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Cleavage of DNA by Polamide-Seco-CB1 Conjugates


Chang, Aileen Yulin (2001) Cleavage of DNA by Polamide-Seco-CB1 Conjugates. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/FY0F-DW57.


Small molecules that bind to any predetermined DNA sequence in the human genome are potentially useful tools for molecular biology and human medicine. Polyamides containing N-methylimidazole (Im) N-methylpyrrole (Py) are cell permeable small molecules that bind DNA according to a set of "pairing rules" with affinities and specificities similar to many naturally occurring DNA binding proteins. Py-Im polyamides offer a general approach to the chemical regulation of gene expression. We demonstrate here that polyamide containing a DNA alkylating moiety seco-CBI can specifically direct sequence specific DNA alkylation. We can also control the strand of DNA that is alkylated, depending on the enantiomer of seco-CBI used and the orientation of the polyamide relative to the alkylation site (Chapter 2). This class of molecules has been applied to a gene repair system in collaboration with the Baltimore group at Caltech (Chapter 3). Also reported are additional seco-CBI polyamide conjugates synthesized to study other systems (HIV-1 and COX-2) (Appendix 1).

Item Type:Thesis (Dissertation (Ph.D.))
Subject Keywords:DNA ; cleavage ; polyamide-seco-CBI conjugates
Degree Grantor:California Institute of Technology
Division:Chemistry and Chemical Engineering
Major Option:Chemistry
Thesis Availability:Public (worldwide access)
Research Advisor(s):
  • Hoffmann, Michael R.
Thesis Committee:
  • Goddard, William A., III (chair)
  • Dervan, Peter B.
  • Rees, Douglas C.
  • Tirrell, David A.
  • Hoffmann, Michael R.
Defense Date:23 February 2001
Record Number:CaltechTHESIS:03142014-154815404
Persistent URL:
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:8137
Deposited On:17 Mar 2014 20:05
Last Modified:13 Sep 2022 20:45

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