Diol Appended Quenchers for Fluorescein Boronic Acid

被引：25

作者：

Elfeky, Souad A. ^{[1
,2
]}

Flower, Stephen E. ^{[2
]}

Masumoto, Naoko ^{[2
]}

D'Hooge, Francois ^{[2
]}

Labarthe, Ludivine ^{[2
,3
]}

Chen, Wenbo ^{[1
]}

Len, Christophe ^{[4
]}

James, Tony D. ^{[2
]}

Fossey, John S. ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[3] Univ Poitiers, F-86022 Poitiers, France

[4] Univ Technol Compiegne, ESCOM EA 4297, F-60200 Compiegne, France

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2010年 / 5卷 / 03期

关键词：

boronic acid; fluorophore; nucleoside; quencher; receptor; NUCLEOSIDE ANALOGS; MONOSACCHARIDE DETECTION; SPECTROSCOPIC ANALYSIS; ENANTIOMERIC PURITY; SIMPLE PROTOCOLS; CHIRAL DIOLS; NMR ANALYSIS; SENSORS; 2'; 3'-DIDEHYDRO-2'; 3'-DIDEOXYNUCLEOSIDES; ELECTROPHORESIS;

D O I：

10.1002/asia.200900386

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Fluorescein isothiocyanate is treated with 3-aminophenylboronic acid to provide a fluorescently tagged boronic acid derivative which is used to assess Forster resonance energy transfer (FRET) quenching upon boronate ester formation with a series of bespoke diol appended quenchers. Fluorescence spectroscopy comparison of quenching efficiency between treatment of fluorescein and its boronic acid appended congener with quencher appended diol reveals boronate ester formation (covalently linked) to be the more efficient regime and from the panel of quenchers which also included nucleosides.

引用

页码：581 / 588

页数：8

共 35 条

[1] Boronic acid substituted viologen based optical sugar sensors: modulated quenching with viologen as a method for monosaccharide detection [J].

Camara, JN ;

Suri, JT ;

Cappuccio, FE ;

Wessling, RA ;

Singaram, B .

TETRAHEDRON LETTERS, 2002, 43 (07) :1139-1141

[2]

Cordes DB, 2006, T FLUOR SP, V11, P47

[3] Polymerisation resistant synthesis of methacrylamido phenylboronic acids [J].

D'Hooge, Francois ;

Rogalle, Damien ;

Thatcher, Michael J. ;

Perera, Semali P. ;

van den Elsen, Jean M. H. ;

Jenkins, A. Toby A. ;

James, Tony D. ;

Fossey, John S. .

POLYMER, 2008, 49 (16) :3362-3365

[4] High throughput measurement of duplex, triplex and quadruplex melting curves using molecular beacons and a LightCycler [J].

Darby, RAJ ;

Sollogoub, M ;

McKeen, C ;

Brown, L ;

Risitano, A ;

Brown, N ;

Barton, C ;

Brown, T ;

Fox, KR .

NUCLEIC ACIDS RESEARCH, 2002, 30 (09) :e39

[5] Synthesis, structural and photophysical evaluations of urea based fluorescent PET sensors for anions [J].

Dos Santos, Cidalia M. G. ;

Glynn, Mark ;

McCabe, Tomas ;

De Melo, J. Sergio Seixas ;

Burrows, Hugh D. ;

Gunnlaugsson, Thorfinnur .

SUPRAMOLECULAR CHEMISTRY, 2008, 20 (04) :407-418

[6] Synthesis of 2′,3′-cyclohexen bicyclic uridine analogues using ring-closure metathesis [J].

Drone, Jullien ;

Egorov, Maxim ;

Hatton, Wilfried ;

Bertrand, Marie-Jo ;

Len, Christophe ;

Lebreton, Jacques .

SYNLETT, 2006, (09) :1339-1342

[7] 1,3-dihydrobenzolclfuran nucleoside analogues:: Additional studies of the thymine derivative [J].

Egron, D ;

Périgaud, C ;

Gosselin, G ;

Aubertin, AM ;

Faraj, A ;

Sélouane, M ;

Postel, D ;

Len, C .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (24) :4473-4475

[8] A surface plasmon enhanced fluorescence sensor platform [J].

Elfeky, Souad A. ;

D'Hooge, Francois ;

Poncel, Lora ;

Chen, Wenbo ;

Perera, Semali P. ;

van den Elsen, Jean M. H. ;

James, Tony D. ;

Jenkins, A. Toby A. ;

Cameron, Petra J. ;

Fossey, John S. .

NEW JOURNAL OF CHEMISTRY, 2009, 33 (07) :1466-1469

[9] Nucleoside analogues with a novel glycone based on the benzo[c]furan core [J].

Ewing, DF ;

Fahmi, NE ;

Len, C ;

Mackenzie, G ;

Ronco, G ;

Villa, P ;

Shaw, G .

NUCLEOSIDES & NUCLEOTIDES, 1999, 18 (11-12) :2613-2630

[10] Facile separation of chiral 1,3-dihydrobenzo[c]furan derivatives using a D-xylose moiety as a protecting group [J].

Ewing, DF ;

Len, C ;

Mackenzie, G ;

Ronco, G ;

Villa, P .

TETRAHEDRON-ASYMMETRY, 2000, 11 (24) :4995-5002

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