SYNTH & BIOL ACT OF TRANS RETINOL METABOLITE PRODUCE THRU NEW RETINOL METAB PATH

该子项目是利用NIH/NCRR资助的中心赠款提供的资源的许多研究子项目之一。子项目和研究者（PI）可能从另一个NIH来源获得主要资金，因此可以在其他CRISP条目中表示。所列机构为中心机构，不一定为研究者机构。视黄醇及其代谢产物参与许多生理过程，如生长、发育、生殖、细胞分化和视觉。用不含视黄醇和添加全反式维甲酸（atRA）的饲料喂养的大鼠无法繁殖。已经表明，在不晚于妊娠第10天的情况下需要视黄醇，以防止维生素A缺乏、补充atRA（VAD-RAS）的雌性大鼠中的胎儿吸收。对维生素A缺乏、补充维甲酸的大鼠孕10天的全反式视黄醇进行代谢研究，分离并鉴定了一种新的代谢物，即2-（羟甲基）-3-甲基-5-（2 '-氧代丙基）-2，5-二氢噻吩的异构体。在我们对该代谢物的生物学研究的继续中，我们合成了该代谢物的顺式和反式异构体。通过1H、1HCOSY二维谱和1HNOE差谱测定了这些最终异构体及其前体的结构，并与天然存在的异构体进行了比较。

This subproject is one of many research subprojects utilizing the resources provided by a Center grant funded by NIH/NCRR. The subproject and investigator (PI) may have received primary funding from another NIH source, and thus could be represented in other CRISP entries. The institution listed is for the Center, which is not necessarily the institution for the investigator. Retinol and its metabolites participate in many physiological processes, such as growth, development, reproduction, cellular differentiation, and vision. Rats fed with retinol-free and all-trans-retinoic acid (atRA)-supplemented diet fail to reproduce. It has been shown that retinol is required no later then day 10 of gestation in order to prevent fetal resorption in the vitamin A deficient, atRA-supplemented (VAD-RAS) female rats. Metabolic studies on all trans retinol in day 10 conceptuses of vitamin A deficient, retinoic acid supplemented rats led to the isolation and identification of a novel metabolite, the isomers of 2-(hydroxymethyl)-3-methyl-5-(2'-oxopropyl)-2,5-dihydrothiophene. In continuation of our biological studies of this metabolite, we synthesised the cis and trans isomers of the metabolite. Configurations of these final isomers as well as their precursors are to be determined by 1H, 1H COSY 2D spectra and 1H NOE difference spectroscopy to compare th e isomers with the naturally occuring ones.