title: Pyrazolo[1,5-a]-1,3,5-triazine C-nucleoside as deoxyadenosine analogue: synthesis, pairing, and resistance to hydrolysis.
abstract: The synthesis of a pyrazolo[1,5-a]-1,3,5-triazine C-nucleoside (dA(PT)), designed to form two hydrogen bonds with a complementary dT residue, is reported. Oligonucleotides including this dA nucleoside analogue possess base-pairing properties similar to those of the parent oligonucleotide. This dA nucleoside analogue is more resistant to acid-catalyzed hydrolysis than dA.
authors.affiliation: NucleoSyn. Pépinières d'entreprises - Centre Innovation 16, Rue Léonard de Vinci 45074 Orléans Cedex 2, France.
authors.forename: Myriam
authors.initials: M
authors.lastname: Lefoix
authors.forename: Gérald
authors.initials: G
authors.lastname: Mathis
authors.forename: Tirtsa
authors.initials: T
authors.lastname: Kleinmann
authors.forename: Jean-Christophe
authors.initials: JC
authors.lastname: Truffert
authors.forename: Ulysse
authors.initials: U
authors.lastname: Asseline
mesh_terms: D020029:Base Pairing; D001669:Biochemical Phenomena; D003839:Deoxyadenosines / Q000737:chemistry*; D015226:Dinucleoside Phosphates / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D006868:Hydrolysis; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003839:Deoxyadenosines; D015226:Dinucleoside Phosphates; D009705:Nucleosides; D009841:Oligonucleotides; D011719:Pyrazines; D014227:Triazines; C586271:pyrazolo(1,5-a)(1,3,5)triazine; C028145:2'-deoxythymidylyl-(3'-5')-2'-deoxyadenosine; C058118:2'-deoxyadenosine