Two different diastereomeric forms of sodium N-undecanoyl leucyl-leucinate (SULL) (both L,L and L,D) are used to examine the role of depth of penetration of chiral analytes into the micellar core of polymeric and monomeric surfactants on enantioselectivity. In this study, chiral separation of three binaphthyl derivatives, i.e. (+/-)-1,1'-bi-naphthyl-2,2'-diamine (BNA), (+/-)-1,1'-bi-2-naphthol (BOH), and (+/-)-1,1'-binaphthyl-2,2'-dihydrogen phosphate (BNP), are studied. Chromatographic results suggest that BNP interacts approximately the same with both the C- and N-terminal amino acid of poly SULL, while the preferential site of interaction of this analyte with the monomeric form of SULL (mono SULL) is at the C-terminal amino acid. This indicates that BNP enantiomers penetrate deeper into the micellar core of the poly SULL than that of the mono SULL. Varying the temperature resulted in a change in the depth of penetration of BNP into the micellar core of the poly SULL. However, the enantiomers of BNA and BOH always interact preferentially with the N-terminal amino acid of SULL surfactants (both polymer and monomer), independent of the temperatures studied.

中文翻译：

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联萘基衍生物进入十一碳烯基亮氨酰亮氨酸钠表面活性剂胶束核心的渗透深度。

N-十一烷酰基亮氨酰-亮氨酸钠（SULL）的两种不同的非对映异构形式（L，L和L，D）用于检查手性分析物渗透到聚合物和单体表面活性剂的胶束核中的深度对对映选择性的作用。在这项研究中，手性分离了三种联萘衍生物，即（+/-）-1,1'-联萘-2,2'-二胺（BNA），（+/-）-1,1'-联-研究了2-萘酚（BOH）和（+/-）-1,1'-联萘-2,2'-磷酸二氢酯（BNP）。色谱结果表明，BNP与聚SULL的C和N末端氨基酸相互作用大致相同，而此分析物与SULL单体形式（单SULL）相互作用的优先位点在C末端氨基酸。这表明BNP对映异构体比单SULL更深入地进入聚SULL的胶束核心。温度变化导致BNP进入poly SULL胶束核心的渗透深度改变。但是，BNA和BOH的对映体始终优先与SULL表面活性剂（聚合物和单体）的N末端氨基酸相互作用，而与所研究的温度无关。