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1
Stereospecificity of retinol saturase: absolute configuration, synthesis, and biological evaluation of dihydroretinoids.视黄醇饱和酶的立体特异性：二氢视黄醇类化合物的绝对构型、合成及生物学评价
J Am Chem Soc. 2008 Jan 30;130(4):1154-5. doi: 10.1021/ja710487q. Epub 2008 Jan 8.
2
Increased adiposity in the retinol saturase-knockout mouse.视黄醇饱和酶敲除小鼠的肥胖增加。
FASEB J. 2010 Apr;24(4):1261-70. doi: 10.1096/fj.09-147207. Epub 2009 Nov 25.
3
Specificity of zebrafish retinol saturase: formation of all-trans-13,14-dihydroretinol and all-trans-7,8- dihydroretinol.斑马鱼视黄醇饱和酶的特异性：全反式-13,14-二氢视黄醇和全反式-7,8-二氢视黄醇的形成。
Biochemistry. 2007 Feb 20;46(7):1811-20. doi: 10.1021/bi062147u. Epub 2007 Jan 25.
4
Identification of 5,6-epoxyretinoic acid as an endogenous retinol metabolite.鉴定5,6-环氧视黄酸为内源性视黄醇代谢产物。
J Biol Chem. 1982 Feb 25;257(4):1730-5.
5
Retinol Saturase: More than the Name Suggests.视黄醇饱和酶：不止是名字那么简单。
Trends Pharmacol Sci. 2020 Jun;41(6):418-427. doi: 10.1016/j.tips.2020.03.007. Epub 2020 Apr 25.
6
Retinol metabolism in the mollusk Osilinus lineatus indicates an ancient origin for retinyl ester storage capacity.软体动物纹沼螺的视黄醇代谢表明视黄酯储存能力的古老起源。
PLoS One. 2012;7(4):e35138. doi: 10.1371/journal.pone.0035138. Epub 2012 Apr 6.
7
A simple and robust quantitative analysis of retinol and retinyl palmitate using a liquid chromatographic isocratic method.采用液相色谱等度法对视黄醇和视黄醇棕榈酸酯进行简单、稳健的定量分析。
J Food Drug Anal. 2018 Apr;26(2):504-511. doi: 10.1016/j.jfda.2017.07.002. Epub 2017 Jul 25.
8
Crystallographic studies on complexes between retinoids and plasma retinol-binding protein.视黄醇与血浆视黄醇结合蛋白复合物的晶体学研究。
J Biol Chem. 1994 Nov 25;269(47):29613-20.
9
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.新型杂合类视黄醇衍生物视黄醇视黄酸酯的合成及其体外生物活性
Bioorg Med Chem. 2008 Jun 15;16(12):6387-93. doi: 10.1016/j.bmc.2008.05.005. Epub 2008 May 6.
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All-trans-retinyl esters are the substrates for isomerization in the vertebrate visual cycle.全反式视黄酯是脊椎动物视觉循环中异构化反应的底物。
Biochemistry. 2003 May 20;42(19):5809-18. doi: 10.1021/bi0341004.

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1
Stereoselective Synthesis of ()-all--13,14-Dihydroretinol and -Retinoic Acid.（）-全反式-13,14-二氢视黄醇和视黄酸的立体选择性合成
J Org Chem. 2025 Mar 7;90(9):3512-3518. doi: 10.1021/acs.joc.4c03173. Epub 2025 Feb 20.
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Retinoids Promote Mouse Bone Marrow-Derived Macrophage Differentiation and Efferocytosis via Upregulating Bone Morphogenetic Protein-2 and Smad3.类视黄醇通过上调骨形态发生蛋白-2 和 Smad3 促进小鼠骨髓来源的巨噬细胞分化和吞噬作用。
Cells. 2022 Sep 19;11(18):2928. doi: 10.3390/cells11182928.
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Carotenoid modifying enzymes in metazoans.后生动物中的类胡萝卜素修饰酶。
Methods Enzymol. 2022;674:405-445. doi: 10.1016/bs.mie.2022.05.005. Epub 2022 Jun 22.
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Regenerating Skeletal Muscle Compensates for the Impaired Macrophage Functions Leading to Normal Muscle Repair in Retinol Saturase Null Mice.视黄醇饱和酶缺失小鼠再生骨骼肌可补偿受损巨噬细胞功能，从而实现正常的肌肉修复。
Cells. 2022 Apr 13;11(8):1333. doi: 10.3390/cells11081333.
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Mechanisms of Feedback Regulation of Vitamin A Metabolism.维生素 A 代谢的反馈调节机制。
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Vitamin A5/X, a New Food to Lipid Hormone Concept for a Nutritional Ligand to Control RXR-Mediated Signaling.维生素 A5/X：一种新型脂质激素食物概念，作为控制 RXR 介导信号的营养配体
Nutrients. 2021 Mar 12;13(3):925. doi: 10.3390/nu13030925.
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Identifying vitamin A signaling by visualizing gene and protein activity, and by quantification of vitamin A metabolites.通过可视化基因和蛋白质活性以及定量维生素A代谢物来识别维生素A信号传导。
Methods Enzymol. 2020;637:367-418. doi: 10.1016/bs.mie.2020.03.011. Epub 2020 Apr 21.
8
Retinol Saturase Knock-Out Mice are Characterized by Impaired Clearance of Apoptotic Cells and Develop Mild Autoimmunity.视黄醇饱和酶敲除小鼠的特征是清除凋亡细胞受损，并发展出轻度自身免疫。
Biomolecules. 2019 Nov 13;9(11):737. doi: 10.3390/biom9110737.
9
Modulation of retinoid signaling: therapeutic opportunities in organ fibrosis and repair.视黄酸信号转导的调控：在器官纤维化和修复中的治疗机会。
Pharmacol Ther. 2020 Jan;205:107415. doi: 10.1016/j.pharmthera.2019.107415. Epub 2019 Oct 16.
10
Retinol saturase modulates lipid metabolism and the production of reactive oxygen species.视黄醇饱和酶调节脂质代谢和活性氧的产生。
Arch Biochem Biophys. 2017 Nov 1;633:93-102. doi: 10.1016/j.abb.2017.09.009. Epub 2017 Sep 18.

