boron and 2--deoxyguanosine-5--phosphate

boron has been researched along with 2--deoxyguanosine-5--phosphate* in 1 studies

Other Studies

1 other study(ies) available for boron and 2--deoxyguanosine-5--phosphate

Article	Year
Expanding the borononucleotide family: synthesis of borono-analogues of dCMP, dGMP and dAMP. Organic & biomolecular chemistry, 2009, Nov-07, Volume: 7, Issue:21 We previously reported the synthesis of a borononucleotide analogue of thymidine monophosphate and its association towards the formation of a new borono-linked dinucleotide. Here we describe the completion of the set of four 2'-deoxyborononucleotide analogues of natural nucleotide monophosphates, namely the previously unknown dCbn, dGbn and dAbn. These analogues were all prepared from the respective 5'-aldehydic nucleosides through a homologation/reduction sequence. The borononucleotides were subsequently obtained by either borylation (dCbn and dGbn) or cross-metathesis (CM) in the presence of the Hoveyda-Grubbs catalyst (dAbn). The reversible formation of the corresponding dinucleotides between these new analogues and uridine was studied by (1)H NMR, and semi-empirical calculations were carried out to provide bond length and electrostatic information that assess the structural similarities existing between these bioisosteres and their natural counterparts. Topics: Boron; Deoxyadenine Nucleotides; Deoxycytidine Monophosphate; Deoxyguanine Nucleotides; Deoxyribonucleotides; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Conformation; Uridine	2009

Article

Year

Expanding the borononucleotide family: synthesis of borono-analogues of dCMP, dGMP and dAMP.

Organic & biomolecular chemistry, 2009, Nov-07, Volume: 7, Issue:21

We previously reported the synthesis of a borononucleotide analogue of thymidine monophosphate and its association towards the formation of a new borono-linked dinucleotide. Here we describe the completion of the set of four 2'-deoxyborononucleotide analogues of natural nucleotide monophosphates, namely the previously unknown dCbn, dGbn and dAbn. These analogues were all prepared from the respective 5'-aldehydic nucleosides through a homologation/reduction sequence. The borononucleotides were subsequently obtained by either borylation (dCbn and dGbn) or cross-metathesis (CM) in the presence of the Hoveyda-Grubbs catalyst (dAbn). The reversible formation of the corresponding dinucleotides between these new analogues and uridine was studied by (1)H NMR, and semi-empirical calculations were carried out to provide bond length and electrostatic information that assess the structural similarities existing between these bioisosteres and their natural counterparts.

Topics: Boron; Deoxyadenine Nucleotides; Deoxycytidine Monophosphate; Deoxyguanine Nucleotides; Deoxyribonucleotides; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Conformation; Uridine

2009