dc.creator |
Clark, Zoe Catherine |
|
dc.date |
2012-05-23T19:02:45Z |
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dc.date |
2012-05-23T19:02:45Z |
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dc.date |
2012-05 |
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dc.date.accessioned |
2023-02-20T15:25:20Z |
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dc.date.available |
2023-02-20T15:25:20Z |
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dc.identifier |
http://hdl.handle.net/10267/13662 |
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dc.identifier.uri |
http://localhost:8080/xmlui/handle/CUHPOERS/251840 |
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dc.description |
The author granted permission for the digitization of this paper. It was submitted by CD. |
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dc.description |
The nucleic acid bases in DNA rely on hydrogen-bonding to maintain the structure that defines their function. When a hydrogen atom of a nucleic acid base is substituted by a methyl group, the resulting change in sterics disrupts intrahelical and interstrand bonding, thus altering DNA structure and function. Substitutions on cytosine, as in the case of 5-methylcytosine and hydroxymethylcytosine, are the only known modified nucleic acid bases that exist in eukaryotes, and both interfere with transcription of DNA. Methylation of benzene and cytosine was modeled with and without an additional aromatic molecule in a sandwiched conformation using HCTH/6-31+g*. This additional pi-stacked molecule models both intercalation and the natural DNA environment. The methylation reaction was studied via two mechanisms; a Friedel-Crafts alkylation and the mechanism used in the methyltransferase enzyme. Structures and energies were calculated for reactants, transition states, and products. Results showed that the presence of the stacked aromatic ring increased the enthalpy of reaction and lowered the activation energy. |
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dc.description |
This paper was read and approved by Drs. Mauricio Cafiero, Larryn Peterson, Carolyn Jaslow, and Darlene Loprete. |
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dc.format |
application/pdf |
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dc.publisher |
Memphis, Tenn. : Rhodes College |
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dc.rights |
Rhodes College owns the rights to the archival digital images in this collection. Images are made available for educational use only and may not be used for any non-educational or commercial purpose. Approved educational uses include private research and scholarship, teaching, and student projects. Original copies of the programs are stored in the Rhodes College Archives. In all instances of use, acknowledgement must be given to Rhodes College Archives Digital Repository, Memphis, TN. For information regarding permission to use this image, please email the Archives at archives@rhodes.edu |
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dc.subject |
Biology, Department of |
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dc.subject |
Honors papers |
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dc.title |
A Model for Methylation of Cytosine: A Potential Marker for Cancer |
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dc.type |
Thesis |
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