Highly selective and sensitive template-directed photoligation of DNA via 5-carbamoylvinyl-2'-deoxycytidine.

We describe a highly efficient template-directed photoligation of oligodeoxynucleotides (ODNs) through 5-carbamoylvinyl-2'-deoxycytidine ((CV)C). When an ODN containing (CV)C at the 5' end was photoirradiated with an ODN containing a pyrimidine base at the 3' end in the presence of template DNA, efficient photoligation was observed without any byproduct formation. Single nucleotide differences can be successfully distinguished by using photoligation-based DNA chip assay. [structure: see text]

[1]  K. Fujimoto,et al.  Template directed photochemical synthesis of branched oligodeoxynucleotides via 5-carboxyvinyldeoxyuridine , 2000 .

[2]  Rolf Hilfiker,et al.  The use of single-nucleotide polymorphism maps in pharmacogenomics , 2000, Nature Biotechnology.

[3]  Yoshio Saito,et al.  Template-directed photoreversible ligation of DNA via 7-carboxyvinyl-7-deaza-2'-deoxyadenosine , 2005 .

[4]  K. Fujimoto,et al.  A Novel Method to Synthesize Versatile Multiple‐Branched DNA (MB‐DNA) by Reversible Photochemical Ligation , 2005, Chembiochem : a European journal of chemical biology.

[5]  F. Barany,et al.  Improving the fidelity of Thermus thermophilus DNA ligase. , 1996, Nucleic acids research.

[6]  Y. Mang,et al.  Oligonucleotide ligation assay-based DNA chip for multiplex detection of single nucleotide polymorphism. , 2004, Biosensors & bioelectronics.

[7]  Y. Yoshimura,et al.  Site-specific transition of cytosine to uracil via reversible DNA photoligation. , 2006, Chemical communications.

[8]  N. Takahashi,et al.  Template-Directed Photoreversible Ligation of Deoxyoligonucleotides via 5-Vinyldeoxyuridine , 2000 .

[9]  Shinzi Ogasawara,et al.  SNP genotyping by using photochemical ligation. , 2006, Angewandte Chemie.

[10]  Qinguo Zheng,et al.  Synthesis of DNA containing modified bases by post-synthetic substitution. Synthesis of oligomers containing 4-substituted thymine: O4-alkylthymine, 5-methylcytosine, N4-dimethylamino-5-methylcytosine, and 4-thiothymine , 1992 .

[11]  K. Fujimoto,et al.  Template-directed reversible photocircularization of DNA via 5-vinyldeoxycytidine , 2000 .

[12]  K. Kidd,et al.  Single-nucleotide polymorphism genotyping on optical thin-film biosensor chips , 2003, Proceedings of the National Academy of Sciences of the United States of America.

[13]  U Landegren,et al.  A ligase-mediated gene detection technique. , 1988, Science.

[14]  A. Ganser,et al.  Synthesis and properties of hammerhead ribozymes stabilized against nucleases by different 2′-modifications: methoxyethoxy-, fluoro- and amino groups , 1997 .

[15]  E. Kool,et al.  Nonenzymatic autoligation in direct three-color detection of RNA and DNA point mutations , 2001, Nature Biotechnology.

[16]  Template‐Directed DNA Photoligation in Rapid and Selective Detection of RNA Point Mutations , 2006, Chembiochem : a European journal of chemical biology.