Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Thomas Tautz
  • Judith Hoffmann
  • Thomas Hoffmann
  • Heinrich Steinmetz
  • Peter Washausen
  • Brigitte Kunze
  • Volker Huch
  • Andreas Kitsche
  • Hans Reichenbach
  • Gerhard Höfle
  • Rolf Müller
  • Markus Kalesse

External Research Organisations

  • Saarland University
  • Helmholtz Institute for Pharmaceutical Research Saarland (HIPS)
  • Helmholtz Centre for Infection Research (HZI)
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Details

Original languageEnglish
Pages (from-to)2560-2563
Number of pages4
JournalOrganic letters
Volume18
Issue number11
Early online date24 May 2016
Publication statusPublished - 3 Jun 2016

Abstract

The isolation, structure elucidation, and synthesis of antalid (1), a novel secondary metabolite from Polyangium sp., is described herein. The structure elucidation of 1 was performed with the aid of mass spectrometry, high field NMR experiments, and crystal structure analysis. The absolute configuration of antalid was confirmed through the Mosher ester method and ultimately by total synthesis. In addition, the biosynthetic origin of this hybrid PKS-NRPS natural product was unraveled by the in silico analysis of its biosynthetic gene cluster.

ASJC Scopus subject areas

Cite this

Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species. / Tautz, Thomas; Hoffmann, Judith; Hoffmann, Thomas et al.
In: Organic letters, Vol. 18, No. 11, 03.06.2016, p. 2560-2563.

Research output: Contribution to journalArticleResearchpeer review

Tautz, T, Hoffmann, J, Hoffmann, T, Steinmetz, H, Washausen, P, Kunze, B, Huch, V, Kitsche, A, Reichenbach, H, Höfle, G, Müller, R & Kalesse, M 2016, 'Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species', Organic letters, vol. 18, no. 11, pp. 2560-2563. https://doi.org/10.1021/acs.orglett.6b00810
Tautz, T., Hoffmann, J., Hoffmann, T., Steinmetz, H., Washausen, P., Kunze, B., Huch, V., Kitsche, A., Reichenbach, H., Höfle, G., Müller, R., & Kalesse, M. (2016). Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species. Organic letters, 18(11), 2560-2563. https://doi.org/10.1021/acs.orglett.6b00810
Tautz T, Hoffmann J, Hoffmann T, Steinmetz H, Washausen P, Kunze B et al. Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species. Organic letters. 2016 Jun 3;18(11):2560-2563. Epub 2016 May 24. doi: 10.1021/acs.orglett.6b00810
Tautz, Thomas ; Hoffmann, Judith ; Hoffmann, Thomas et al. / Isolation, Structure Elucidation, Biosynthesis, and Synthesis of Antalid, a Secondary Metabolite from Polyangium species. In: Organic letters. 2016 ; Vol. 18, No. 11. pp. 2560-2563.
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AU - Kitsche, Andreas

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