Coniferyl Alcohol Radical Detection by the Dirigent Protein AtDIR6 Monitored by EPR
- PMID: 33112043
- DOI: 10.1002/cbic.202000650
Coniferyl Alcohol Radical Detection by the Dirigent Protein AtDIR6 Monitored by EPR
Abstract
Plant dirigent proteins (DIRs) control the stereoselectivity of the monolignol coniferyl alcohol radical coupling. The main mechanistic hypothesis on this chemo- and stereoselective reaction invokes a binding of coniferyl alcohol radical substrates in the dirigent protein active site so that only one enantiomeric form can be produced. We have studied the influence of the Arabidopsis thaliana AtDIR6 protein on the transient coniferyl alcohol radical by EPR. Herein, we show that AtDIR6 stabilizes coniferyl alcohol radicals prior to directing their coupling towards the formation of (-)-pinoresinol.
Keywords: EPR; UV light; dirigent proteins; radicals; stereoselectivity.
© 2020 Wiley-VCH GmbH.
References
-
- “Lignans: Biosynthesis and Function”,N. G. Lewis, L. B. Davin in Comprehensive Natural Product Chemistry, Vol. 1 (Eds.: D. H. R. Barton, K. Nakanishi, O. Meth-Cohn), Elsevier, London, 1999, pp. 639-712.
-
- None
-
- S. Suzuki, T. Umezawa, J. Wood Sci. 2007 ,53, 273-284; “Lignans (Neolignans) and Allyl/Propenyl Phenols: Biogenesis, Structural Biology, and Biological/Human Health Considerations”
-
- D. G. Vassão, K. W. Kim, L. B. Davin, N. G. Lewis in Comprehensive Natural Products Chemistry II, Vol. 1: Structural Diversity I (Eds.: C. Townsend, Y. Ebizuka.), Elsevier, Oxford, 2010, pp. 815-928.
-
- N. G. Lewis, E. Yamamoto, Annu. Rev. Plant Physiol. Plant Mol. Biol. 1990, 41, 455-496.
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