Ortho green fluorescence protein synthetic chromophore; Excited-state intramolecular proton transfer via a seven-membered-ring hydrogen-bonding system

被引：189

作者：

Chen, Kew-Yu ^{[1
]}

Cheng, Yi-Ming ^{[1
]}

Lai, Cheng-Hsuan ^{[1
]}

Hsu, Cheng-Chih ^{[1
]}

Ho, Mei-Lin ^{[1
]}

Lee, Gene-Hsiang ^{[1
]}

Chou, Pi-Tai ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 15期

关键词：

D O I：

10.1021/ja070880i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A structural isomer of the core chromophore (p-HBDI) in green fluorescence protein, o-HBDI, is synthesized. o-HBDI possesses a seven-membered-ring hydrogen bond, from which the excited-state intramolecular proton transfer takes place, resulting in a remarkable tautomer emission of similar to 605 nm.

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页码：4534 / +

页数：3

相关论文

共 22 条

[1] Proton pathways in green fluorescence protein [J].

Agmon, N .

BIOPHYSICAL JOURNAL, 2005, 88 (04) :2452-2461

[2] ELECTRONIC-STRUCTURE CALCULATIONS ON WORKSTATION COMPUTERS - THE PROGRAM SYSTEM TURBOMOLE [J].

AHLRICHS, R ;

BAR, M ;

HASER, M ;

HORN, H ;

KOLMEL, C .

CHEMICAL PHYSICS LETTERS, 1989, 162 (03) :165-169

[3] Structural basis for dual excitation and photoisomerization of the Aequorea victoria green fluorescent protein [J].

Brejc, K ;

Sixma, TK ;

Kitts, PA ;

Kain, SR ;

Tsien, RY ;

Ormo, M ;

Remington, SJ .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (06) :2306-2311

[4] GREEN FLUORESCENT PROTEIN AS A MARKER FOR GENE-EXPRESSION [J].

CHALFIE, M ;

TU, Y ;

EUSKIRCHEN, G ;

WARD, WW ;

PRASHER, DC .

SCIENCE, 1994, 263 (5148) :802-805

[5] Solvatochromism of the green fluorescence protein chromophore and its derivatives [J].

Dong, Jian ;

Solntsev, Kyril M. ;

Tolbert, Laren M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (37) :12038-12039

[6] Deactivation mechanism of the green fluorescent chromophore [J].

Gepshtein, R ;

Huppert, D ;

Agmon, N .

JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (09) :4434-4442

[7] Isotopic labeling and normal-mode analysis of a model green fluorescent protein chromophore [J].

He, X ;

Bell, AF ;

Tonge, PJ .

JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (23) :6056-6066

[8] Synthesis and spectroscopic studies of model red fluorescent protein chromophores [J].

He, X ;

Bell, AF ;

Tonge, PJ .

ORGANIC LETTERS, 2002, 4 (09) :1523-1526

[9] Competition between energy and proton transfer in ultrafast excited-state dynamics of an oligomeric fluorescent protein red kaede [J].

Hosoi, Haruko ;

Mizuno, Hideaki ;

Miyawaki, Atsushi ;

Tahara, Tahei .

JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (45) :22853-22860

[10] Development and use of fluorescent protein markers in living cells [J].

Lippincott-Schwartz, J ;

Patterson, GH .

SCIENCE, 2003, 300 (5616) :87-91