Communication

Biocatalytic Friedel–Crafts Alkylation Using Non-natural Cofactors†

  1. Harald Stecher Dipl.-Ing.1,2,
  2. Martin Tengg M. Sc.1,3,
  3. Bernhard J. Ueberbacher Dr.1,
  4. Peter Remler Dr.1,
  5. Helmut Schwab Prof. Dr.3,
  6. Herfried Griengl Prof. Dr.1,
  7. Mandana Gruber-Khadjawi Dr.1,2

Article first published online: 6 NOV 2009

DOI: 10.1002/anie.200905095

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 48, Issue 50, pages 9546–9548, December 7, 2009

Additional Information

How to Cite

Stecher, H., Tengg, M., Ueberbacher, Bernhard J., Remler, P., Schwab, H., Griengl, H. and Gruber-Khadjawi, M. (2009), Biocatalytic Friedel–Crafts Alkylation Using Non-natural Cofactors. Angew. Chem. Int. Ed., 48: 9546–9548. doi: 10.1002/anie.200905095

Author Information

  1. 1

    Kompetenzzentrum Angewandte Biokatalyse, Petersgasse 14, 8010 Graz (Austria), Fax: (+43) 316-873-8740

  2. 2

    Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, 8010 Graz (Austria)

  3. 3

    Institut für Molekulare Biotechnologie, Technische Universität Graz (Austria)

  1. †

    The Österreichische Forschungsförderungsgesellschaft (FFG), the Province of Styria, and the Styrian Business Promotion Agency (SFG)—within the framework of the Kplus programme as well as GASS programme within NAWI Graz—are acknowledged for financial support, as well as Birgit Krenn for technical support. M.G.-K. thanks Prof. Dr. Rolf Breinbauer for his fruitful contribution to this manuscript.

Publication History

  1. Issue published online: 30 NOV 2009
  2. Article first published online: 6 NOV 2009
  3. Manuscript Revised: 7 OCT 2009
  4. Manuscript Received: 11 SEP 2009

Funded by

  • Österreichische Forschungsförderungsgesellschaft (FFG)
  • Province of Styria
  • Styrian Business Promotion Agency (SFG)

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Keywords:

  • biocatalysis;
  • C[BOND]C coupling;
  • Friedel–Crafts alkylation;
  • S-adenosyl-L-methionine;
  • sustainable chemistry
Thumbnail image of graphical abstract

A novel biocatalytic protocol for C[BOND]C bond formation is described and is an equivalent to Friedel–Crafts alkylation. S-Adenosyl-L-methionine (SAM), the major methyl donor for biological methylation catalyzed by methyltransferases (Mtases), can perform alkylations (see scheme). These enzymes can accept non-natural cofactors and transfer functionalities other than methyl onto aromatic substrates.

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