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Literature DB >> 12800173

The high-resolution solution structure of epothilone A bound to tubulin: an understanding of the structure-activity relationships for a powerful class of antitumor agents.

Teresa Carlomagno¹, Marcel J J Blommers, Jens Meiler, Wolfgang Jahnke, Thomas Schupp, Frank Petersen, Dieter Schinzer, Karl-Heinz Altmann, Christian Griesinger.

Abstract

Entities: Chemical

Mesh：

Substances：

Year: 2003 PMID： 12800173 DOI： 10.1002/anie.200351276

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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15 in total

1. Zampanolide, a potent new microtubule-stabilizing agent, covalently reacts with the taxane luminal site in tubulin α,β-heterodimers and microtubules.

Authors: Jessica J Field; Benet Pera; Enrique Calvo; Angeles Canales; Didier Zurwerra; Chiara Trigili; Javier Rodríguez-Salarichs; Ruth Matesanz; Arun Kanakkanthara; St John Wakefield; A Jonathan Singh; Jesús Jiménez-Barbero; Peter Northcote; John H Miller; Juan Antonio López; Ernest Hamel; Isabel Barasoain; Karl-Heinz Altmann; José Fernando Díaz
Journal: Chem Biol Date: 2012-06-22

2. Design and synthesis of C6-C8 bridged epothilone A.

Authors: Weiqiang Zhan; Yi Jiang; Peggy J Brodie; David G I Kingston; Dennis C Liotta; James P Snyder
Journal: Org Lett Date: 2008-03-21 Impact factor: 6.005

Review 3. Conformation-activity relationships of polyketide natural products.

Authors: Erik M Larsen; Matthew R Wilson; Richard E Taylor
Journal: Nat Prod Rep Date: 2015-08 Impact factor: 13.423

4. Differentiating between models of epothilone binding to microtubules using tubulin mutagenesis, cytotoxicity, and molecular modeling.

Authors: Ruth A Entwistle; Rania S Rizk; Daniel M Cheng; Gerald H Lushington; Richard H Himes; Mohan L Gupta
Journal: ChemMedChem Date: 2012-07-16 Impact factor: 3.466

5. Characterizing the Epothilone Binding Site on β-Tubulin by Photoaffinity Labeling: Identification of β-Tubulin Peptides TARGSQQY and TSRGSQQY as Targets of an Epothilone Photoprobe for Polymerized Tubulin.

Authors: Adwait R Ranade; LeeAnn Higgins; Todd W Markowski; Nicole Glaser; Dmitry Kashin; Ruoli Bai; Kwon Ho Hong; Ernest Hamel; Gerhard Höfle; Gunda I Georg
Journal: J Med Chem Date: 2016-03-17 Impact factor: 7.446

The high-resolution solution structure of epothilone A bound to tubulin: an understanding of the structure-activity relationships for a powerful class of antitumor agents.

1. Zampanolide, a potent new microtubule-stabilizing agent, covalently reacts with the taxane luminal site in tubulin α,β-heterodimers and microtubules.

2. Design and synthesis of C6-C8 bridged epothilone A.

Review 3. Conformation-activity relationships of polyketide natural products.

4. Differentiating between models of epothilone binding to microtubules using tubulin mutagenesis, cytotoxicity, and molecular modeling.

5. Characterizing the Epothilone Binding Site on β-Tubulin by Photoaffinity Labeling: Identification of β-Tubulin Peptides TARGSQQY and TSRGSQQY as Targets of an Epothilone Photoprobe for Polymerized Tubulin.

6. C6-C8 bridged epothilones: consequences of installing a conformational lock at the edge of the macrocycle.

7. Novel epothilone lactones by an unusual diversion of the Grubbs' metathesis reaction.

8. New sources of chemical diversity inspired by biosynthesis: rational design of a potent epothilone analogue.

9. Design, synthesis and biological evaluation of bridged epothilone D analogues.

10. De(side chain) model of epothilone: bioconformer interconversions DFT study.