将C_(18)柱与手性冠醚柱串联,建立了一种反相高效液相色谱法用于3种芳香族氨基酸对映体同时拆分的方法。考察了反相色谱流动相的组成、p H值、柱温、流速对对映体拆分的影响。实验结果表明,当流动相为HCl O_4-乙腈溶液(86∶14,V/V,p H 2...将C_(18)柱与手性冠醚柱串联,建立了一种反相高效液相色谱法用于3种芳香族氨基酸对映体同时拆分的方法。考察了反相色谱流动相的组成、p H值、柱温、流速对对映体拆分的影响。实验结果表明,当流动相为HCl O_4-乙腈溶液(86∶14,V/V,p H 2.0)、柱温20℃、流速0.4 m L/min时,3种氨基酸对映体可获得基线分离。进一步对比了C_(18)柱、冠醚手性柱和串联顺序不同的4种分离模式,结果表明,C_(18)柱不能拆分氨基酸对映体,仅能分离不同种类氨基酸;冠醚手性柱可分离氨基酸映体,但不同种类氨基酸色谱峰出现重叠;串联模式能实现3种氨基酸对映体的基线分离,实现双柱优势互补,而串联顺序对分离影响不大,仅影响色谱峰的峰形。展开更多
Three new chiral stationary phases (CSPs) for high-performance liquid chromatography were prepared from R-(3,3'-halogen substituted-1,1'-binaphthyl)-20-crown-6 (halogen=C1, Br and I ). The experimental results...Three new chiral stationary phases (CSPs) for high-performance liquid chromatography were prepared from R-(3,3'-halogen substituted-1,1'-binaphthyl)-20-crown-6 (halogen=C1, Br and I ). The experimental results showed that R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6 (CSP-1) possesses more prominent enantioselectivity than the two other halogen-substituted crown ether derivatives. All twenty-one a-amino acids have different degrees of sep- aration on R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6-based CSP-1 at room temperature. The enantioselectivity of CSP-1 is also better than those of some commercial R-(1, 1'-binaphthyl)-20-crown-6 derivatives. Both the separa- tion factors (a) and the resolution (Rs) are better than those of commercial crown ether-based CSPs [CROWNPAK CR(+) from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and va- line, which cannot be separated by commercial CR(+). This study proves the commercial usefulness of the R-(3,3'-dibromo- 1, 1'-binaphthyl)-20-crown-6 chiral stationary phase.展开更多
以R-联萘酚为原料,利用铃木反应改进合成了已有文献报道的R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6,并将其涂敷于C18硅胶(平均粒径5μm,孔径120)上制成了可用于高效液相色谱手性拆分的R-(3,3'-二苯基-1,1'-二萘基)-20-...以R-联萘酚为原料,利用铃木反应改进合成了已有文献报道的R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6,并将其涂敷于C18硅胶(平均粒径5μm,孔径120)上制成了可用于高效液相色谱手性拆分的R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6冠醚固定相(CSP).在以p H=2的高氯酸溶液为流动相,流速为0.1 m L·min-1,柱温为25℃的条件下,研究了R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6冠醚固定相(CSP)对13种α-氨基酸对映体的拆分能力,并将其拆分结果与商品CR(+)柱进行了对比.实验结果表明在此色谱条件下,有11种α-氨基酸对映体(苯甘氨酸、对羟基苯甘氨酸、蛋氨酸、酪氨酸、色氨酸、缬氨酸、亮氨酸、异亮氨酸、苯丙氨酸、谷氨酸、天冬氨酸)能得到不同程度的拆分,并且对其中6种α-氨基酸对映体的拆分效果要好于商品CR(+)柱.研究表明此冠醚手性固定相对α-氨基酸对映体有很好的手性识别能力,在对α-氨基酸对映体的拆分上能与商品CR(+)柱相媲美.展开更多
文摘将C_(18)柱与手性冠醚柱串联,建立了一种反相高效液相色谱法用于3种芳香族氨基酸对映体同时拆分的方法。考察了反相色谱流动相的组成、p H值、柱温、流速对对映体拆分的影响。实验结果表明,当流动相为HCl O_4-乙腈溶液(86∶14,V/V,p H 2.0)、柱温20℃、流速0.4 m L/min时,3种氨基酸对映体可获得基线分离。进一步对比了C_(18)柱、冠醚手性柱和串联顺序不同的4种分离模式,结果表明,C_(18)柱不能拆分氨基酸对映体,仅能分离不同种类氨基酸;冠醚手性柱可分离氨基酸映体,但不同种类氨基酸色谱峰出现重叠;串联模式能实现3种氨基酸对映体的基线分离,实现双柱优势互补,而串联顺序对分离影响不大,仅影响色谱峰的峰形。
基金This work was supported by the National Natural Science Foundation of China (Nos. 21675141, 21165022).
文摘Three new chiral stationary phases (CSPs) for high-performance liquid chromatography were prepared from R-(3,3'-halogen substituted-1,1'-binaphthyl)-20-crown-6 (halogen=C1, Br and I ). The experimental results showed that R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6 (CSP-1) possesses more prominent enantioselectivity than the two other halogen-substituted crown ether derivatives. All twenty-one a-amino acids have different degrees of sep- aration on R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6-based CSP-1 at room temperature. The enantioselectivity of CSP-1 is also better than those of some commercial R-(1, 1'-binaphthyl)-20-crown-6 derivatives. Both the separa- tion factors (a) and the resolution (Rs) are better than those of commercial crown ether-based CSPs [CROWNPAK CR(+) from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and va- line, which cannot be separated by commercial CR(+). This study proves the commercial usefulness of the R-(3,3'-dibromo- 1, 1'-binaphthyl)-20-crown-6 chiral stationary phase.
文摘以R-联萘酚为原料,利用铃木反应改进合成了已有文献报道的R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6,并将其涂敷于C18硅胶(平均粒径5μm,孔径120)上制成了可用于高效液相色谱手性拆分的R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6冠醚固定相(CSP).在以p H=2的高氯酸溶液为流动相,流速为0.1 m L·min-1,柱温为25℃的条件下,研究了R-(3,3'-二苯基-1,1'-二萘基)-20-冠-6冠醚固定相(CSP)对13种α-氨基酸对映体的拆分能力,并将其拆分结果与商品CR(+)柱进行了对比.实验结果表明在此色谱条件下,有11种α-氨基酸对映体(苯甘氨酸、对羟基苯甘氨酸、蛋氨酸、酪氨酸、色氨酸、缬氨酸、亮氨酸、异亮氨酸、苯丙氨酸、谷氨酸、天冬氨酸)能得到不同程度的拆分,并且对其中6种α-氨基酸对映体的拆分效果要好于商品CR(+)柱.研究表明此冠醚手性固定相对α-氨基酸对映体有很好的手性识别能力,在对α-氨基酸对映体的拆分上能与商品CR(+)柱相媲美.