Optimization of Aqueous Stability versus π-Conjugation in Tetracationic Bis(triarylborane) Chromophores: Applications in Live-Cell Fluorescence Imaging

被引：44

作者：

Griesbeck, Stefanie ^{[1
,2
]}

Ferger, Matthias ^{[1
,2
]}

Czernetzi, Corinna ^{[1
,2
]}

Wang, Chenguang ^{[3
]}

Bertermann, Ruediger ^{[1
,2
]}

Friedrich, Alexandra ^{[1
,2
]}

Haehnel, Martin ^{[1
,2
]}

Sieh, Daniel ^{[1
,2
]}

Taki, Masayasu ^{[3
]}

Yamaguchi, Shigehiro ^{[3
]}

Marder, Todd B. ^{[1
,2
]}

机构：

[1] Julius Maximilians Univ Wurzburg, Inst Anorgan Chem, D-97074 Wurzburg, Germany

[2] Julius Maximilians Univ Wurzburg, Inst Sustainable Chem & Catalysis Boron, D-97074 Wurzburg, Germany

[3] Nagoya Univ, Inst Transformat Biomol, Nagoya, Aichi, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 32期

关键词：

boranes; boron; fluorescence; imaging; luminescence; 3-COORDINATE ORGANOBORON COMPOUNDS; NONLINEAR-OPTICAL PROPERTIES; MOLECULAR-STRUCTURES; EXCITED-STATES; BORON; ELECTRON; DONOR; TRIARYLBORON; DERIVATIVES; QUADRUPOLAR;

D O I：

10.1002/chem.201900723

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stability of tetracationic triarylboranes in dilute aqueous solution was investigated by tuning the steric demand of the linker in a (para-(N,N,N-trimethylammonio)xylyl)(2)B-(linker)-B(para-(N,N,N-trimethylammonio)xylyl)(2) structure. With increasing steric bulk of the linker, namely 1,4-phenylene, 2,2 '''-(3,3 '''-dimethyl)-5,2 ':5 ',2 '':5 '',5 '''-quaterthiophene, 9,10-anthracenylene, and 4,4 '''-(5 '-(3,5-dimethylphenyl))(5 ''-(3 ''',5 '''-dimethylphenyl))-2 ',2 ''-bithiophene, the stability of the compounds increased. The anthracene-based chromophore, compound 3M is water-stable for at least 48 h, is nontoxic to cells and exhibits an exceedingly high fluorescence quantum yield of 0.86 in water making it an ideal candidate for confocal live-cell imaging of lysosomes.

引用

页码：7679 / 7688

页数：10

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