Highly Enantioselective Recognition of Structurally Diverse α-Hydroxycarboxylic Acids using a Fluorescent Sensor

被引：113

作者：

Liu, Hai-Lin ^{[1
]}

Peng, Qian ^{[2
]}

Wu, Yun-Dong ^{[2
,4
]}

Chen, Di ^{[1
]}

Hou, Xue-Long ^{[1
,2
]}

Sabat, Michal ^{[3
]}

Pu, Lin ^{[3
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China

[3] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA

[4] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 03期

基金：

中国国家自然科学基金; 美国国家科学基金会;

关键词：

amino alcohols; enantioselectivity; fluorescence; alpha-hydroxycarboxylic acids; sensors; INDICATOR-DISPLACEMENT ASSAYS; ENANTIOMERIC EXCESS; CATALYSTS; MACROCYCLE; MOLECULES; DESIGN;

D O I：

10.1002/anie.200904889

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) The shining: Readily accessible BINOL amino alcohol (S)-I is a highly enantioselective fluorescent sensor for structurally diverse α-hydroxycarboxylic acids, and is the first highly enantioselective fluorescent sensor for the recognition of linear aliphatic α- hydroxycarboxylic acids and α-tertiary-hydroxycarboxylic acids. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：602 / 606

页数：5

共 79 条

[1] EMDee: An enzymatic method for determining enantiomeric excess
Abato, P
Seto, CT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (37) : 9206 - 9207
[2] Design of fluorescent materials for chemical sensing
Basabe-Desmonts, Lourdes
Reinhoudt, David N.
Crego-Calama, Mercedes
[J]. CHEMICAL SOCIETY REVIEWS, 2007, 36 (06) : 993 - 1017
[3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
BECKE, AD
[J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
[4] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR
BECKE, AD
[J]. PHYSICAL REVIEW A, 1988, 38 (06): : 3098 - 3100
[5] Optical biosensors
Borisov, Sergey M.
Wolfbeis, Otto S.
[J]. CHEMICAL REVIEWS, 2008, 108 (02) : 423 - 461
[6] Chiral mono boronic acid as fluorescent enantioselective sensor for mono α-hydroxyl carboxylic acids
Chi, Lina
Zhao, Jianzhang
James, Tony D.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (12) : 4684 - 4687
[7] Czarnik A. W., 1993, ACS Symposium Series, V538
[8] CHEMICAL SENSORS - BRIGHT SPIES FOR CHIRAL MOLECULES
DE SILVA, AP
[J]. NATURE, 1995, 374 (6520) : 310 - 311
[9] Signaling recognition events with fluorescent sensors and switches
de Silva, AP
Gunaratne, HQN
Gunnlaugsson, T
Huxley, AJM
McCoy, CP
Rademacher, JT
Rice, TE
[J]. CHEMICAL REVIEWS, 1997, 97 (05) : 1515 - 1566
[10] A highly enantioselective chiral Schiff-base fluorescent sensor for mandelic acid
Dhara, Koushik
Sarkar, Krishanu
Roy, Partha
Nandi, Mahasweta
Bhaumik, Asim
Banerjee, Pradyot
[J]. TETRAHEDRON, 2008, 64 (14) : 3153 - 3159

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