Stereospecificity of retinol saturase: absolute configuration, synthesis, and biological evaluation of dihydroretinoids.
نویسندگان
چکیده
Biological Evaluation of Dihydroretinoids Alexander R. Moise,*,† Marta Domı́nguez,‡ Susana Alvarez,‡ Rosana Alvarez,‡ Michael Schupp,§ Ana G. Cristancho,‡ Philip D. Kiser,† Angel R. de Lera,‡ Mitchell A. Lazar,§ and Krzysztof Palczewski† Department of Pharmacology, Case School of Medicine, Case Western ReserVe UniVersity, CleVeland, Ohio 44106-4965, Departamento de Quı́mica Orgánica, Facultad de Quı́mica, UniVersidade de Vigo, 36310 Vigo, Spain, and DiVision of Endocrinology, Diabetes, and Metabolism, Department of Medicine and Department of Genetics, and The Institute for Diabetes, Obesity, and Metabolism, UniVersity of PennsylVania School of Medicine, Philadelphia, PennsylVania 19104
منابع مشابه
Activation of retinoic acid receptors by dihydroretinoids.
Vitamin A-derived metabolites act as ligands for nuclear receptors controlling the expression of a number of genes. Stereospecific saturation of the C(13)-C(14) double bond of all-trans-retinol by the enzyme, retinol saturase (RetSat), leads to the production of (R)-all-trans-13,14-dihydroretinol. In liver and adipose tissue, expression of RetSat is controlled by peroxisome proliferator-activat...
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The enzyme retinol saturase (RetSat) catalyzes the saturation of all-trans-retinol to produce (R)-all-trans-13,14-dihydroretinol. As a peroxisome proliferator-activated receptor (PPAR) gamma target, RetSat was shown to be required for adipocyte differentiation in the 3T3-L1 cell culture model. To understand the mechanism involved in this putative proadipogenic effect of RetSat, we studied the c...
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Retinoids carry out essential functions in vertebrate development and vision. Many of the retinoid processing enzymes remain to be identified at the molecular level. To expand the knowledge of retinoid biochemistry in vertebrates, we studied the enzymes involved in plant metabolism of carotenoids, a related group of compounds. We identified a family of vertebrate enzymes that share significant ...
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Understanding of the stereospecificity of enzymatic reactions that regenerate the universal chromophore required to sustain vision in vertebrates, 11-cis-retinal, is needed for an accurate molecular model of retinoid transformations. In rod outer segments (ROS), the redox reaction involves all-trans-retinal and pro-S-NADPH that results in the production of pro-R-all-trans-retinol. A recently id...
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ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 130 4 شماره
صفحات -
تاریخ انتشار 2008