title: New synthetic routes to synthons suitable for 2'-O-allyloligoribonucleotide assembly.
abstract: New synthetic routes have been devised for the high yield preparation of protected 2'-O-allylribonucleoside-3'-O-phosphoramidites, exemplified by the ribonucleosides guanosine and 2,6-diaminopurine riboside (2-aminoadenosine). Key features are the use of versatile intermediates and an easy allylation step. The development of a novel synthon based on 2'-O-allyl-2,6-diaminopurine riboside enables short 2'-O-allyl-oligoribonucleotide probes to be synthesized with adenine replaced by 2-aminoadenine. Thus very stable hybrids with complementary RNA target sequences can be formed due to the formation of the three hydrogen bond 2-amino A.U base pairs.
authors.affiliation: European Molecular Biology Laboratory, Heidelberg, FRG.
authors.forename: B S
authors.initials: BS
authors.lastname: Sproat
authors.forename: A M
authors.initials: AM
authors.lastname: Iribarren
authors.forename: R G
authors.initials: RG
authors.lastname: Garcia
authors.forename: B
authors.initials: B
authors.lastname: Beijer
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D055598:Chemical Phenomena; D002621:Chemistry; D007202:Indicators and Reagents; D009843:Oligoribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D012313:RNA / Q000138:chemical synthesis*
chemical_list: D000498:Allyl Compounds; D007202:Indicators and Reagents; D009843:Oligoribonucleotides; D012313:RNA