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An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase‐Catalyzed Oxidative Coupling of Phenols
Abstract
(+)- or (−)-pinoresinol: that is the question. Which of the two enantiomeric lignans is formed during laccase-catalyzed phenol coupling of (E)-coniferyl alcohol (1) depends on the dirigent protein. In the presence of the first enantiocomplementary dirigent protein AtDIR6, (−)-2 is formed (78 % ee). Preferential formation of (+)-2 is observed in the presence of the dirigent protein FiDIR1, whereas only racemic 2 is formed in the absence of dirigent proteins.
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Cited by
Oxidative Cyclization in Natural Product Biosynthesis
Tang, M.-C., Zou, Y., Watanabe, K., Walsh, C. T., & Tang, Y. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00478 · Cited by 425
Chemistry and Biology of Resveratrol-Derived Natural Products
Keylor, M. H., Matsuura, B. S., & Stephenson, C. R. J. (2015) · Chemical Reviews · doi:10.1021/cr500689b · Cited by 366
Laccase and Laccase‐Mediated Systems in the Synthesis of Organic Compounds
Mogharabi, M., & Faramarzi, M. A. (2014) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201300960 · Cited by 254
Dalisay, D. S., Kim, K. W., Lee, C., Yang, H., Rübel, O., Bowen, B. P., Davin, L. B., & Lewis, N. G. (2015) · Journal of Natural Products · doi:10.1021/acs.jnatprod.5b00023 · Cited by 157
Biocatalysis with Laccases: An Updated Overview
Bassanini, I., Ferrandi, E. E., Riva, S., & Monti, D. (2020) · Catalysts · doi:10.3390/catal11010026 · Cited by 139
Metadata
- Authors
- Pickel, B., Constantin, M., Pfannstiel, J., Conrad, J., Beifuss, U., & Schaller, A.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2009-12-22
- Volume
- 49
- Issue
- 1
- Pages
- 202-204
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W1990855267
- Cited by
- 178
- References
- 0
- FWCI
- 3.60
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase‐Catalyzed Oxidative Coupling of Phenols. https://app.cochat.ai/papers/10.1002/anie.200904622
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- Pickel, B., Constantin, M., Pfannstiel, J., Conrad, J., Beifuss, U., & Schaller, A. (2010). An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase‐Catalyzed Oxidative Coupling of Phenols. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200904622
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