Fluorescent enantioselective receptor for S-mandelate anion based on cholic acid

被引：29

作者：

Liu, Shun Ying

Law, Kin Yu

He, Yong Bing

Chan, Wing Hong ^{[1
]}

机构：

[1] Hong Kong Baptist Univ, Dept Chem, Hong Kong, Hong Kong, Peoples R China

[2] Hong Kong Baptist Univ, Cent Lab, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China

[3] Wuhan Univ, Dept Chem, Hubei, Peoples R China

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 45期

关键词：

cholic acid; mandelate; fluorescence; enantioselectivity;

D O I：

10.1016/j.tetlet.2006.09.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral fluorescent receptor 1 based on cholic acid was designed and synthesized. The enantioselective recognition ability of I to mandelate anion was studied by the fluorescence in CH3CN and a H-1 NMR spectroscopic method. The results indicate that I exhibited a good enantioselectivity to the enantiomer of the mandelate anion in CH3CN. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：7857 / 7860

页数：4

共 34 条

[1] Mandelate racemase in pieces: Effective concentrations of enzyme functional groups in the transition state [J].

Bearne, SL ;

Wolfenden, R .

BIOCHEMISTRY, 1997, 36 (07) :1646-1656

[2] AROMATIC ACID EXCRETION IN PHENYLKETONURIA . ANALYSIS OF UNCONJUGATED AROMATIC ACIDS DERIVED FROM PHENYLALANINE [J].

BLAU, K .

CLINICA CHIMICA ACTA, 1970, 27 (01) :5-&

[3] PEPTIDOSTEROIDAL RECEPTORS FOR OPIOID-PEPTIDES - SEQUENCE-SELECTIVE BINDING USING A SYNTHETIC RECEPTOR LIBRARY [J].

BOYCE, R ;

LI, G ;

NESTLER, HP ;

SUENAGA, T ;

STILL, WC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (17) :7955-7956

[4]

Bu''nau G. v., 1970, RANG DALESPHARMACOLO, V74, P1294, DOI [10.1002/bbpc.19700741223, DOI 10.1002/BBPC.19700741223]

[5] Sequence-selective peptide binding with a peptido-A,B-trans-steroidal receptor selected from an encoded combinatorial receptor library [J].

Cheng, YA ;

Suenaga, T ;

Still, WC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (07) :1813-1814

[6] Carbohydrate recognition: Enantioselective spirobifluorene diphosphonate receptors [J].

Das, G ;

Hamilton, AD .

TETRAHEDRON LETTERS, 1997, 38 (21) :3675-3678

[7] CHOLAPHANES ET-AL - STEROIDS AS STRUCTURAL COMPONENTS IN MOLECULAR ENGINEERING [J].

DAVIS, AP .

CHEMICAL SOCIETY REVIEWS, 1993, 22 (04) :243-253

[8] Steroids as organising elements in anion receptors [J].

Davis, AP ;

Joos, JB .

COORDINATION CHEMISTRY REVIEWS, 2003, 240 (1-2) :143-156

[9]

De Muynck H, 2000, ANGEW CHEM INT EDIT, V39, P145, DOI 10.1002/(SICI)1521-3773(20000103)39:1<145::AID-ANIE145>3.0.CO

[10]

2-J

← 1 2 3 4 →