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Catalytic Alkylation Using a Cyclic S‐Adenosylmethionine Regeneration System
Abstract
S‐Adenosylmethionine‐dependent methyltransferases are versatile tools for the specific alkylation of many compounds, such as pharmaceuticals, but their biocatalytic application is severely limited owing to the lack of a cofactor regeneration system. We report a biomimetic, polyphosphate‐based, cyclic cascade for methyltransferases. In addition to the substrate to be methylated, only methionine and polyphosphate have to be added in stoichiometric amounts. The system acts catalytically with respect to the cofactor precursor adenosine in methylation and ethylation reactions of selected substrates, as shown by HPLC analysis. Furthermore, 1 H and 13 C NMR measurements were performed to unequivocally identify methionine as the methyl donor and to gain insight into the selectivity of the reactions. This system constitutes a vital stage in the development of economical and environmentally friendly applications of methyltransferases.
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Cited by
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Jockmann, E., Subrizi, F., Mohr, M. K. F., Carter, E. M., Hebecker, P. M., Popadić, D., Hailes, H. C., & Andexer, J. N. (2023) · ChemCatChem · doi:10.1002/cctc.202300930 · Cited by 19
Self-citationMohr, M. K. F., Saleem‐Batcha, R., Cornelissen, N. V., & Andexer, J. N. (2023) · Chemistry – A European Journal · doi:10.1002/chem.202301503 · Cited by 16
Self-citationSelective Phosphorylation of Phenols and Benzenediols by the Kinase PsiK and Variants Thereof
Kim, A., Morato, N. M., Saha, P., Eyimegwu, P. N., Niyaz, A. A., Huang, R., Cooks, R. G., Phelan, R. M., & Lewis, J. C. (2025) · Angewandte Chemie International Edition · doi:10.1002/anie.202503538 · Cited by 7
Metadata
- Authors
- Mordhorst, S., Siegrist, J., Müller, M., Richter, M., & Andexer, J. N.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2017-02-07
- Volume
- 56
- Issue
- 14
- Pages
- 4037-4041
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2587713724
- Cited by
- 171
- References
- 0
- FWCI
- 5.53
- Type
- journal article
- Language
- en
- Open access
- closed
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- Mordhorst, S., Siegrist, J., Müller, M., Richter, M., & Andexer, J. N. (2017). Catalytic Alkylation Using a Cyclic S‐Adenosylmethionine Regeneration System. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201611038
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