Boronic acid-based sensors

被引:242
作者
Wang, W
Gao, XM
Wang, BH [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Box 8204, Raleigh, NC 27695 USA
[2] Novartis Res Fdn, Genom Inst, San Diego, CA 92121 USA
关键词
D O I
10.2174/1385272023373446
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
There has been a great deal of interest in recent years in using boronic acid as the recognition motif for the development of sensors. Because boronic acids can form tight and reversible complexes with diol compounds such as carbohydrates, the majority of the efforts, led by the Shinkai group, have been on the development of sensors for carbohydrates. Boronic acids are also known to selectively recognize fluoride among halides and other anions. Therefore, there have also been efforts in using boronic acid compounds for the development fluoride sensors. This paper reviews the progress in this field during the last five years.
引用
收藏
页码:1285 / 1317
页数:33
相关论文
共 123 条
[1]   Potent and selective inhibitors of the proteasome: Dipeptidyl boronic acids [J].
Adams, J ;
Behnke, M ;
Chen, SW ;
Cruickshank, AA ;
Dick, LR ;
Grenier, L ;
Klunder, JM ;
Ma, YT ;
Plamondon, L ;
Stein, RL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (04) :333-338
[2]  
Adhikiri Devi P., 1999, Tetrahedron Letters, V40, P7893, DOI 10.1016/S0040-4039(99)01646-9
[3]   Detection of total sugar concentration using photoinduced electron transfer materials: development of operationally stable, reusable optical sensors [J].
Appleton, B ;
Gibson, TD .
SENSORS AND ACTUATORS B-CHEMICAL, 2000, 65 (1-3) :302-304
[4]  
Arimori S, 2001, CHEM COMMUN, P1836, DOI 10.1039/b105994g
[5]   Sugar-sensing by chiral orientation of dimeric boronic-acid-appended porphyrins which show selectivity for glucose and xylose [J].
Arimori, S ;
Takeuchi, M ;
Shinkai, S .
CHEMISTRY LETTERS, 1996, (01) :77-78
[6]   Hydrogen bonding to active-site histidine in peptidyl boronic acid inhibitor complexes of chymotrypsin and subtilisin: Proton magnetic resonance assignments and H D fractionation [J].
Bao, DH ;
Huskey, WP ;
Kettner, CA ;
Jordan, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (19) :4684-4689
[7]   A fluorescent glucose sensor binding covalently to all five hydroxy groups of α-D-glucofuranose.: A reinvestigation [J].
Bielecki, M ;
Eggert, H ;
Norrild, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (03) :449-455
[8]   MOLECULAR FLUORESCENT SIGNALING WITH FLUOR SPACER RECEPTOR SYSTEMS - APPROACHES TO SENSING AND SWITCHING DEVICES VIA SUPRAMOLECULAR PHOTOPHYSICS [J].
BISSELL, RA ;
DE SILVA, AP ;
GUNARATNE, HQN ;
LYNCH, PLM ;
MAGUIRE, GEM ;
SANDANAYAKE, KRAS .
CHEMICAL SOCIETY REVIEWS, 1992, 21 (03) :187-195
[9]  
BOESEKEN J, 1949, ADV CARBOHYD CHEM, V4, P189
[10]   SOLUTION-PHASE CONFORMATIONAL STUDIES OF THE CYCLIC PEPTIDE RA-VII - LITHIUM-CHLORIDE PERTURBATION OF THE CONFORMATIONAL EQUILIBRIA [J].
BOGER, DL ;
PATANE, MA ;
ZHOU, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (28) :7357-7363