手性α-氨基醇的对映选择性荧光传感

Enantioselective fluorescence sensing of chiral alpha-amino alcohols.

作者信息

Liu Shuanglong, Pestano John Paul C, Wolf Christian

机构信息

Department of Chemistry, Georgetown University, Washington, DC 20057, USA.

出版信息

J Org Chem. 2008 Jun 6;73(11):4267-70. doi: 10.1021/jo800506a. Epub 2008 May 3.

DOI:10.1021/jo800506a

PMID:18454551

Abstract

1,8-Bis(3-tert-butyl-9-acridyl)naphthalene N, N'-dioxide, 1, has been synthesized in five steps from 3-tert-butylaniline and 2-chlorobenzoic acid in 29% overall yield. This C 2-symmetric ligand forms a highly fluorescent scandium complex that can be used for enantioselective sensing of chiral amino alcohols. A fluorescence ligand displacement assay that allows accurate measurements of both the total amount and the enantiomeric excess of several amino alcohols at micromolar concentrations is reported.

摘要

1,8-双（3-叔丁基-9-吖啶基）萘 N,N'-二氧化物（1）已由3-叔丁基苯胺和2-氯苯甲酸经五步合成，总产率为29%。这种具有C2对称性的配体形成了一种高荧光钪配合物，可用于对映选择性传感手性氨基醇。本文报道了一种荧光配体置换测定法，该方法能够在微摩尔浓度下准确测量几种氨基醇的总量和对映体过量。