Synthesis and Polymerase Chain Reaction Amplification of DNA Strands Containing an Unnatural Triazole Linkage

被引:92
作者
El-Sagheer, Afaf H. [1 ,2 ]
Brown, Tom [1 ]
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] Suez Canal Univ, Fac Petr & Min Engn, Dept Sci & Math, Suez, Egypt
关键词
LIGATION; ACID;
D O I
10.1021/ja8065896
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
DNA strands containing an unnatural T-triazole-T linkage have been synthesized by click DNA ligation between oligonucleoticles with T-AZT and 5'-propargylamido dT and amplified efficiently by polymerase chain reaction (PCR) using several different polymerases. DNA sequencing of PCR amplicons and clones in two different sequence contexts revealed the presence of a single thymidine at the ligation site. The remarkable ability of thermostable polymerases to reproducibly copy DNA templates containing such an unnatural backbone opens up intriguing possibilities in gene synthesis, genetic analysis, biology, and nanotechnology.
引用
收藏
页码:3958 / 3964
页数:7
相关论文
共 21 条
[1]   Signal amplification of padlock probes by rolling circle replication [J].
Banér, J ;
Nilsson, M ;
Mendel-Hartvig, M ;
Landegren, U .
NUCLEIC ACIDS RESEARCH, 1998, 26 (22) :5073-5078
[2]   Polytriazoles as copper(I)-stabilizing ligands in catalysis [J].
Chan, TR ;
Hilgraf, R ;
Sharpless, KB ;
Fokin, VV .
ORGANIC LETTERS, 2004, 6 (17) :2853-2855
[3]   Molecular breeding of polymerases for amplification of ancient DNA [J].
d'Abbadie, Marc ;
Hofreiter, Michael ;
Vaisman, Alexandra ;
Loakes, David ;
Gasparutto, Didier ;
Cadet, Jean ;
Woodgate, Roger ;
Paeaebo, Svante ;
Holliger, Philipp .
NATURE BIOTECHNOLOGY, 2007, 25 (08) :939-943
[4]   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
[5]   Triazole-linked analogue of deoxyribonucleic acid (TLDNA):: Design, synthesis, and double-strand formation with natural DNA [J].
Isobe, Hiroyuki ;
Fujino, Tomoko ;
Yamazaki, Naomi ;
Guillot-Nieckowski, Marine ;
Nakamura, Eiichi .
ORGANIC LETTERS, 2008, 10 (17) :3729-3732
[6]   A versatile toolbox for variable DNA functionalization at high density [J].
Jäger, S ;
Rasched, G ;
Kornreich-Leshem, H ;
Engeser, M ;
Thum, O ;
Famulok, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :15071-15082
[7]   Rapid and efficient DNA strand cross-linking by click chemistry [J].
Kocalka, Petr ;
El-Sagheer, Afaf H. ;
Brown, Tom .
CHEMBIOCHEM, 2008, 9 (08) :1280-1285
[8]   Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry [J].
Kumar, Ravindra ;
El-Sagheer, Afaf ;
Tumpane, John ;
Lincoln, Per ;
Wilhelmsson, L. Marcus ;
Brown, Tom .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (21) :6859-6864
[9]   Whole genome analysis of genetic alterations in small DNA samples using hyperbranched strand displacement amplification and array-CGH [J].
Lage, JM ;
Leamon, JH ;
Pejovic, T ;
Hamann, S ;
Lacey, M ;
Dillon, D ;
Segraves, R ;
Vossbrinck, B ;
González, A ;
Pinkel, D ;
Albertson, DG ;
Costa, J ;
Lizardi, PM .
GENOME RESEARCH, 2003, 13 (02) :294-307
[10]  
Langley GJ, 1999, RAPID COMMUN MASS SP, V13, P1717, DOI 10.1002/(SICI)1097-0231(19990915)13:17<1717::AID-RCM704>3.0.CO