The interplay between mutasynthesis and semisynthesis: Generation and evaluation of an ansamitocin library

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Simone Eichner
  • Tobias Knobloch
  • Heinz G. Floss
  • Jörg Fohrer
  • Kirsten Harmrolfs
  • Jekaterina Hermane
  • Anne Schulz
  • Florenz Sasse
  • Peter Spiteller
  • Florian Taft
  • Andreas Kirschning

External Research Organisations

  • University of Washington
  • Helmholtz Centre for Infection Research (HZI)
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Details

Original languageEnglish
Pages (from-to)752-757
Number of pages6
JournalAngewandte Chemie
Volume51
Issue number3
Publication statusPublished - 1 Dec 2011

Abstract

Working hand in hand! The synthetic power of three mutant strains that produce ansamitocin and geldanamycin is combined with chemical synthesis, thus leading to 27 new ansamitocin derivatives. Structure-activity studies show that the N of the carbinolamide moiety is not important for cytotoxic activity but the α orientation of the OH group at C9 is key [see structures; chemical synthesis (red), mutasynthesis (blue), biosynthesis (black)].

Keywords

    antitumor agents, mutasynthesis, natural products, polyketides, semisynthesis

ASJC Scopus subject areas

Cite this

The interplay between mutasynthesis and semisynthesis: Generation and evaluation of an ansamitocin library. / Eichner, Simone; Knobloch, Tobias; Floss, Heinz G. et al.
In: Angewandte Chemie , Vol. 51, No. 3, 01.12.2011, p. 752-757.

Research output: Contribution to journalArticleResearchpeer review

Eichner, S, Knobloch, T, Floss, HG, Fohrer, J, Harmrolfs, K, Hermane, J, Schulz, A, Sasse, F, Spiteller, P, Taft, F & Kirschning, A 2011, 'The interplay between mutasynthesis and semisynthesis: Generation and evaluation of an ansamitocin library', Angewandte Chemie , vol. 51, no. 3, pp. 752-757. https://doi.org/10.1002/anie.201106249, https://doi.org/10.1002/ange.201106249
Eichner, S., Knobloch, T., Floss, H. G., Fohrer, J., Harmrolfs, K., Hermane, J., Schulz, A., Sasse, F., Spiteller, P., Taft, F., & Kirschning, A. (2011). The interplay between mutasynthesis and semisynthesis: Generation and evaluation of an ansamitocin library. Angewandte Chemie , 51(3), 752-757. https://doi.org/10.1002/anie.201106249, https://doi.org/10.1002/ange.201106249
Eichner S, Knobloch T, Floss HG, Fohrer J, Harmrolfs K, Hermane J et al. The interplay between mutasynthesis and semisynthesis: Generation and evaluation of an ansamitocin library. Angewandte Chemie . 2011 Dec 1;51(3):752-757. doi: 10.1002/anie.201106249, 10.1002/ange.201106249
Eichner, Simone ; Knobloch, Tobias ; Floss, Heinz G. et al. / The interplay between mutasynthesis and semisynthesis : Generation and evaluation of an ansamitocin library. In: Angewandte Chemie . 2011 ; Vol. 51, No. 3. pp. 752-757.
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