利用荧光手性试剂（S）—TBMB甲酸分析氨基糖的D—和L—构型

D、L型氨基糖经荧光手性试剂 (S) ( ) 2 叔丁基 2 甲基 苯并 1 ,3 二氧杂环戊烷 4 甲酸 (S) TBMB甲酸 ]标记、完全乙酰基化得到非对映的氨基糖完全乙酰基化N (S) TBMB羧酸衍生物。其1 HNMR图谱 ,特别是强的叔丁基及甲基信号峰被用于分析氨基糖的D、L构型。此外 ,还利用反相HPLC及同样的荧光标识方法创立了简便的高灵敏度氨基糖D、L构型分析方法。其全部分析操作时间在 2h内 ,检测极限为 0 .2 pmol

Determination of the D-and L-configurations of Amino Deoxy Sugars by ( S )-TBMB Carboxylic Acid, a Fluorescent Chiral Derivatization Reagent

D and L amino sugars were coupled with ( S ) TBMB ( S ) TBMB= ( S ) 2 tert butyl 2 methyl 1, 3 benzodioxole] carbonyl chloride, a fluoresent chiral reagent, followed by per O acetylation. The reactions yielded diastereomeric per O acetylated N (S ) TBMB carbonyl amino sugars. Their 1 HNMR signals, especially the strong singlet peaks of tert Bu and Me groups were diagnostic for the determination of the D , L configurations of amino sugar. Furthermore, a simple and highly sensitive method for the determination of the D , L configuration of amino deoxy sugars was developed based on the same fluorescent labeling method and reverse phase HPLC. The total time in analysis is less than two hours and the detection limit of the method is 0.2 picomolar.