Unusual Regularity in GC Retention of Simple Amino Acid Derivatives.

I. Zenkevich, Nino G. Todua, A. Mikaia
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引用次数: 1

Abstract

Background Application of simple regularities and general principles along with direct use of reference gas chromatography retention index data for reliable structure determination of compounds can be enhanced by determination of new regularities that are specific to certain structural elements. Objective Revelation and interpretation of an anomaly in the elution order of alkyl esters of alkoxycarbonyl derivatives of glycine and alanine on standard and semi-standard non-polar phases. Method Preliminary derivatization of amino acids to alkyl esters of N-alkoxycarbonyl analogs and interpretation of their gas chromatographic characteristics. Results Alkyl esters of N-alkoxycarbonyl derivatives of alanine (Alkyl = C2H5, n- and iso-C3H7) elute prior to the same derivatives of glycine, despite the presence of an additional methyl group at C(2) in the molecule. Elution order is reversed for methyl esters of N-methoxycarbonyl derivatives. Conclusion It is established that the peculiar behavior of alkyl esters of N-alkoxycarbonyl derivatives of glycine and alanine agrees with the concepts of gas chromatography and the known retention index regularities of organic compounds. A decrease of retention index values is a result of an introduction of an additional methyl group to a carbon atom connected to two polar fragments in a molecule like CH2XY. The dependence of the difference of retention index values for homologs of the types of CH3-CHXY and CH2XY vs. the total mass of fragments (X + Y) is similar to those for other sub-groups of analytes.
简单氨基酸衍生物气相色谱保留的异常规律。
通过确定特定结构元素的新规律,可以增强对简单规律和一般原理的应用以及直接使用参考气相色谱保留指数数据进行可靠的化合物结构测定。目的探讨甘氨酸和丙氨酸烷氧羰基衍生物的烷基酯在标准和半标准非极性相上的异常洗脱顺序。方法将氨基酸初步衍生为n -烷氧羰基类似物的烷基酯,并分析其气相色谱特征。结果丙氨酸的n-烷氧羰基衍生物(烷基= C2H5, n-和iso-C3H7)的烷基酯比甘氨酸的相同衍生物更容易被洗脱,尽管在分子的C(2)处存在一个额外的甲基。n -甲氧羰基衍生物甲酯的洗脱顺序相反。结论甘氨酸和丙氨酸的n -烷氧羰基衍生物的烷基酯的特殊行为符合气相色谱的概念和已知的有机化合物的保留指数规律。在像CH2XY这样的分子中,与两个极性片段相连的碳原子上引入一个额外的甲基会导致保留指数值的降低。CH3-CHXY和CH2XY类型同源物的保留指标值差异与片段总质量(X + Y)的相关性与其他亚群分析物相似。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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