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Conformational preferences of zampanolide and dactylolide.


ABSTRACT: The solution conformation behavior of the macrolide core of microtubule-stabilizing agents (-)-zampanolide and (-)-dactylolide has been determined through a combination of high-field NMR experiments and computational modeling. Taken together, the results demonstrate that in solution both molecules exist as a mixture of three interconverting conformational families, one of which bears strong resemblance to zampanolide's tubulin-bound conformation.

SUBMITTER: Larsen EM 

PROVIDER: S-EPMC3946545 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature

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Conformational preferences of zampanolide and dactylolide.

Larsen Erik M EM   Wilson Matthew R MR   Zajicek Jaroslav J   Taylor Richard E RE  

Organic letters 20131008 20


The solution conformation behavior of the macrolide core of microtubule-stabilizing agents (-)-zampanolide and (-)-dactylolide has been determined through a combination of high-field NMR experiments and computational modeling. Taken together, the results demonstrate that in solution both molecules exist as a mixture of three interconverting conformational families, one of which bears strong resemblance to zampanolide's tubulin-bound conformation. ...[more]

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