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：1992
卷号：38
期号：2
页码：111-115
DOI：10.3177/jnsv.38.111
出版社：Center for Academic Publications Japan
摘要：Racemic all- trans -3-hydroxyretinal (3-OH-RAL) ( 1 ) was converted by a reaction with (-)-camphanic acid chloride (CpCl) into a diastereomixture of camphanates ( 2a ) and ( 2b ) which was separated by preparative high-performance liquid chromatography (HPLC) to give two esters ( 2a ) and ( 2b ) in pure state, respectively. Saponification of ( 2a ) and ( 2b ) independently afforded optically active (3 S )- and (3 R )-3-OH-RALs ( 3a ) and ( 3b ), respectively, whose absolute structures were determined by circular dichroism (CD) spectra. Racemic 3-OH-RAL was separated to two peaks by HPLC using chiral column (ChiraSpher, Merck). Cochromatographywith authentic specimens ( 3a ) and ( 3b ) showed that the peak with ashort retention time corresponded to (3 R )-isomer and the other to (3 S ).
