A Highly Selective Pyrophosphate Sensor Based on ESIPT Turn-On in Water

被引：256

作者：

Chen, Wei-Hua ^{[1
,2
]}

Xing, Yu ^{[3
,4
]}

Pang, Yi ^{[1
,2
]}

机构：

[1] Univ Akron, Dept Chem, Akron, OH 44325 USA

[2] Univ Akron, Maurice Morton Inst Polymer Sci, Akron, OH 44325 USA

[3] Univ Calif Riverside, Inst Integrat Genome Biol, Riverside, CA 92521 USA

[4] Univ Calif Riverside, Dept Bot & Plant Sci, Riverside, CA 92521 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 06期

关键词：

FLUORESCENCE; PHOSPHATE;

D O I：

10.1021/ol200054w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrophosphate (PPi) is a biologically important target. A binuclear system 3 circle 2Zn is found to selectively recognize PPi, leading to a ratiometric fluorescent sensor at pH 7.4 in water. The binding event triggered a large fluorescence response (similar to 100 nm bathochromic shift) by turning on the excited state intramolecular proton transfer (ESIPT). Detection of PPi released from a PCR experiment indicated that this new probe could be a useful tool in bioanalytical applications.

引用

页码：1362 / 1365

页数：4

共 24 条

[1] Selective Anion Binding in Water with Use of a Zinc(II) Dipicolylamino Functionalized Diketopiperazine Scaffold [J].

Carolan, Jessica Veliscek ;

Butler, Stephen J. ;

Jolliffe, Katrina A. .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08) :2992-2996

[2] Efficient synthesis of 2-(2′-hydroxyphenyl)benzoxazole by palladium(II)-catalyzed oxidative cyclization [J].

Chen, Wei-Hua ;

Pang, Yi .

TETRAHEDRON LETTERS, 2009, 50 (48) :6680-6683

[3]

Conners K.A., 1987, BINDING CONSTANTS

[4]

Fabbrizzi L, 2002, ANGEW CHEM INT EDIT, V41, P3811, DOI 10.1002/1521-3773(20021018)41:20<3811::AID-ANIE3811>3.0.CO

[5]

2-W

[6] An Integrated System for DNA Sequencing by Synthesis Using Novel Nucleotide Analogues [J].

Guo, Jia ;

Yu, Lin ;

Turro, Nicholas J. ;

Ju, Jingyue .

ACCOUNTS OF CHEMICAL RESEARCH, 2010, 43 (04) :551-563

[7]

Heinonen J.K., 2001, Biological Role of Inorganic Pyrophosphate

[8] Tissue-nonspecific alkaline phosphatase and plasma cell membrane glycoprotein-1 are central antagonistic regulators of bone mineralization [J].

Hessle, L ;

Johnson, KA ;

Anderson, HC ;

Narisawa, S ;

Sali, A ;

Goding, JW ;

Terkeltaub, R ;

Millán, JL .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (14) :9445-9449

[9] Highly effective fluorescent and colorimetric sensors for pyrophosphate over H2PO4- in 100% aqueous solution [J].

Jang, YJ ;

Jun, EJ ;

Lee, YJ ;

Kim, YS ;

Kim, JS ;

Yoon, J .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (23) :9603-9606

[10] Polydiacetylene-Based Colorimetric Self-Assembled Vesicular Receptors for Biological Phosphate Ion Recognition [J].

Jose, D. Amilan ;

Stadlbauer, Stefan ;

Koenig, Burkhard .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (30) :7404-7412

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