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Synthesis And Photophysical Studies Of Pyrrolocytosine Derivatives, Atefeh Rouhi Sep 2017

Synthesis And Photophysical Studies Of Pyrrolocytosine Derivatives, Atefeh Rouhi

Electronic Thesis and Dissertation Repository

Pyrrolocytosine (pC) derivatives are used in the study of nucleic acid structure, function and in the design of the hybridization probes. They have unique properties including small size and Watson-Crick base pairing capability and impressive fluorescent properties. However, they exhibit variation in the fluorescence properties upon incorporation into single-stranded DNA and double-stranded DNA.

This study analyzes the effect of the nearest neighbours on the fluorescence properties of phenylpyrrolocytosine (PhpC) and provides a guide to the proper design of the PhpC containing fluorescent probes. Moreover, the possibility of photoinduced electron transfer (PET) as the underlying mechanism of the unusual photophysical behavior …


Synthesis And Spectroscopic Studies Of Substituted Pyrrolocytidines, Mckenry Charles Feb 2013

Synthesis And Spectroscopic Studies Of Substituted Pyrrolocytidines, Mckenry Charles

Electronic Thesis and Dissertation Repository

This thesis reports work in the area of modified nucleosides for potential use as molecular probes in nucleic acid chemistry. These heterocyclic base surrogates that are capable of canonical base pairing have use in the study of nucleic acid conformation, as reporters of the state of hybridization.[1]

The synthesis of a 5-phenylpyrrolocytidine was attempted in order to compare its properties with its 6-substituted pyrrolocytidine counterpart. Unfortunately, the 5-substituted pyrrolocytidine was not achieved.

The synthesis of five nucleosides based on the pyrrolocytidine scaffold was reported. Their synthesis was achieved through the tandem Sonogashira/annulations reaction between 5-iodocytidine derivatives and …


Design And Syntheses Of Novel Quenchers For Fluorescent Hybridization Probes, Mohamed Moustafa Aug 2011

Design And Syntheses Of Novel Quenchers For Fluorescent Hybridization Probes, Mohamed Moustafa

Electronic Thesis and Dissertation Repository

Since most of human diseases are related to genetic mutations, during the past two decades, identification of such mutations has attracted much attention. Detection of these mutations is mainly based hybridization with the complementary reporter probes.

Nucleic acids detection takes place by changing either the reporter’s fluorescence intensity or the colour of its fluorescence. The use of fluorescent probes for nucleic acid detection has attracted much attention due to its efficiency, the ease of synthesis and availability of commercial reporters that facilitates the probe synthesis. Nowadays, most of nucleic acid detection using fluorescent probes relies on quenching of fluorescence by …


Design And Syntheses Of Fluorescent Cytosine Analogues, David W. Dodd Apr 2011

Design And Syntheses Of Fluorescent Cytosine Analogues, David W. Dodd

Electronic Thesis and Dissertation Repository

The avid hybridization of peptide nucleic acid (PNA) to DNA and RNA along with the molecule’s biological stability has led it to be used in both antisense and antigene capacities. PNA acts against translation via a steric blockade mechanism. It is therefore reasonable to assume that increased heteroduplex stability could lead to increased potency. Two ways of doing this were explored. I) N-Terminal attachment of a platinous chloride chelating moiety to PNA complementary to Xenopus noggin was synthesized with the objective of selective, covalent platination of the target transcript in vivo. Phenotypes consistent with knockdown of the selected …