Synthesis of 5-[3,6-di(pyridin-2-yl)pyridazine-4-yl]-2′-deoxyuridine-5′-O-triphosphate-a potential probe for fluorescence detection and imaging DNA

被引：10

作者：

Kore, Anilkumar R. ^{[1
]}

Yang, Bo ^{[1
]}

Srinivasan, Balasubramanian ^{[1
]}

机构：

[1] Thermo Fisher Sci, Life Sci Solut Grp, Austin, TX 78744 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 06期

关键词：

Phosphorylation; Diels-Alder reaction; One-pot methodology; Nucleoside triphosphate; Fluorescence detection; POT CHEMICAL-SYNTHESIS; EFFICIENT SYNTHESIS; TETRAZINE LIGATION; STEM-CELLS; 5-IODOURIDINE-5'-TRIPHOSPHATES; BIOCONJUGATION; SELECTIVITY; CHEMISTRY; CONCISE; FACILE;

D O I：

10.1016/j.tetlet.2014.12.100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient synthesis of 5-[3,6-di(pyridin-2-yl)pyridazine-4-yl]-2'-deoxyuridine-5'-O-triphosphate, a potential substrate for fluorescence detection and imaging of DNA is reported. Inverse electron demand Diels-Alder (invDA) reaction between the electron-rich 5-vinyl-2'-deoxyuridine-5'-O-triphosphate and electron-deficient tetrazine dienophile 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine resulted in the formation of 5-[3,6-di(pyridin-2-yl)pyridazine-4-yl]-2'-deoxyuridine-5'-O-triphosphate in 80% yield. This class of molecules will find applications in polymerase chain reactions for fluorescence detection and imaging applications of cellular DNA. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：808 / 811

页数：4

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