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  • 标题:Phosphorylated Polyenols of Biochemical Interest: Cis-trans Stereoisomeric Retinylphosphates
  • 本地全文:下载
  • 作者:Kiyoshi TSUKIDA ; Kayoko SAIKI
  • 期刊名称:Journal of Nutritional Science and Vitaminology
  • 印刷版ISSN:0301-4800
  • 电子版ISSN:1881-7742
  • 出版年度:1982
  • 卷号:28
  • 期号:2
  • 页码:93-103
  • DOI:10.3177/jnsv.28.93
  • 出版社:Center for Academic Publications Japan
  • 摘要:All- trans biscyclohexylammonium retinylphosphate was synthesized using bis(triethylammonium)phosphate as the phosphate donor. It was shown to be pure from physico-chemical evidence including ultraviolet, infrared, 1H- and 13C-nuclear magnetic resonance and mass spectrometry. In contrast to previous reports, the synthesized product is quite stable toward alkaline hydrolysis. Direct or iodine-catalyzed photo-isomerization of the all- trans compound can produce the corresponding 13- cis isomer. Simultaneous quantification of cis-trans stereoisomeric retinylphosphates was demonstrated by ion-pairing reversed-phase liquid chromatography with an isocratic mobile phase consisting of aqueous methanol and with ultraviolet detection at 300 nm. The mobile phase also contains tetrabutylammoniumphosphate as the counter-ion. The feasibility and extent of stereoisomerization of all- trans retinylphosphate have been compared with those of carotenoidal and retinoidal polyenes.
  • 关键词:cis-trans isomerization;all-trans retinylphosphate;cis retinylphosphate;phosphorylation;phosphorylated polyenol;1H-NMR;13C-NMR;ion-pairing HPLC
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