Selective Anion Sensing by Chiral Macrocyclic Receptors with Multiple Hydrogen-Bonding Sites

被引：49

作者：

Ema, Tadashi ^{[1
]}

Okuda, Keiichi ^{[1
]}

Watanabe, Sagiri ^{[1
]}

Yamasaki, Takayuki ^{[1
]}

Minami, Tsuyoshi ^{[2
,3
]}

Esipenko, Nina A. ^{[2
,3
]}

Anzenbacher, Pavel, Jr. ^{[2
,3
]}

机构：

[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biotechnol, Okayama 7008530, Japan

[2] Bowling Green State Univ, Dept Chem, Bowling Green, OH 43403 USA

[3] Bowling Green State Univ, Ctr Photochem Sci, Bowling Green, OH 43403 USA

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 05期

基金：

美国国家科学基金会;

关键词：

MOLECULAR RECOGNITION; AQUEOUS-MEDIA; FLUORIDE-ION; AMINO-ACIDS; SENSOR; BINDING; AMIDE; VERSATILE; THIOUREA; REAGENT;

D O I：

10.1021/ol403643d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral macrocycles featuring sulfonamide and/or amide groups as anion-binding sites were synthesized. X-ray crystal structures and DFT calculations have shown that they adopt different conformations that may lead to unique binding behavior. Indeed, various anions could be sensed by their colorimetric and/or fluorescence signal output. The chiral macrocycles showed chiral recognition for chiral anions. Furthermore, a multisensor array with two or four chiral receptors discriminated seven phosphate anions (AMP, ADP, ATP, CMP, GMP, Pi, and PPi) with 100% classification accuracy.

引用

页码：1302 / 1305

页数：4

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