New derivatization reagents for the resolution of amino acid enantiomers by high-performance liquid chromatography

New derivatization reagents for the resolution of amino acid enantiomers by high-performance liquid chromatography
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用于高效液相色谱拆分氨基酸对映体的新型衍生试剂

DOI:
10.1016/s0021-9673(00)85077-3
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发表时间:
1978
影响因子:
4.1
通讯作者:
T. Nambara
T. Nambara
中科院分区:
化学2区
文献类型:
--
作者:
J. Goto;M. Hasegawa;Setsuko Nakamura;K. Shimada;T. Nambara

文献摘要

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建立了一种将对映体胺转化为非对映异构体的新的衍生化方法,并用高效液相色谱进行拆分。合成了两种手性试剂(−)-a-甲氧基-a-甲基-1-萘乙酸和(−)-a-甲氧基-a-甲基-2-萘乙酸,并通过其(+)-α-甲基苄胺盐的分离结晶进行了光学拆分。用N,N‘-二环己基碳二亚胺法将氨基酸甲酯与(−)-a-甲氧基-a-甲基-1-萘乙酸制得的非对映异构体在正相柱上得到有效的拆分,并在紫外检测器上获得了令人满意的灵敏度。
A new derivatization procedure has been developed for converting enantiomeric amines into diastereomers for resolution by high-performance liquid chromatography. Two chiral reagents, (−)-a-methoxy-a-methyl-1-naphthaleneacetic acid and (−)-a-methoxy-a-methyl-2-naphthaleneacetic acid, were prepared and optically resolved by fractional crystallization of their (+)-a-methylbenzylamine salts. The diastereomeric amides formed from amino acid methyl esters and (−)-a-methoxy-a-mthyl-1-naphthaleneacetic acid by the N,N′-dicyclohexylcarbodiimide method were efficiently resolved on a normal-phase column and responded with satisfactory sensitivity in the ultraviolet detector.