Triostin A Derived Cyclopeptide as Architectural Template for the Alignment of Four Recognition Units
2014 | journal article. A publication of Göttingen
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Triostin A Derived Cyclopeptide as Architectural Template for the Alignment of Four Recognition Units
Kotyrba, U. M.; Proepper, K.; Sachs, E.-F.; Myanovska, A.; Joppe, T.; Lissy, F. & Sheldrick, G. M. et al. (2014)
ChemistryOpen, 3(4) pp. 152-160. DOI: https://doi.org/10.1002/open.201400001
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Details
- Authors
- Kotyrba, Ursula M.; Proepper, Kevin; Sachs, Eike-F.; Myanovska, Anastasiya; Joppe, Tobias; Lissy, Friederike; Sheldrick, George M.; Koszinowski, Konrad; Diederichsen, Ulf
- Abstract
- The DNA bisintercalator triostin A is structurally based on a disulfide-bridged depsipeptide scaffold that provides preorganization of two quinoxaline units in 10.5 angstrom distance. Triostin A analogues are synthesized with nucleobase recognition units replacing the quinoxalines and containing two additional recognition units in between. Thus, four nucleobase recognition units are organized on a rigid template, well suited for DNA double strand interactions. The new tetra-nucleobase binders are synthesized as aza-TANDEM derivatives lacking the N-methylation of triostin A and based on a cyclopeptide backbone. Synthesis of two tetra-nucleobase aza-TANDEM derivatives is established, DNA interaction analyzed by microscale thermophoresis, cytotoxic activity studied and a nucleobase sequence dependent self-aggregation investigated by mass spectrometry.
- Issue Date
- 2014
- Status
- published
- Publisher
- Wiley-v C H Verlag Gmbh
- Journal
- ChemistryOpen
- ISSN
- 2191-1363
- Sponsor
- Deutsche Forschungsgemeinschaft [DI 542/7-1, SH 14/5-1]