Chemistry and biological applications of photo-labile organic molecules

被引:224
作者
Yu, Haitao [1 ]
Li, Jinbo [1 ]
Wu, Dongdong [1 ]
Qiu, Zhenjun [1 ]
Zhang, Yan [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Key Lab Analyt Chem Life Sci, Minist Educ China, Nanjing 210093, Peoples R China
基金
美国国家科学基金会;
关键词
PHOTOLABILE PROTECTING GROUPS; REGULATING GENE-EXPRESSION; SINGLE DENDRITIC SPINES; LONG-TERM POTENTIATION; PHOTOCHEMICAL PROPERTIES; 2-PHOTON EXCITATION; ZEBRAFISH EMBRYOS; USEFUL CHELATORS; CAGED GLUTAMATE; CROSS-SECTIONS;
D O I
10.1039/b901255a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photo-labile molecules have been widely used not only in organic synthesis but also in biological study. The chemistry of the typical photo-labile organic molecules, including their structure, mechanism underlying their photo-lability and strategies to integrate them with biomolecules, is reviewed to illustrate the structural basis for photo-activable caged compounds. Biological applications of representative photo-labile caged molecules were also illustrated for a general understanding on the important roles of caged compounds in dynamic biological studies. This tutorial review would provide an interdisciplinary overview on the important area of chemical biological study making use of photo-labile caged compounds.
引用
收藏
页码:464 / 473
页数:10
相关论文
共 51 条
[31]  
Morrison H.A., 1970, The chemistry of the Nitro and Nitroso Groups
[32]   Caged phosphopeptides reveal a temporal role for 14-3-3 in G1 arrest and S-phase checkpoint function [J].
Nguyen, A ;
Rothman, DM ;
Stehn, J ;
Imperiali, B ;
Yaffe, MB .
NATURE BIOTECHNOLOGY, 2004, 22 (08) :993-1000
[33]   cAMP oscillations and retinal activity are permissive for ephrin signaling during the establishment of the retinotopic map [J].
Nicol, Xavier ;
Voyatzis, Sylvie ;
Muzerelle, Aude ;
Narboux-Neme, Nicolas ;
Sudhof, Thomas C. ;
Miles, Richard ;
Gaspar, Patricia .
NATURE NEUROSCIENCE, 2007, 10 (03) :340-347
[34]   Photorelease of carboxylic acids from 1-acyl-7-nitroindolines in aqueous solution: Rapid and efficient photorelease of L-glutamate [J].
Papageorgiou, G ;
Ogden, DC ;
Barth, A ;
Corrie, JET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (27) :6503-6504
[35]   Photosensitive precursors to nitric oxide [J].
Pavlos, CM ;
Xu, H ;
Toscano, JP .
CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2005, 5 (07) :635-645
[36]   Photoremovable protecting groups: reaction mechanisms and applications [J].
Pelliccioli, AP ;
Wirz, J .
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2002, 1 (07) :441-458
[37]   Phototriggering of cell adhesion by caged cyclic RGD peptides [J].
Petersen, Svea ;
Alonso, Jose Maria ;
Specht, Alexandre ;
Duodu, Portia ;
Goeldner, Maurice ;
del Campo, Aranzazu .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) :3192-3195
[38]  
PILLAI VNR, 1980, SYNTHESIS-STUTTGART, P1
[39]   N-Nmoc-L-glutamate, a new caged glutamate with high chemical stability and low pre-photolysis activity [J].
Rossi, FM ;
Margulis, M ;
Tang, CM ;
Kao, JPY .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (52) :32933-32939
[40]   Deactivation behavior and excited-state properties of (coumarin-4-yl)methyl derivatives. 1. Photocleavage of (7-methoxycoumarin-4-yl)methyl-caged acids with fluorescence enhancement [J].
Schade, B ;
Hagen, V ;
Schmidt, R ;
Herbrich, R ;
Krause, E ;
Eckardt, T ;
Bendig, J .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (25) :9109-9117