Solution-phase synthesis and evaluation of tetraproline chiral stationary phases.

Solution-phase synthesis and evaluation of tetraproline chiral stationary phases.
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四脯氨酸手性固定相的溶液相合成和评估。

DOI:
10.1002/chir.22001
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发表时间:
2012
期刊:
影响因子:
2
通讯作者:
Li,Tingyu
Li,Tingyu
中科院分区:
化学4区
文献类型:
--
作者:
Dai,Zhi;Ye,Guozhong;PittmanJr,CharlesU;Li,Tingyu

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A protocol was developed for the solution‐phase synthesis of multigram amounts of two 9‐fluorenylmethoxycarbonyl (Fmoc)‐protected tetraproline peptides. These tetraproline peptides were then attached to amino derivatized silica gel. The replacement of the Fmoc group with the trimethylacetyl group lead to two tetraproline chiral stationary phases (CSPs). A comparison of the chromatographic behavior of these two solution‐phase‐synthesized tetraproline CSPs with that prepared by stepwise solid‐phase synthesis revealed that all three had similar chromatographic performance for resolving 53 model analytes. This suggests that the solution‐phase synthesis of oligoprolines, which allows for the specific benefits of good batch reproducibility, selector homogeneity, and possibly low cost, is a feasible alternative to the solid‐phase synthesis of oligoproline CSPs. Chirality, 2012. © 2012 Wiley Periodicals, Inc.
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