title: Preparation and determination of optical purity of γ-lysine modified peptide nucleic acid analogues.
abstract: Peptide nucleic acids (PNAs) are DNA analogues in which the nucleic acid backbone is replaced by a pseudopeptide backbone and nucleobases are attached to the backbone by methylene carbonyl linkers. γ-Carbon modification of the PNA structure allows monomers, and subsequently oligomers, with improved properties to be obtained. In this study, we report the convenient synthesis of γ-lysine-modified PNA monomers for pyrimidine bases (thymine and cytosine) with high optical purity (> 99.5%) and direct enantiomer separation of γ-lysine-modified PNA analogs, using chiral HPLC to determine the optical purity.
authors.affiliation: College of Pharmacy, Chosun University, Gwangju 501-759, Korea.
authors.forename: Hu
authors.initials: H
authors.lastname: Huang
authors.forename: Goon Ho
authors.initials: GH
authors.lastname: Joe
authors.forename: Sung Rok
authors.initials: SR
authors.lastname: Choi
authors.forename: Su Nam
authors.initials: SN
authors.lastname: Kim
authors.forename: Yong Tae
authors.initials: YT
authors.lastname: Kim
authors.forename: Hwang Siek
authors.initials: HS
authors.lastname: Pak
authors.forename: Sung Kee
authors.initials: SK
authors.lastname: Kim
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
authors.forename: Hyo-Kyung
authors.initials: HK
authors.lastname: Han
authors.forename: Jong Seong
authors.initials: JS
authors.lastname: Kang
authors.forename: Wonjae
authors.initials: W
authors.lastname: Lee
mesh_terms: D005591:Chemical Fractionation / Q000379:methods; D002851:Chromatography, High Pressure Liquid; D007536:Isomerism; D008239:Lysine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D015394:Molecular Structure; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis*
chemical_list: D020135:Peptide Nucleic Acids; D008239:Lysine