Phosphorylation state-responsive lanthanide peptide conjugates:: A luminescence switch based on reversible complex reorganization

被引：51

作者：

Tremblay, Matthew S. ^{[1
]}

Zhu, Qing ^{[1
]}

Marti, Angel A. ^{[1
]}

Dyer, Joanne ^{[1
]}

Halim, Marlin ^{[1
]}

Jockusch, Steffen ^{[1
]}

Turro, Nicholas J. ^{[1
]}

Sames, Dalibor ^{[1
]}

机构：

[1] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 13期

关键词：

D O I：

10.1021/ol060614u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A luminogenic probe for peptide dephosphorylation has been developed. It consists of a serine-/tyrosine-containing peptide modified on the N-terminus with a tryptophan residue and a DTPA chelate capable of binding Tb3+. We propose a mechanistic model for the luminescence enhancement based on the interconversion of monomeric and dimeric lanthanide species, which is affected by the phosphorylation state of the serine or tyrosine residue. The optical switch reports effectively on phosphatase-catalyzed dephosphorylation in vitro.

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页码：2723 / 2726

页数：4

相关论文

共 24 条

[1] Protein phosphorylation and signaling [J].

Ahn, N .

CHEMICAL REVIEWS, 2001, 101 (08) :2207-2207

[2] CRITICAL EVALUATION OF STABILITY CONSTANTS OF METAL COMPLEXES OF COMPLEXONES FOR BIOMEDICAL AND ENVIRONMENTAL APPLICATIONS (IUPAC Technical Report) [J].

Anderegg, Giorgio ;

Arnaud-Neu, Francoise ;

Delgado, Rita ;

Felcman, Judith ;

Popov, Konstantin .

PURE AND APPLIED CHEMISTRY, 2005, 77 (08) :1445-1495

[3]

[Anonymous], [No title captured]

[4]

BOWMAN BF, 1992, J BIOL CHEM, V267, P5346

[5] Biosensors of protein kinase action: from in vitro assays to living cells [J].

Chen, CA ;

Yell, RH ;

Yan, XW ;

Lawrence, DS .

BIOCHIMICA ET BIOPHYSICA ACTA-PROTEINS AND PROTEOMICS, 2004, 1697 (1-2) :39-51

[6] Design and synthesis of a fluorescent reporter of protein kinase activity [J].

Chen, CA ;

Yeh, RH ;

Lawrence, DS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (15) :3840-3841

[7] Design of optical switches as metabolic indicators: New fluorogenic probes for monoamine oxidases (MAO A and B) [J].

Chen, G ;

Yee, DJ ;

Gubernator, NG ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4544-4545

[8] pH Dependent self-assembly of dimetallic lanthanide complexes [J].

Faulkner, S ;

Burton-Pye, BP .

CHEMICAL COMMUNICATIONS, 2005, (02) :259-261

[9] Fluoromorphic substrates for fatty acid metabolism: Highly sensitive probes for mammalian medium-chain acyl-CoA dehydrogenase [J].

Froemming, MK ;

Sames, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (04) :637-642

[10] Responsive lanthanide luminescent cyclen complexes: from switching/sensing to supramolecular architectures [J].

Gunnlaugsson, T ;

Leonard, JP .

CHEMICAL COMMUNICATIONS, 2005, (25) :3114-3131