Methyltransferases: Green Catalysts for Friedel-Crafts Alkylations

Martin Tengg, Harald Stecher, Lisa Offner, Katharina Plasch, Felix Anderl, Hansjörg Weber, Helmut Schwab, Mandana Gruber

Research output: Contribution to journalArticleResearchpeer-review

Abstract

A set of S-adenosyl-l-methionine (SAM) dependent methyltransferases has been characterized as versatile catalysts for the enzymatic Friedel-Crafts (alkylation) reaction. Although the substrate specificity of the enzymes range from high (in the case of SfmM2, SacF, and ORF19) to moderate (in the case of NovO and CouO), the cofactor spectrum is broad. Modified cofactors decorated with alkyl groups other than methyl were used for biocatalytic Friedel-Crafts alkylation, and conversions up to 99 % were achieved. In contrast to the classical chemical reaction the biotransformation is very selective and environmentally compatible. Arts and Friedel-Crafts: A set of S-adenosyl-l-methionine (SAM) dependent methyltransferases as versatile catalysts for the enzymatic Friedel-Crafts (alkylation) reaction is characterized. Modified cofactors decorated with alkyl groups other than methyl are used for biocatalytic Friedel-Crafts alkylation, and conversions up to 99 % are achieved. In contrast to the classical chemical reaction the biotransformation is very selective and environmentally compatible.

Original languageEnglish
Pages (from-to)1354-1360
Number of pages7
JournalChemCatChem
Volume8
Issue number7
DOIs
Publication statusPublished - 6 Apr 2016

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alkylation
Alkylation
Methyltransferases
vehicles
catalysts
Catalysts
methionine
Methionine
Chemical reactions
chemical reactions
arts
Enzymes
enzymes
Substrates
Biotransformation

Keywords

  • alkylation
  • biocatalysis
  • C-C bond formation
  • enzymes
  • green chemistry

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Catalysis

Cite this

Tengg, M., Stecher, H., Offner, L., Plasch, K., Anderl, F., Weber, H., ... Gruber, M. (2016). Methyltransferases: Green Catalysts for Friedel-Crafts Alkylations. ChemCatChem, 8(7), 1354-1360. https://doi.org/10.1002/cctc.201501306

Methyltransferases : Green Catalysts for Friedel-Crafts Alkylations. / Tengg, Martin; Stecher, Harald; Offner, Lisa; Plasch, Katharina; Anderl, Felix; Weber, Hansjörg; Schwab, Helmut; Gruber, Mandana.

In: ChemCatChem, Vol. 8, No. 7, 06.04.2016, p. 1354-1360.

Research output: Contribution to journalArticleResearchpeer-review

Tengg, M, Stecher, H, Offner, L, Plasch, K, Anderl, F, Weber, H, Schwab, H & Gruber, M 2016, 'Methyltransferases: Green Catalysts for Friedel-Crafts Alkylations' ChemCatChem, vol. 8, no. 7, pp. 1354-1360. https://doi.org/10.1002/cctc.201501306
Tengg M, Stecher H, Offner L, Plasch K, Anderl F, Weber H et al. Methyltransferases: Green Catalysts for Friedel-Crafts Alkylations. ChemCatChem. 2016 Apr 6;8(7):1354-1360. https://doi.org/10.1002/cctc.201501306
Tengg, Martin ; Stecher, Harald ; Offner, Lisa ; Plasch, Katharina ; Anderl, Felix ; Weber, Hansjörg ; Schwab, Helmut ; Gruber, Mandana. / Methyltransferases : Green Catalysts for Friedel-Crafts Alkylations. In: ChemCatChem. 2016 ; Vol. 8, No. 7. pp. 1354-1360.
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