Preparation and determination of optical purity of γ-lysine modified peptide nucleic acid analogues

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. -Carbon modification of the PNA structure allows monomers, and subsequently oligomers, with improved p...

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Published inArchives of pharmacal research Vol. 35; no. 3; pp. 517 - 522
Main Authors Huang, Hu, Joe, Goon Ho, Choi, Sung Rok, Kim, Su Nam, Kim, Yong Tae, Pak, Hwang Siek, Kim, Sung Kee, Hong, Joon Hee, Han, Hyo-Kyung, Kang, Jong Seong, Lee, Wonjae
Format Journal Article
LanguageEnglish
Published Heidelberg Pharmaceutical Society of Korea 01.03.2012
대한약학회
Subjects
Chemical Fractionation - methods
Chromatography, High Pressure Liquid
Isomerism
Lysine - analogs & derivatives
Lysine - chemical synthesis
Medicine
Molecular Structure
Peptide Nucleic Acids - chemical synthesis
Pharmacology/Toxicology
Pharmacy
약학
Optical purity
γ-Lysine modified PNA
Peptide nucleic acid
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Summary: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. -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.
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G704-000010.2012.35.3.016
ISSN:0253-6269
1976-3786
DOI:10.1007/s12272-012-0315-4