Evangelista R A, Guttman A, Chen F T
Beckman Instruments Inc., Fullerton, CA 92634, USA.
Electrophoresis. 1996 Feb;17(2):347-51. doi: 10.1002/elps.1150170210.
The reductive amination of monosaccharides with 8-aminopyrene-1,3,6-trisulfonate (APTS) in seven different organic acids including the commonly used acetic acid was investigated by capillary electrophoresis (CE) with laser-induced fluorescence (LIF) detection. The correlation between the yields of the saccharide-APTS adducts and pKa of the organic acid catalyst is consistent with general acid catalysis of the rate-determining step of the reductive amination reaction. Derivatization in the presence of organic acids of higher strength than acetic acid produced substantially higher yields of APTS-sugar adducts, an effect which is more pronounced for N-acetylamino sugars. Optimum yields were obtained using citric acid as a catalyst. Conversion of a few nanomoles of neutral saccharides to the APTS derivatives is achieved at 75 degrees C in less than 60 min.
通过带有激光诱导荧光（LIF）检测的毛细管电泳（CE），研究了单糖与8-氨基芘-1,3,6-三磺酸盐（APTS）在包括常用乙酸在内的七种不同有机酸中的还原胺化反应。糖-APTS加合物的产率与有机酸催化剂的pKa之间的相关性与还原胺化反应速率决定步骤的一般酸催化作用一致。在比乙酸强度更高的有机酸存在下进行衍生化，可产生产量显著更高的APTS-糖加合物，对于N-乙酰氨基糖来说，这种效果更为明显。使用柠檬酸作为催化剂可获得最佳产率。在75摄氏度下不到60分钟就能将几纳摩尔的中性糖转化为APTS衍生物。
