Khalaf, A.I. and Pitt, A.R. and Scobie, M. and Suckling, C.J. and Urwin, J. and Waigh, R.D. and Young, S.C. and Fishleigh, R.V. (2000) The synthesis of some indole-containing amino acids as linkers for the construction of DNA minor groove binders. International Journal of Chemical Research, 2000 (6). pp. 264-265. ISSN 0975-3699
Full text not available in this repository. (Request a copy from the Strathclyde author)Abstract
Molecular modelling studies showed that indole dicarboxylic acids are potential linkers for the synthesis of bis-netropsin analogues with a good fit to the minor groove of DNA. To test this hypothesis, 2-carboxyindole-6-acetic acid, indole-2,6-dicarboxylic acid, 6-(2-carboxyethyl)indole-2-carboxylic acid, 6-(2-carboxy-1-ethenyl)indole-2-carboxylic acid were prepared and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]dimethylaminopropane. Similarly indole-2,5-dicarboxylic acid was prepared and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrple-2-carboxamido)pyrrole-2-carboxamido]propionamidine hydrochloride. The derivatives of 26-28 showed especially strong binding to AT rich regions as shown by footprinting studies.
| Item type: | Article |
|---|---|
| ID code: | 716 |
| Keywords: | indole dicarboxylic acids, synthesis DNA binding agents, indole-containing analogues, bis-netropsin, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry Unknown Department Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences |
| Related URLs: | |
| Depositing user: | Allison Crawford |
| Date Deposited: | 11 Apr 2006 |
| Last modified: | 04 Oct 2012 15:18 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/716 |
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