Synthesis and hybridization properties of inverse oligonucleotides | Zendy

Mirella Marangoni | Zendy; Arthur Van Aerschot | Zendy; Patrick Augustyns | Zendy; Jef Rozenski | Zendy; Piet Herdewijn | Zendy

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Synthesis and hybridization properties of inverse oligonucleotides

Author(s) -

Mirella Marangoni,

Arthur Van Aerschot,

Patrick Augustyns,

Jef Rozenski,

Piet Herdewijn

Publication year - 1997

Publication title -

nucleic acids research

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 9.008

H-Index - 537

eISSN - 1362-4954

pISSN - 0305-1048

DOI - 10.1093/nar/25.15.3034

Subject(s) - phosphoramidite , oligonucleotide , biology , phosphonate , thymine , monomer , dna , rna , nucleic acid , oligonucleotide synthesis , nucleic acid thermodynamics , combinatorial chemistry , biochemistry , stereochemistry , base sequence , gene , chemistry , organic chemistry , polymer

The synthesis of adenine and thymine cyclopentylethyl nucleosides is presented. This novel constrained monomeric building block is very difficult to incorporate into oligonucleotides. It was introduced in 13mer oligodeoxynucleotide sequences at a single position using H-phosphonate chemistry. Phosphoramidite chemistry completely failed in this particular case. The H-phosphonate building blocks were obtained starting from the corresponding phosphoramidites. Stability of duplexes with RNA and DNA is significantly reduced.

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