A novel chiral stationary phase in HPLC: optical resolution of racemic amino compounds by (1-->6)-2,5-anhydro-3,4-di-O-ethyl-D-glucitol bound on silica gel.

A novel chiral stationary phase in HPLC: optical resolution of racemic amino compounds by (1-->6)-2,5-anhydro-3,4-di-O-ethyl-D-glucitol bound on silica gel.
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HPLC 中的新型手性固定相:通过 (1-->6)-2,5-脱水-3,4-二-O-乙基-D-葡萄糖醇结合在硅胶上光学拆分外消旋氨基化合物。

DOI:
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发表时间:
2000
期刊:
Enantiomer
影响因子:
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通讯作者:
T. Kakuchi
T. Kakuchi
中科院分区:
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文献类型:
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作者:
S. Umeda;T. Satoh;K. Saitoh;H. Kanai;M. Kamada;K. Yokota;T. Kakuchi

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[(1—>6)-2,5-无氢-3,4-二- o-乙基-d -葡萄糖醇]结合硅胶(CSP 4a),采用两步法合成,作为高效液相色谱的手性固定相。以aq. NaClO4 (pH 2)和aq. NaClO4 (pH 2)/CH3CN为洗脱剂,考察了CSP - 4a对外消旋物的手性识别能力。对于氨基酸和氨基酸甲酯的分离,先洗脱d -异构体。许多外消旋物的分离因子为1.1 ~ 1.4,分离因子为0.59 ~ 7.75。该固定相对手性碳上有大量取代基的化合物,如苯基甘氨酸和1-(1-萘基)乙胺具有较高的分辨能力。
[(1-->6)-2,5-Anhydro-3,4-di-O-ethyl-D-glucitol]-bound silica gel (CSP 4a), which was prepared by a two-step reaction, was used as a chiral stationary phase in high-performance liquid chromatography. The chiral recognition ability of the CSP 4a for racemates was examined using aq. NaClO4 (pH 2) and aq. NaClO4 (pH 2)/CH3CN as the eluents. For the resolution of amino acids and amino acid methyl esters, the D-isomers were eluted first. The separation factors of many of the racemates were 1.1-1.4, and the resolution factors were 0.59-7.75. This stationary phase showed a relatively high-resolving power toward compounds having a bulky substituent on the chiral carbon, such as phenylglycine and 1-(1-naphthyl)ethylamine.