Enhanced Aqueous Suzuki-Miyaura Coupling Allows Site-Specific Polypeptide 18F-Labeling

被引：86

作者：

Gao, Zhanghua ^{[1
]}

Gouverneur, Veronique ^{[1
]}

Davis, Benjamin G. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 37期

基金：

英国工程与自然科学研究理事会; 英国生物技术与生命科学研究理事会;

关键词：

POSITRON-EMISSION-TOMOGRAPHY; PROSTHETIC GROUP; N-SUCCINIMIDYL; BORONIC ACID; PROTEIN; PET; PEPTIDES; CYCLOADDITION; CARRIER; CANCER;

D O I：

10.1021/ja4049114

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The excesses of reagents used in protein chemistry are often incompatible with the reduced or even inverse stoichiometries used for efficient radiolabeling. Analysis and screening of aqueous Pd(0) ligand systems has revealed the importance of a guanidine core and the discovery of 1,1-dimethylguanidine as an enhanced ligand for aqueous Suzuki-Miyaura cross-coupling. This novel Pd catalyst system has now allowed the labeling of small molecules, peptides, and proteins with the fluorine-18 prosthetic [F-18]4-fluorophenylboronic acid. These findings now enable site-specific protein F-18-labeling under biologically compatible conditions using a metal-triggered reaction.

引用

页码：13612 / 13615

页数：4

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