Highly efficient synthesis of DNA-binding hairpin polyamides via the use of a new triphosgene coupling strategy
Su, Wu and Gray, Stephen J and Dondi, Ruggero and Burley, Glenn (2009) Highly efficient synthesis of DNA-binding hairpin polyamides via the use of a new triphosgene coupling strategy. Organic Letters, 11 (17). pp. 3910-3913. ISSN 1523-7060
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A facile and highly efficient solid phase synthesis method is reported for the preparation of hairpin DNA-binding polyamides using the cost-effective triphosgene (BTC) activating agent. Difficult polyamide sequences were prepared from N-methylimidazole (Im) and N-methylpyrrole (Py) building blocks with high stepwise yields (>98%) using Boc chemistry. The versatility of the triphosgene coupling approach was also demonstrated for the first time on aryl hydrazine resins to afford biomedically relevant tail-truncated polyamides in excellent isolated yields.
| Author(s): | Su, Wu, Gray, Stephen J, Dondi, Ruggero and Burley, Glenn | Item type: | Article |
|---|---|
| ID code: | 31838 |
| Keywords: | solid phase synthesis , hairpin DNA-binding polyamides , polyamide sequences , Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Depositing user: | Pure Administrator |
| Date deposited: | 22 Jun 2011 08:55 |
| Last modified: | 19 Apr 2019 02:15 |
| URI: | https://strathprints.strath.ac.uk/id/eprint/31838 |
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