Synthesis and Biophysical Properties of Oligodeoxynucleotides Containing 2′‐Deoxy‐5‐(4‐nitro‐1 H ‐imidazol‐1‐yl)‐ β ‐ D ‐uridine and 2′‐Deoxy‐5‐(1,3‐dioxo‐1 H ‐benzo[ de ]isoquinolin‐2(3 H )‐yl)‐ β ‐ D ‐uridine Monomers | Zendy

Gondela Andrzej | Zendy; Kumar Thatikonda Santhosh | Zendy; Walczak Krzysztof | Zendy; Wengel Jesper | Zendy

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Synthesis and Biophysical Properties of Oligodeoxynucleotides Containing 2′‐Deoxy‐5‐(4‐nitro‐1 H ‐imidazol‐1‐yl)‐ β ‐ D ‐uridine and 2′‐Deoxy‐5‐(1,3‐dioxo‐1 H ‐benzo[ de ]isoquinolin‐2(3 H )‐yl)‐ β ‐ D ‐uridine Monomers

Author(s) -

Gondela Andrzej,

Kumar Thatikonda Santhosh,

Walczak Krzysztof,

Wengel Jesper

Publication year - 2010

Publication title -

chemistry and biodiversity

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.427

H-Index - 70

eISSN - 1612-1880

pISSN - 1612-1872

DOI - 10.1002/cbdv.200900195

Subject(s) - monomer , chemistry , phosphoramidite , duplex (building) , nucleotide , uridine , nitro , fluorescence , dna , thermal stability , oligonucleotide , combinatorial chemistry , stereochemistry , nucleic acid , deoxyuridine , rna , base pair , biochemistry , organic chemistry , polymer , alkyl , physics , quantum mechanics , gene

Detection of single‐nucleotide polymorphisms (SNPs) of biologically relevant DNA and RNA samples remain a scientific and practical challenge. We have synthesized phosphoramidite building blocks and oligodeoxynucleotide probes containing novel 2′‐deoxyuridine monomers modified by 5‐(4‐nitro‐1 H ‐imidazol‐1‐yl; (monomer X ) or 2′‐deoxy‐5‐(1,3‐dioxo‐1 H ‐benzo[ de ]isoquinolin‐2(3 H )‐yl; monomer Y ) substituents. The effects of monomers X and Y on duplex thermal stability, and their capability towards discrimination of single‐base mismatches were furthermore studied. Encouraging results were obtained with respect to thermal mismatch discrimination using oligodeoxynucleotides containing monomer X and fluorescence‐based discrimination using oligodeoxynucleotides containing monomer Y .

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