title: Conformational preferences of natural and C3-modified epothilones in aqueous solution.
abstract: The conformational properties of the microtubule-stabilizing agent epothilone A ( 1a) and its 3-deoxy and 3-deoxy-2,3-didehydro derivatives 2 and 3 have been investigated in aqueous solution by a combination of NMR spectroscopic methods, Monte Carlo conformational searches, and NAMFIS calculations. The tubulin-bound conformation of epothilone A ( 1a), as previously proposed on the basis of solution NMR data, was found to represent a significant fraction of the ensemble of conformations present for the free ligands in aqueous solution.
authors.affiliation: Max-Planck-Institute for Biophysical Chemistry, NMR-Based Structural Biology, Am Fassberg 11, D-37077 Göttingen, Germany.
authors.forename: Máté
authors.initials: M
authors.lastname: Erdélyi
authors.forename: Bernhard
authors.initials: B
authors.lastname: Pfeiffer
authors.forename: Kurt
authors.initials: K
authors.lastname: Hauenstein
authors.forename: Jörg
authors.initials: J
authors.lastname: Fohrer
authors.forename: Jürg
authors.initials: J
authors.lastname: Gertsch
authors.forename: Karl-Heinz
authors.initials: KH
authors.lastname: Altmann
authors.forename: Teresa
authors.initials: T
authors.lastname: Carlomagno
mesh_terms: D034261:Epothilones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D009010:Monte Carlo Method; D012996:Solutions; D014404:Tubulin / Q000737:chemistry; D014867:Water
chemical_list: D034261:Epothilones; D012996:Solutions; D014404:Tubulin; D014867:Water; C093787:epothilone A