A metal-mediated base pair that discriminates between the canonical pyrimidine nucleobases.
作者： Biswarup Jash , Philipp Scharf , Nikolas Sandmann , Célia Fonseca Guerra , Dominik A. Megger
DOI: 10.1039/C6SC03482A
关键词: Base pair 、 Cytosine 、 Genetics 、 Nucleic acid analogue 、 Thymine 、 Stereochemistry 、 Hoogsteen base pair 、 Molecular beacon 、 Nucleobase 、 Chemistry 、 Pyrimidine
摘要: A nucleoside analogue comprising the ligand 1H-imidazo[4,5-f][1,10]phenanthroline (P) was applied to develop a molecular beacon capable of discriminating canonical nucleobases cytosine and thymine. The is based on formation stable Ag+-mediated base pair between P cytosine, whereas presence Ag+ strongly destabilizes nucleic acids an artificial Metal-mediated investigated by temperature-dependent UV spectroscopy CD complemented extensive DFT calculations. significantly extends application spectrum with metal-mediated pairs. It potential use in detection single-nucleotide polymorphisms.
rsc.org
narcis.nl参考文章(57)
Jeanette J. McCarthy, Rolf Hilfiker, The use of single-nucleotide polymorphism maps in pharmacogenomics Nature Biotechnology. ,vol. 18, pp. 505- 508 ,(2000) , 10.1038/75360
Yoshiyuki Tanaka, Jiro Kondo, Vladimír Sychrovský, Jakub Šebera, Takenori Dairaku, Hisao Saneyoshi, Hidehito Urata, Hidetaka Torigoe, Akira Ono, Structures, physicochemical properties, and applications of T–HgII–T, C–AgI–C, and other metallo-base-pairs Chemical Communications. ,vol. 51, pp. 17343- 17360 ,(2015) , 10.1039/C5CC02693H
Sunit Kumar Jana, Xiurong Guo, Hui Mei, Frank Seela, None, Robust silver-mediated imidazolo-dC base pairs in metal DNA: dinuclear silver bridges with exceptional stability in double helices with parallel and antiparallel strand orientation Chemical Communications. ,vol. 51, pp. 17301- 17304 ,(2015) , 10.1039/C5CC06734K
Haozhe Yang, Hui Mei, Frank Seela, Pyrrolo-dC Metal-Mediated Base Pairs in the Reverse Watson-Crick Double Helix: Enhanced Stability of Parallel DNA and Impact of 6-Pyridinyl Residues on Fluorescence and Silver-Ion Binding. Chemistry: A European Journal. ,vol. 21, pp. 10207- 10219 ,(2015) , 10.1002/CHEM.201500582
Sadhana Kumbhar, Silke Johannsen, Roland K.O. Sigel, Mark P. Waller, Jens Müller, A QM/MM refinement of an experimental DNA structure with metal-mediated base pairs. Journal of Inorganic Biochemistry. ,vol. 127, pp. 203- 210 ,(2013) , 10.1016/J.JINORGBIO.2013.03.009
Song Liu, Guido H. Clever, Yusuke Takezawa, Motoo Kaneko, Kentaro Tanaka, Xuefeng Guo, Mitsuhiko Shionoya, Direct conductance measurement of individual metallo-DNA duplexes within single-molecule break junctions. Angewandte Chemie. ,vol. 50, pp. 8886- 8890 ,(2011) , 10.1002/ANIE.201102980
Corinna Kaul, Markus Müller, Mirko Wagner, Sabine Schneider, Thomas Carell, Reversible bond formation enables the replication and amplification of a crosslinking salen complex as an orthogonal base pair Nature Chemistry. ,vol. 3, pp. 794- 800 ,(2011) , 10.1038/NCHEM.1117
Bernhard Lippert, Alterations of Nucleobase pK
a
Values upon Metal Coordination: Origins and Consequences Progress in Inorganic Chemistry. ,vol. 37, pp. 385- 447 ,(2005) , 10.1002/0471725560.CH6
Sharmin Taherpour, Oleg Golubev, Tuomas Lönnberg, Metal-ion-mediated base pairing between natural nucleobases and bidentate 3,5-dimethylpyrazolyl-substituted purine ligands. Journal of Organic Chemistry. ,vol. 79, pp. 8990- 8999 ,(2014) , 10.1021/JO501237R
Cory C. Pye, Tom Ziegler, An implementation of the conductor-like screening model of solvation within the Amsterdam density functional package Theoretical Chemistry Accounts. ,vol. 101, pp. 396- 408 ,(1999) , 10.1007/S002140050457