A NIR BODIPY dye bearing 3,4,4a-trihydroxanthene moieties

被引：63

作者：

Jiang, Xin-Dong ^{[1
]}

Gao, Ruina ^{[1
]}

Yue, Yi ^{[1
]}

Sun, Guo-Tao ^{[2
]}

Zhao, Weili ^{[1
,3
]}

机构：

[1] Henan Univ, Minist Educ, Key Lab Special Funct Mat, Kaifeng 475004, Henan, Peoples R China

[2] Henan Univ, Sch Med, Inst Mol Med, Dept Biochem & Mol Biol, Kaifeng 475004, Henan, Peoples R China

[3] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 34期

基金：

中国国家自然科学基金;

关键词：

TUNABLE FLUORESCENT DYES; RESTRICTED AZA-BODIPY; HIGHLY FLUORESCENT; BRIGHT; ENERGY; TUMORS;

D O I：

10.1039/c2ob26218e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel 3,4,4a-trihydroxanthene-fused pyrrole 2 was synthesized by the reaction of 2,3,4,4a-tetrahydro-1H-xanthen-1-one with 3-phenyl-2H-azirine in the presence of LDA. Utilizing this pyrrole 2, a NIR BODIPY 1 (lambda(abs) = 732 nm, lambda(em) = 747 nm) has been prepared. The new BODIPY 1 was stable, non-cytotoxic, and suited to labeling living cells for imaging assay in the NIR region.

引用

页码：6861 / 6865

页数：5

共 51 条

[1] Singlet Oxygen Generation by Novel NIR BODIPY Dyes [J].

Awuah, Samuel G. ;

Polreis, Jason ;

Biradar, Vidya ;

You, Youngjae .

ORGANIC LETTERS, 2011, 13 (15) :3884-3887

[2] A new redox-tunable near-IR dye based on a trinuclear ruthenium(II) complex of hexahydroxytriphenylene [J].

Barthram, AM ;

Cleary, RL ;

Kowallick, R ;

Ward, MD .

CHEMICAL COMMUNICATIONS, 1998, (24) :2695-2696

[3] Receptor-targeted optical imaging of tumors with near-infrared fluorescent ligands [J].

Becker, A ;

Hessenius, C ;

Licha, K ;

Ebert, B ;

Sukowski, U ;

Semmler, W ;

Wiedenmann, B ;

Grötzinger, C .

NATURE BIOTECHNOLOGY, 2001, 19 (04) :327-331

[4]

Beer G, 2000, ANGEW CHEM INT EDIT, V39, P3252, DOI 10.1002/1521-3773(20000915)39:18<3252::AID-ANIE3252>3.3.CO

[5]

2-G

[6] Acceleration of the Morita-Baylis-Hillman Reaction by a Simple Mixed Catalyst System [J].

Bugarin, Alejandro ;

Connell, Brian T. .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (12) :4638-4641

[7] Energy transfer cassettes based on BODIPY® dyes [J].

Burghart, A ;

Thoresen, LH ;

Chen, J ;

Burgess, K ;

Bergström, F ;

Johansson, LBÅ .

CHEMICAL COMMUNICATIONS, 2000, (22) :2203-2204

[8] 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes modified for extended conjugation and restricted bond rotations [J].

Chen, J ;

Burghart, A ;

Derecskei-Kovacs, A ;

Burgess, K .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10) :2900-2906

[9] Through-space 13C-19F coupling can reveal conformations of modified BODIPY dyes [J].

Chen, J ;

Reibenspies, J ;

Derecskei-Kovacs, A ;

Burgess, K .

CHEMICAL COMMUNICATIONS, 1999, (24) :2501-2502

[10] Geometry Relaxation-Induced Large Stokes Shift in Red-Emitting Borondipyrromethenes (BODIPY) and Applications in Fluorescent Thiol Probes [J].

Chen, Yinghui ;

Zhao, Jianzhang ;

Guo, Huimin ;

Xie, Lijuan .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (05) :2192-2206

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