title: Solid-phase synthesis of peptide nucleic acids.
abstract: Peptide nucleic acids (PNA) were synthesized by a modified Merrifield method using several improvements. Activation by O-[benzotriazol-1-yl]-1,1,3,3-tetramethyluronium hexafluorophosphate in combination with in situ neutralization of the resin allowed efficient coupling of all four Boc-protected PNA monomers within 30 min. HPLC analysis of the crude product obtained from a fully automated synthesis of the model PNA oligomer H-CGGACTAAGTCCATTGC-Gly-NH2, indicated an average yield per synthetic cycle of 97.1%. N1-benzyloxycarbonyl-N6(3)-methylimidazole triflate substantially outperformed acetic anhydride as a capping reagent. The resin-bound PNAs were successfully cleaved by the 'low-high' trifluoromethanesulphonic acid procedure.
authors.affiliation: H. C. Orsted Institute, University of Copenhagen, Denmark.
authors.forename: L
authors.initials: L
authors.lastname: Christensen
authors.forename: R
authors.initials: R
authors.lastname: Fitzpatrick
authors.forename: B
authors.initials: B
authors.lastname: Gildea
authors.forename: K H
authors.initials: KH
authors.lastname: Petersen
authors.forename: H F
authors.initials: HF
authors.lastname: Hansen
authors.forename: T
authors.initials: T
authors.lastname: Koch
authors.forename: M
authors.initials: M
authors.lastname: Egholm
authors.forename: O
authors.initials: O
authors.lastname: Buchardt
authors.forename: P E
authors.initials: PE
authors.lastname: Nielsen
authors.forename: J
authors.initials: J
authors.lastname: Coull
authors.forename: R H
authors.initials: RH
authors.lastname: Berg
mesh_terms: D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D008722:Methods; D015394:Molecular Structure; D009696:Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D012117:Resins, Synthetic; D012997:Solvents
chemical_list: D007202:Indicators and Reagents; D009696:Nucleic Acids; D010455:Peptides; D012117:Resins, Synthetic; D012997:Solvents