Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2021 Mar 16;22(6):992-995.
doi: 10.1002/cbic.202000650. Epub 2020 Nov 24.

Coniferyl Alcohol Radical Detection by the Dirigent Protein AtDIR6 Monitored by EPR

Affiliations

Coniferyl Alcohol Radical Detection by the Dirigent Protein AtDIR6 Monitored by EPR

Camille Modolo et al. Chembiochem. .

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.

PubMed Disclaimer

References

    1. “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.
    1. None
    1. 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”
    1. 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.
    1. N. G. Lewis, E. Yamamoto, Annu. Rev. Plant Physiol. Plant Mol. Biol. 1990, 41, 455-496.

Publication types

MeSH terms

LinkOut - more resources