; Paul S Bernstein
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Review 4.  The putative role of lutein and zeaxanthin as protective agents against age-related macular degeneration: promise of molecular genetics for guiding mechanistic and translational research in the field.

Authors:  John Paul SanGiovanni; Martha Neuringer
Journal:  Am J Clin Nutr       Date:  2012-10-10       Impact factor: 7.045

5.  Novel methoxy-carotenoids from the burgundy-colored plumage of the Pompadour Cotinga Xipholena punicea.

Authors:  Amy M LaFountain; Shanti Kaligotla; Shannon Cawley; Ken M Riedl; Steven J Schwartz; Harry A Frank; Richard O Prum
Journal:  Arch Biochem Biophys       Date:  2010-08-13       Impact factor: 4.013

6.  Bioavailability and metabolism of fucoxanthin in rats: structural characterization of metabolites by LC-MS (APCI).

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7.  Retinal carotenoids can attenuate formation of A2E in the retinal pigment epithelium.

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Journal:  Arch Biochem Biophys       Date:  2008-09-30       Impact factor: 4.013

Review 8.  Lutein, zeaxanthin, and meso-zeaxanthin: The basic and clinical science underlying carotenoid-based nutritional interventions against ocular disease.

Authors:  Paul S Bernstein; Binxing Li; Preejith P Vachali; Aruna Gorusupudi; Rajalekshmy Shyam; Bradley S Henriksen; John M Nolan
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9.  Identification and metabolic transformations of carotenoids in ocular tissues of the Japanese quail Coturnix japonica.

Authors:  Prakash Bhosale; Bogdan Serban; Da You Zhao; Paul S Bernstein
Journal:  Biochemistry       Date:  2007-07-14       Impact factor: 3.162

10.  Comparison of Antioxidant Properties of Dehydrolutein with Lutein and Zeaxanthin, and their Effects on Cultured Retinal Pigment Epithelial Cells.

Authors:  Małgorzata B Różanowska; Barbara Czuba-Pelech; John T Landrum; Bartosz Różanowski
Journal:  Antioxidants (Basel)       Date:  2021-05-10
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