Structure and Dynamics of Triazole-Linked DNA: Biocompatibility Explained

被引:43
作者
Dallmann, Andre [1 ]
El-Sagheer, Afaf H. [2 ,3 ]
Dehmel, Lars [1 ]
Muegge, Clemens [1 ]
Griesinger, Christian [4 ]
Ernsting, Nikolaus P. [1 ]
Brown, Tom [2 ]
机构
[1] Univ Berlin, Dept Chem, D-12489 Berlin, Germany
[2] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[3] Suez Canal Univ, Fac Petr & Min Engn, Dept Sci & Math, Chem Branch, Suez 43721, Egypt
[4] Max Planck Inst Biophys Chem, Dept NMR Based Struct Biol, D-37077 Gottingen, Germany
关键词
DNA; DNA recognition; click chemistry; NMR spectroscopy; nucleic acids; IMINO PROTON-EXCHANGE; PCR AMPLIFICATION; TERMINAL ALKYNES; SINGLE-MOLECULE; CLICK CHEMISTRY; SIDE-CHAINS; FUNCTIONALIZATION; CYCLOADDITION; POLYMERASE; KINETICS;
D O I
10.1002/chem.201102979
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Blending in: A triazole-modified DNA duplex is perturbed in structure and dynamics, but this is delocalized over five base pairs. The conformation remains B-DNA and hydrogen bonds between the DNA phosphate oxygen and polymerases can be mimicked by the triazole nitrogen (see figure). The results explain the surprising biocompatibility of triazole-linked DNA. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:14714 / 14717
页数:4
相关论文
共 32 条
[1]   PCR AMPLIFICATION OF HIGHLY GC-RICH DNA-TEMPLATE AFTER DENATURATION BY NAOH [J].
AGARWAL, RK ;
PERL, A .
NUCLEIC ACIDS RESEARCH, 1993, 21 (22) :5283-5284
[2]  
Carell T, 2008, ANGEW CHEM, V120, P3491
[3]  
Dallmann A., 2010, ANGEW CHEM, V122, P6126
[4]   2-Aminopurine Incorporation Perturbs the Dynamics and Structure of DNA [J].
Dallmann, Andre ;
Dehmel, Lars ;
Peters, Torben ;
Muegge, Clemens ;
Griesinger, Christian ;
Tuma, Jennifer ;
Ernsting, Nikolaus P. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (34) :5989-5992
[5]   Biocompatible artificial DNA linker that is read through by DNA polymerases and is functional in Escherichia coli [J].
El-Sagheer, Afaf H. ;
Sanzone, A. Pia ;
Gao, Rachel ;
Tavassoli, Ali ;
Brown, Tom .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2011, 108 (28) :11338-11343
[6]   New strategy for the synthesis of chemically modified RNA constructs exemplified by hairpin and hammerhead ribozymes [J].
El-Sagheer, Afaf H. ;
Brown, Tom .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2010, 107 (35) :15329-15334
[7]   Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA [J].
Gierlich, Johannes ;
Burley, Glenn A. ;
Gramlich, Philipp M. E. ;
Hammond, David M. ;
Carell, Thomas .
ORGANIC LETTERS, 2006, 8 (17) :3639-3642
[8]   Click-click-click: Single to triple modification of DNA [J].
Gramlich, Philipp M. E. ;
Warncke, Simon ;
Gierlich, Johannes ;
Carell, Thomas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (18) :3442-3444
[9]  
Hammond D. M., 2007, ANGEW CHEM, V119, P4262
[10]   DNA photography: An ultrasensitive DNA-detection method based on photographic techniques [J].
Hammond, David M. ;
Manetto, Antonio ;
Gierlich, Johannes ;
Azov, Vladimir A. ;
Gramlich, Philipp M. E. ;
Burley, Glenn A. ;
Maul, Melanie ;
Carell, Thomas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (22) :4184-4187