Design, synthesis and binding properties of the chiral peptide nucleic acid $(\gamma^{3}-PNA)$ = 키랄 PNA $(\gamma^{3}-PNA)$ 의 고안, 합성 및 결합 특성에 관한 연구

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PNA is a class of artificial nucleic acid that has neutral amide backbone, which endowed PNA with outstanding properties such as chemical/biological stability and higher binding affinity to both DNA and RNA. However, no binding selectivity between PNA/RNA and PNA/DNA was observed, which may cause potential side effects for antisense application. Furthermore, the similar binding affinity between parallel and antiparallel orientation presumably due to its achiral backbone would be also problematic. There have been several efforts to overcome the drawbacks by modifying PNA backbone scaffold, but few examples are successful. We have developed new chiral peptide nucleic acid based on gamma-peptide scaffold, which binds RNA more specifically as well as in an antiparallel fashion. Efficient synthetic protocol for $\gamma^{3}-PNA$ monomers is also developed. The RNA binding specificity was assessed by using Tm measurement and $\gamma^{3}-PNA$ chip-based assay. Introduction of one or two $\gamma^{3}-PNA$ monomers into aeg-PNA skeleton could restore the helical propensity of the PNA oligomer, whereas the aeg-PNA is unstructured by CD analysis. In addition, we successfully synthesized homo $\gamma^{3}-PNA$ oligomers and confirmed the binding characteristics of them.
Advisors
Lee, Hee-Seungresearcher이희승researcher
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
2008
Identifier
297301/325007  / 020063447
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 2008.2, [ vii, 87 p. ]

Keywords

$\gamma^{3}$ -PNA; artificial nucleic acid; aeg-PNA; $\gamma$ -amino acid; chiral PNA; 키랄 펩티드 비천연 핵산; 인공 핵산; $\gamma$ -아미노산; 키랄 PNA; $\gamma^{3}$ -PNA; artificial nucleic acid; aeg-PNA; $\gamma$ -amino acid; chiral PNA; 키랄 펩티드 비천연 핵산; 인공 핵산; $\gamma$ -아미노산; 키랄 PNA

URI
http://hdl.handle.net/10203/32078
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=297301&flag=dissertation
Appears in Collection
CH-Theses_Master(석사논문)
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