Fluorogenic probes for aldol reactions: tuning of fluorescence using π-conjugation systems

被引:8
作者
Katsuyama, Isamu [1 ]
Chouthaiwale, Pandurang V. [1 ]
Akama, Hiroyuki [1 ]
Cui, Hai-Lei [1 ]
Tanaka, Fujie [1 ]
机构
[1] Grad Univ, Okinawa Inst Sci & Technol, Chem & Chem Bioengn Unit, Onna, Okinawa 9040495, Japan
关键词
Aldol reaction; Retro-aldol reaction; Fluorogenic aldehyde; Fluorescence-based assay; PROGRESS; DESIGN; ENZYMES;
D O I
10.1016/j.tetlet.2013.10.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorogenic aldehydes or probes for monitoring of the progress of aldol reactions have been developed. Fluorescence of benzaldehydes conjugated with aryl groups via a double or triple bond and of their aldol products was evaluated in aqueous solutions. Based on the fluorescence, fluorogenic aldol reaction substrates and retro-aldol reaction substrates were identified. Use of the probe system with optimal fluorescence properties for aldol reactions was demonstrated in assays with purified protein catalysts and with overproduced crude protein catalysts in cell lysates. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:74 / 78
页数:5
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