化学
对映体
色谱法
洗脱
纤维素
特里斯
高效液相色谱法
己烷
圆二色性
手性柱色谱法
褪黑激素受体
硅胶
有机化学
立体化学
受体
生物化学
作者
Emmanuelle Belloli,Claude Vaccher,E. Fourmaintraux,Abdelhazim Guelzim,Jean‐Paul Bonte
摘要
In order to obtain milligram amounts of the enantiomers of two tetrahydronaphthalenic derivatives 1 and 2, to be tested for binding to the melatonin sites, preparative HPLC was set up with a mobile phase consisting of n-hexane-alcohol and a silica-based cellulose tris-3,5-dimethylphenylcarbamate (Chiralcel OD-H), or tris-methylbenzoate (Chiralcel OJ) using isocratic conditions and multiple repetitive injections. The preparative separation was optimized by adjusting the sample size from a scale-up of the analytical method. The purity obtained were sufficient for a first screen of their biochemical affinity. A reversal of the enantiomeric elution order by the change-over of the carbamate type phase (Chiralcel OD-H) towards the benzoate type phase (Chiralcel OJ) was observed. The optical rotation and the circular dichroism spectra of the single enantiomers were determined after separation and their absolute configuration.
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