Rapid and efficient DNA strand cross-linking by click chemistry

被引：69

作者：

Kocalka, Petr ^{[1
]}

El-Sagheer, Afaf H. ^{[1
]}

Brown, Tom ^{[1
]}

机构：

[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England

来源：

CHEMBIOCHEM | 2008年 / 9卷 / 08期

关键词：

click chemistry; cross-linking; CuAAC reaction; DNA;

D O I：

10.1002/cbic.200800006

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Click chemistry has been used to covolently cross-link complementary DNA strands between bases to form very stable duplexes. Several alkyne- and azide-modified uracil monomers were used to evaluate the effect of the linkers on the efficiency of the click reaction. All cross-linked duplexes had much higher thermal stabilities than non-cross-linked ones, with increases in melting temperature of up to 30 degrees C. In some cases, the conversion was near-quantitative, and the reaction was complete in 5 min.

引用

页码：1280 / 1285

页数：6

共 45 条

[1] Highly efficient sequence-specific DNA interstrand cross-linking by pyrrole/imidazole CPI conjugates [J].

Bando, T ;

Narita, A ;

Saito, I ;

Sugiyama, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (12) :3471-3485

[2] CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective [J].

Bock, VD ;

Hiemstra, H ;

van Maarseveen, JH .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) :51-68

[3] Microwave assisted "click" chemistry for the synthesis of multiple labeled-carbohydrate oligonucleotides on solid support [J].

Bouillon, Camille ;

Meyer, Albert ;

Vidal, Sebastien ;

Jochum, Anne ;

Chevolot, Yann ;

Cloarec, Jean-Pierre ;

Praly, Jean-Pierre ;

Vasseur, Jean-Jacques ;

Morvan, Francois .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (12) :4700-4702

[4] Directed DNA metallization [J].

Burley, GA ;

Gierlich, J ;

Mofid, MR ;

Nir, H ;

Tal, S ;

Eichen, Y ;

Carell, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (05) :1398-1399

[5] Polytriazoles as copper(I)-stabilizing ligands in catalysis [J].

Chan, TR ;

Hilgraf, R ;

Sharpless, KB ;

Fokin, VV .

ORGANIC LETTERS, 2004, 6 (17) :2853-2855

[6] Chemoselective covalent coupling of oligonucleotide probes to self-assembled monolayers [J].

Devaraj, NK ;

Miller, GP ;

Ebina, W ;

Kakaradov, B ;

Collman, JP ;

Kool, ET ;

Chidsey, CED .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (24) :8600-8601

[7] Multitasking by multivalent circular DNA aptamers [J].

Di Giusto, DA ;

Knox, SM ;

Lai, YC ;

Tyrelle, GD ;

Aung, MT ;

King, GC .

CHEMBIOCHEM, 2006, 7 (03) :535-544

[8] Photoswitchable molecular glue for DNA [J].

Dohno, Chikara ;

Uno, Shin-Nosuke ;

Nakatani, Kazuhiko .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :11898-+

[9] A very stable cyclic DNA miniduplex with just two base pairs [J].

El-Sagheer, Afaf H. ;

Kumar, Ravindra ;

Findlow, Stuart ;

Werner, Joern M. ;

Lane, Andrew N. ;

Brown, Tom .

CHEMBIOCHEM, 2008, 9 (01) :50-52

[10] Stabilization of parallel triplexes by twisted intercalating nucleic acids (TINAs) incorporating 1,2,3-triazole units and prepared by microwave-accelerated click chemistry [J].

Geci, Imrich ;

Filichev, Vyacheslav V. ;

Pedersen, Erik B. .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (22) :6379-6386

← 1 2 3 4 5 →