Scope and Limitations of the Nicking Enzyme Amplification Reaction for the Synthesis of Base-Modified Oligonucleotides and Primers for PCR
作者： Petra Ménová , Veronika Raindlová , Michal Hocek
DOI: 10.1021/BC400149Q
关键词: Click chemistry 、 Chemistry 、 Deoxyribonucleoside triphosphate 、 Polymerase 、 Oligonucleotide 、 Biochemistry 、 Nucleic acid amplification technique 、 Primer extension 、 Endonuclease 、 Nicking enzyme amplification reaction
摘要: Enzymatic synthesis of short (10–22 nt) base-modified oligonucleotides (ONs) was developed by nicking enzyme amplification reaction (NEAR) using Vent(exo-) polymerase, Nt.BstNBI endonuclease, and a modified deoxyribonucleoside triphosphate (dNTP) derivative. The scope limitations the methodology in terms different nucleobases, length, sequences, modifications has been thoroughly studied. including isolation ONs scaled up to nanomolar amounts were successfully used as primers primer extension PCR. Two simple efficient methods for fluorescent labeling PCR products developed, based either on direct or NEAR ethynylated primers, PCR, final click with azides.
acs.org
sci-hub.se 参考文章(54)
Frank Seela, Venkata Ramana Sirivolu, Nucleosides and Oligonucleotides with Diynyl Side Chains: Base Pairing and Functionalization of 2′‐Deoxyuridine Derivatives by the Copper(I)‐Catalyzed AlkyneAzide ‘Click’ Cycloaddition Helvetica Chimica Acta. ,vol. 90, pp. 535- 552 ,(2007) , 10.1002/HLCA.200790055
Padmaja Chittepu, Venkata Ramana Sirivolu, Frank Seela, Nucleosides and oligonucleotides containing 1,2,3-triazole residues with nucleobase tethers: Synthesis via the azide-alkyne ‘click’ reaction Bioorganic & Medicinal Chemistry. ,vol. 16, pp. 8427- 8439 ,(2008) , 10.1016/J.BMC.2008.08.026
Stefan Jäger, Goran Rasched, Hagit Kornreich-Leshem, Marianne Engeser, Oliver Thum, Michael Famulok, A Versatile Toolbox for Variable DNA Functionalization at High Density Journal of the American Chemical Society. ,vol. 127, pp. 15071- 15082 ,(2005) , 10.1021/JA051725B
Jan Riedl, Petra Ménová, Radek Pohl, Petr Orság, Miroslav Fojta, Michal Hocek, GFP-like fluorophores as DNA labels for studying DNA-protein interactions. Journal of Organic Chemistry. ,vol. 77, pp. 8287- 8293 ,(2012) , 10.1021/JO301684B
W. Ganzenmüller, Ein italienisches Goldlüsterrezept vom Ende des 14. Jahrhunderts Angewandte Chemie. ,vol. 51, pp. 254- 256 ,(1938) , 10.1002/ANGE.19380511803
Samra Obeid, Maxim Yulikov, Gunnar Jeschke, Andreas Marx, Enzymatic Synthesis of Multiple Spin-Labeled DNA Angewandte Chemie. ,vol. 47, pp. 6782- 6785 ,(2008) , 10.1002/ANIE.200802314
Veronika Raindlová, Radek Pohl, Blanka Klepetářová, Luděk Havran, Eva Šimková, Petra Horáková, Hana Pivoňková, Miroslav Fojta, Michal Hocek, Synthesis of Hydrazone‐Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling ChemPlusChem. ,vol. 77, pp. 652- 662 ,(2012) , 10.1002/CPLU.201200056
Yunfeng Cheng, Hanjing Peng, Weixuan Chen, Nanting Ni, Bowen Ke, Chaofeng Dai, Binghe Wang, Rapid and specific post-synthesis modification of DNA through a biocompatible condensation of 1,2-aminothiols with 2-cyanobenzothiazole. Chemistry: A European Journal. ,vol. 19, pp. 4036- 4042 ,(2013) , 10.1002/CHEM.201201677
Eric Tan, Jennifer Wong, Doris Nguyen, Yolanda Zhang, Barbara Erwin, Lori K. Van Ness, Shenda M. Baker, David J. Galas, Angelika Niemz, Isothermal DNA amplification coupled with DNA nanosphere-based colorimetric detection. Analytical Chemistry. ,vol. 77, pp. 7984- 7992 ,(2005) , 10.1021/AC051364I
Marcel Hollenstein, Christopher J. Hipolito, Curtis H. Lam, David M. Perrin, A self-cleaving DNA enzyme modified with amines, guanidines and imidazoles operates independently of divalent metal cations (M2+) Nucleic Acids Research. ,vol. 37, pp. 1638- 1649 ,(2009) , 10.1093/NAR/GKN1070