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Asymmetric Bioreduction of Activated Alkenes Using Cloned 12‐Oxophytodienoate Reductase Isoenzymes OPR‐1 and OPR‐3 from Lycopersicon esculentum (Tomato): A Striking Change of Stereoselectivity
Open accessAbstract
Tomato source: 12-Oxophytodienoate reductase isoenzymes OPR1 and OPR3 from tomato possess a broad substrate spectrum for the asymmetric bioreduction of α,β-unsaturated enals, enones, dicarboxylic acids, and N-substituted maleimides (see scheme). Stereocomplementary behavior of both isoenzymes was observed in the reduction of a nitroalkene that led to the formation of opposite stereoisomers in high enantiomeric excess.
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Cited by
Enzymatic reductions for the chemist
Hollmann, F., Arends, I. W. C. E., & Holtmann, D. (2011) · Green Chemistry · doi:10.1039/c1gc15424a · Cited by 377
Wasternack, C., & Kombrink, E. (2010) · ACS Chemical Biology · doi:10.1021/cb900269u · Cited by 274
Riedel, A., Mehnert, M., Paul, C. E., Westphal, A. H., van Berkel, W. J. H., & Tischler, D. (2015) · Frontiers in Microbiology · doi:10.3389/fmicb.2015.01073 · Cited by 38
Metadata
- Authors
- Hall, M., Stueckler, C., Kroutil, W., Macheroux, P., & Faber, K.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2007-05-15
- Volume
- 46
- Issue
- 21
- Pages
- 3934-3937
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2100289296
- Cited by
- 169
- References
- 0
- FWCI
- 4.67
- Type
- journal article
- Language
- en
- Open access
- bronze
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- CoChat. (2026). Citation check: Asymmetric Bioreduction of Activated Alkenes Using Cloned 12‐Oxophytodienoate Reductase Isoenzymes OPR‐1 and OPR‐3 from Lycopersicon esculentum (Tomato): A Striking Change of Stereoselectivity. https://app.cochat.ai/papers/10.1002/anie.200605168
- The paper
- Hall, M., Stueckler, C., Kroutil, W., Macheroux, P., & Faber, K. (2007). Asymmetric Bioreduction of Activated Alkenes Using Cloned 12‐Oxophytodienoate Reductase Isoenzymes OPR‐1 and OPR‐3 from Lycopersicon esculentum (Tomato): A Striking Change of Stereoselectivity. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200605168
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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