本文引用的文献

1
Specificity of zebrafish retinol saturase: formation of all-trans-13,14-dihydroretinol and all-trans-7,8- dihydroretinol.斑马鱼视黄醇饱和酶的特异性：全反式-13,14-二氢视黄醇和全反式-7,8-二氢视黄醇的形成。
Biochemistry. 2007 Feb 20;46(7):1811-20. doi: 10.1021/bi062147u. Epub 2007 Jan 25.
2
Metabolism and transactivation activity of 13,14-dihydroretinoic acid.13,14-二氢视黄酸的代谢与反式激活活性
J Biol Chem. 2005 Jul 29;280(30):27815-25. doi: 10.1074/jbc.M503520200. Epub 2005 May 23.
3
Identification of all-trans-retinol:all-trans-13,14-dihydroretinol saturase.全反式视黄醇：全反式-13,14-二氢视黄醇饱和酶的鉴定。
J Biol Chem. 2004 Nov 26;279(48):50230-42. doi: 10.1074/jbc.M409130200. Epub 2004 Sep 9.
4
Vitamin A and the regulation of fat reserves.维生素A与脂肪储备的调节
Cell Mol Life Sci. 2003 Jul;60(7):1311-21. doi: 10.1007/s00018-003-2290-x.
5
Enantiomer discrimination illustrated by high-resolution crystal structures of the human nuclear receptor hRARgamma.人核受体hRARγ的高分辨率晶体结构所示的对映体鉴别
Proc Natl Acad Sci U S A. 2000 Jun 6;97(12):6322-7. doi: 10.1073/pnas.97.12.6322.
6
Identification of highly potent retinoic acid receptor alpha-selective antagonists.高效视黄酸受体α选择性拮抗剂的鉴定。
J Med Chem. 1997 Aug 1;40(16):2445-51. doi: 10.1021/jm9703911.
7
Distinct stages in adipogenesis revealed by retinoid inhibition of differentiation after induction of PPARgamma.在诱导PPARγ后，通过类视黄醇抑制分化揭示脂肪生成的不同阶段。
Mol Cell Biol. 1996 Apr;16(4):1567-75. doi: 10.1128/MCB.16.4.1567.
8
Characterization of synthetic retinoids with selectivity for retinoic acid or retinoid X nuclear receptors.
Biochim Biophys Acta. 1996 Mar 15;1289(2):298-304. doi: 10.1016/0304-4165(95)00179-4.
9
Induction of Rev-ErbA alpha, an orphan receptor encoded on the opposite strand of the alpha-thyroid hormone receptor gene, during adipocyte differentiation.在脂肪细胞分化过程中诱导Rev-ErbAα，一种由α-甲状腺激素受体基因相反链编码的孤儿受体。
J Biol Chem. 1993 Aug 5;268(22):16265-9.
10
Regional differences in retinoid release from embryonic neural tissue detected by an in vitro reporter assay.通过体外报告基因检测法检测到的胚胎神经组织中类视黄醇释放的区域差异。
Development. 1992 Sep;116(1):55-66. doi: 10.1242/dev.116.1.55.

Stereospecificity of retinol saturase: absolute configuration, synthesis, and biological evaluation of dihydroretinoids.

作者信息

Moise Alexander R, Domínguez Marta, Alvarez Susana, Alvarez Rosana, Schupp Michael, Cristancho Ana G, Kiser Philip D, de Lera Angel R, Lazar Mitchell A, Palczewski Krzysztof

机构信息

Department of Pharmacology, Case School of Medicine, Case Western Reserve University, Cleveland, Ohio 44106-4965, USA.

出版信息

J Am Chem Soc. 2008 Jan 30;130(4):1154-5. doi: 10.1021/ja710487q. Epub 2008 Jan 8.

DOI:10.1021/ja710487q
PMID:18179220
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2621334/
Abstract
摘要