三类脱氢松香基手性衍生试剂的合成及性能对比  

Synthesis,Chiral Derivation and Separation Efficacy Comparation of Three Novel Types of Dehydroabietyl Derivatives

作　　者：冯少波[1] 雷茜[1] 赵书林[1] 唐莅东[1] 谢建武[1] 王恒山[1] 

机构地区：[1]广西师范大学化学化工学院,广西桂林541004

出　　处：《广西师范大学学报（自然科学版）》2008年第2期56-59,共4页Journal of Guangxi Normal University:Natural Science Edition

基　　金：国家自然科学基金资助项目(20762001);广西林产化学品开发与应用重点实验室开放基金(GXFC08-05)

摘　　要：以脱氢松香酸和脱氢松香胺为起始物,合成了异硫腈酸酯类、酰氯类和琥珀酰亚胺酯类共4个针对胺类消旋体拆分的手性衍生试剂。对比研究了它们与消旋体的衍生性能及在毛细管电泳和高效液相色谱(HPLC)仪器条件下对氨基酸消旋体的拆分能力。结果表明:17.5℃下,以5 mmol/L十二烷基硫酸钠为表面活性剂,20%CH3CN为缓冲液(pH9.5),脱氢松香异硫腈酸酯(DHA-NCS)对D,L-半胱氨酸和D,L-丙氨酸衍生后通过毛细管电泳得到了较好的拆分;25℃下,以体积比为90∶10的甲醇-水溶液为流动相,流速为1 mL/min,50 mmol/L硼砂为缓冲液(pH 9.5),酰氯、琥珀酰亚胺酯类等目标化合物可与上述氨基酸进行衍生并在HPLC条件下达到基线分离。Starting from dehydroabietic acid and dehydroabietylamine, isothiocyante, acyl chloride and succinimide series including four compounds of chiral separation reagents for amino acid enantiomers were synthesized. The reactivity of the title compounds with amino acid enantiomers was studied. Then the separation efficacies were investigated by capillary electrophoretic analysis and HPLC. Optimal separation was obtained with a running buffer consisting of 5 mmol/L sodium dodecylsulfate （SDS） and 20% acetonitrile （pH 9.5） under 17.5 ℃ for dehydroabietylisothiocyante derivated with cysteine and alanine by capillary electrophoresis, and chromatographic condition was mobile phase consisting of 10% methanol,50 mmol/L sodium borate（pH 9.5） at a flow rate of 1 mL /min under 25 ℃ for acyl chloride and succinimide series. Good resolution of amino acid were achieved after derivated with the title compounds prepared.

关 键 词：脱氢松香酸 手性分离 毛细管电泳 HPLC 

分 类 号：O641[理学—物理化学]