Triostin A Derived Cyclopeptide as Architectural Template for the Alignment of Four Recognition Units †
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 Å 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.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Triostin A Derived Cyclopeptide as Architectural Template for the Alignment of Four Recognition Units † ; volume:3 ; number:4 ; year:2014 ; pages:152-160 ; extent:9
ChemistryOpen ; 3, Heft 4 (2014), 152-160 (gesamt 9)
- Creator
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Kotyrba, Ursula M.
Pröpper, Kevin
Sachs, Eike-F.
Myanovska, Anastasiya
Joppe, Tobias
Lissy, Friederike
Sheldrick, George M.
Koszinowski, Konrad
Diederichsen, Ulf
- DOI
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10.1002/open.201400001
- URN
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urn:nbn:de:101:1-2023011806270543236365
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:28 AM CEST
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Associated
- Kotyrba, Ursula M.
- Pröpper, Kevin
- Sachs, Eike-F.
- Myanovska, Anastasiya
- Joppe, Tobias
- Lissy, Friederike
- Sheldrick, George M.
- Koszinowski, Konrad
- Diederichsen, Ulf
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