3-Benzoylquinoxalinone as a photoaffinity labelling derivative with fluorogenic properties allowing reaction monitoring under "no-wash" conditions

被引：11

作者：

Cauwel, Madeleine ^{[1
]}

Guillou, Clement ^{[2
]}

Renault, Kevin ^{[1
]}

Schapman, Damien ^{[3
]}

Benard, Magalie ^{[3
]}

Galas, Ludovic ^{[3
]}

Cosette, Pascal ^{[2
]}

Renard, Pierre-Yves ^{[1
]}

Sabot, Cyrille ^{[1
]}

机构：

[1] Normandie Univ, CNRS, UNIROUEN, INSA Rouen,COBRA,UMR 6014, F-76000 Rouen, France

[2] Normandie Univ, PISSARO Prote Facil, INSA Rouen, PBS,IRIB,UNIROUEN,COBRA,CNRS,UMR 6014, F-76000 Rouen, France

[3] Normandie Univ, INSERM, UNIROUEN, PRIMACEN,Cell Imaging Platform Normandy,IRIB, F-76000 Rouen, France

来源：

CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 32期

关键词：

PHOTO-CROSS-LINKERS; DESIGN; CELL; CHEMISTRY; TARGET; CLICK;

D O I：

10.1039/d1cc01072g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described herein is a quinoxalinone-based photoaffinity probe with caged fluorescence properties. Upon visible blue LED irradiation (lambda(max) 450 nm), this photo-crosslinker is able to covalently capture proteins with concomitant fluorescence labelling. This process enables monitoring applications under "no wash" conditions.

引用

页码：3893 / 3896

页数：4

共 22 条

[1] Fluorogenic Photoaffinity Labeling of Proteins in Living Cells [J].

Ayele, Tewoderos M. ;

Knutson, Steve D. ;

Ellipilli, Satheesh ;

Hwang, Hyun ;

Heemstra, Jennifer M. .

BIOCONJUGATE CHEMISTRY, 2019, 30 (05) :1309-1313

[2] Affinity Labeling with 4-Azidophthalimide (AzPI): Relation between Labeling Rate and Fluorescence Intensity [J].

Chiba, Kosuke ;

Hashimoto, Yuichi ;

Yamaguchi, Takao .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2017, 65 (10) :994-996

[3] Specific fluorescence labeling of target proteins by using a ligand-4-azidophthalimide conjugate [J].

Chiba, Kosuke ;

Asanuma, Miwako ;

Ishikawa, Minoru ;

Hashimoto, Yuichi ;

Dodo, Kosuke ;

Sodeoka, Mikiko ;

Yamaguchi, Takao .

CHEMICAL COMMUNICATIONS, 2017, 53 (62) :8751-8754

[4] A Visible and Near-Infrared Light Activatable Diazocoumarin Probe for Fluorogenic Protein Labeling in Living Cells [J].

Dai, Sheng-Yao ;

Yang, Dan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (40) :17156-17166

[5] The Life of Pi Star: Exploring the Exciting and Forbidden Worlds of the Benzophenone Photophore [J].

Dorman, Gyorgy ;

Nakannura, Hiroyuki ;

Pulsipher, Abigail ;

Prestwich, Glenn D. .

CHEMICAL REVIEWS, 2016, 116 (24) :15284-15398

[6] Developments of bioorthogonal handle-containing photo-crosslinkers for photoaffinity labeling [J].

Guo, Haijun ;

Li, Zhengqiu .

MEDCHEMCOMM, 2017, 8 (08) :1585-1591

[7] Click and Fluoresce: A Bioorthogonally Activated Smart Probe for Wash-Free Fluorescent Labeling of Biomolecules [J].

Ji, Xingyue ;

Ji, Kaili ;

Chittavong, Vayou ;

Aghoghovbia, Robert E. ;

Zhu, Mengyuan ;

Wang, Binghe .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (03) :1471-1476

[8] A multifunctional bioconjugate module for versatile photoaffinity labeling and click chemistry of RNA [J].

Kellner, Stefanie ;

Seidu-Larry, Salifu ;

Burhenne, Juergen ;

Motorin, Yuri ;

Helm, Mark .

NUCLEIC ACIDS RESEARCH, 2011, 39 (16) :7348-7360

[9] Tetrazole Photoclick Chemistry: Reinvestigating Its Suitability as a Bioorthogonal Reaction and Potential Applications [J].

Li, Zhengqiu ;

Qian, Linghui ;

Li, Lin ;

Bernhammer, Jan C. ;

Huynh, Han Vinh ;

Lee, Jun-Seok ;

Yao, Shao Q. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (06) :2002-2006

[10] "Minimalist" Cyclopropene-Containing Photo-Cross-Linkers Suitable for Live-Cell Imaging and Affinity-Based Protein Labeling [J].

Li, Zhengqiu ;

Wang, Danyang ;

Li, Lin ;

Pan, Sijun ;

Na, Zhenkun ;

Tan, Chelsea Y. J. ;

Yao, Shao Q. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (28) :9990-9998

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