Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers

Peptide nucleic acids (PNAs) have been developed as chemical probes and therapeutic ligands in RNA duplex recognition. PNAs bind to ribonucleic acid (RNA) duplexes via complementary Hoogsteen hydrogen bonding to form PNA·RNA2 triplexes. In this study, modifications were made to chemically synthesize...

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Main Author: Lina Nur Lyana Abdul Rahim
Other Authors: Chen Gang
Format: Final Year Project
Language:English
Published: 2019
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Online Access:http://hdl.handle.net/10356/79017
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-790172023-02-28T23:14:28Z Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers Lina Nur Lyana Abdul Rahim Chen Gang School of Physical and Mathematical Sciences Science::Chemistry Peptide nucleic acids (PNAs) have been developed as chemical probes and therapeutic ligands in RNA duplex recognition. PNAs bind to ribonucleic acid (RNA) duplexes via complementary Hoogsteen hydrogen bonding to form PNA·RNA2 triplexes. In this study, modifications were made to chemically synthesize the PNA sequences incorporated with Q, modified Q and 2-thio Uracil monomers to target the inverted Watson-Crick C-G base pair present in RNA hairpins. By performing non-denaturing polyacrylamide gel electrophoresis experiment, the specific selectivity and binding interactions between the PNA oligomer and the RNA duplex could be studied. We demonstrated that modified Q monomer displayed a better binding affinity in recognizing C-G base pair than Q monomer due to the replacement of a 5-methyl group in Q with a 5-iodo group in modified Q monomer. In addition, incorporation with 2-thio Uracil brings stabilization to the triplex strands by improving the Hoogsteen hydrogen bonding and stacking interactions. Thus, enhancing the selective interaction with C-G inverted Watson-Crick base pair in RNA duplexes could be done through the combination of modified Q and 2-thio Uracil monomers in PNA sequences. Bachelor of Science in Chemistry and Biological Chemistry 2019-12-02T01:05:12Z 2019-12-02T01:05:12Z 2019 Final Year Project (FYP) http://hdl.handle.net/10356/79017 en 26 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
spellingShingle Science::Chemistry
Lina Nur Lyana Abdul Rahim
Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
description Peptide nucleic acids (PNAs) have been developed as chemical probes and therapeutic ligands in RNA duplex recognition. PNAs bind to ribonucleic acid (RNA) duplexes via complementary Hoogsteen hydrogen bonding to form PNA·RNA2 triplexes. In this study, modifications were made to chemically synthesize the PNA sequences incorporated with Q, modified Q and 2-thio Uracil monomers to target the inverted Watson-Crick C-G base pair present in RNA hairpins. By performing non-denaturing polyacrylamide gel electrophoresis experiment, the specific selectivity and binding interactions between the PNA oligomer and the RNA duplex could be studied. We demonstrated that modified Q monomer displayed a better binding affinity in recognizing C-G base pair than Q monomer due to the replacement of a 5-methyl group in Q with a 5-iodo group in modified Q monomer. In addition, incorporation with 2-thio Uracil brings stabilization to the triplex strands by improving the Hoogsteen hydrogen bonding and stacking interactions. Thus, enhancing the selective interaction with C-G inverted Watson-Crick base pair in RNA duplexes could be done through the combination of modified Q and 2-thio Uracil monomers in PNA sequences.
author2 Chen Gang
author_facet Chen Gang
Lina Nur Lyana Abdul Rahim
format Final Year Project
author Lina Nur Lyana Abdul Rahim
author_sort Lina Nur Lyana Abdul Rahim
title Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
title_short Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
title_full Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
title_fullStr Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
title_full_unstemmed Binding of dsRNAs by PNAs containing Q, modified Q and 2-thio Uracil monomers
title_sort binding of dsrnas by pnas containing q, modified q and 2-thio uracil monomers
publishDate 2019
url http://hdl.handle.net/10356/79017
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