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Discovery, mechanisms, and engineering of the missing apiosylation step in the biosynthesis of flavonoid apiosides in Leguminosae plants
Open accessPreprint — published as 10.1038/s41467-023-42393-1 · Paper page
Abstract
Apiose is a natural pentose containing an unusual branched-chair structure. Apiosides are bioactive natural products widely present in the plant kingdom. However, the essential apiosylation reaction in the biosynthetic pathways of apiosides has been missing. In this work, we report the first apiosyltransferase GuApiGT, which from medicinal plant Glycyrrhiza uralensis. GuApiGT could efficiently catalyze 2″-O-apiosylation of flavonoid glycosides, and exhibits strict sugar donor selectivity towards UDP-apiose. We solved the crystal structure of GuApiGT, determined a key sugar-binding motif (RLGSDH) through structural analysis and theoretical calculations, and obtained mutants with altered sugar selectivity through protein engineering. Based on the motif, we discovered 121 candidate apiosyltransferase genes from Leguminosae plants, and identified the functions of 4 enzymes. Moreover, we introduced GuApiGT and its upstream genes into Nicotiana benthamiana, and completed de novo biosynthesis of a series of flavonoid apiosides, including the anti-tussive compound liquiritin apioside at a yield of 5.46 mg/g (DW).
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Highly accurate protein structure prediction with AlphaFold
Jumper, J., Evans, R., Pritzel, A., Green, T., Figurnov, M., Ronneberger, O., Tunyasuvunakool, K., Bates, R., Žídek, A., Potapenko, A., et al. (2021) · Nature · doi:10.1038/s41586-021-03819-2 · Cited by 43,764
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Metadata
- Authors
- Wang, H.-T., Wang, Z.-L., Chen, K., Yao, M.-J., Zhang, M., Wang, R.-S., Zhang, J.-H., Ågren, H., Li, F.-D., Li, J.-H., Qiao, X., & Ye, M.
- Affiliations
- Peking University
- Peking University (CN)
- Uppsala University (SE)
- University of Science and Technology of China
- Uppsala University
- Corresponding author
- Qiao, Xue
- Ye, Min
- Venue
- Nature Communications
- Published
- 2023-03-30
- Volume
- 14
- Issue
- 1
- Pages
- 6658-6658
- ISSN
- 2041-1723 (ISSN-L)
- PMC
- PMC10589286
- OpenAlex
- W4387810751
- Cited by
- 53
- References
- 1
- Citations by year
- 2026: 10 · 2025: 27 · 2024: 14 · 2023: 2
- FWCI
- 4.72
- Type
- journal article
- Language
- en
- Open access
- gold
- doi.org
- Locations
- Nature Communications (publishedVersion, cc-by)
- Research Square (acceptedVersion, cc-by)
- PubMed Central (publishedVersion, cc-by)
- PubMed (publishedVersion)
- Uppsala University Publications (Uppsala University) (submittedVersion, cc-by)
- RePEc: Research Papers in Economics (submittedVersion)
- DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
- Funders
- Salt Science Research Foundation (BL02U1, BL19U1)
- National Natural Science Foundation of China (82330122, 81891010/81891011, 81891010, 81725023, 82122073, 81891011)
- Chinese Academy of Sciences
- China Postdoctoral Science Foundation (BL19U1, 81725023, 2023M730131)
- Linköpings Universitet
- Anhui Agricultural University
- Peking University
- Shanghai Advanced Research Institute, Chinese Academy of Sciences
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant Gene Expression Analysis
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Polysaccharides and Plant Cell Walls
- Keywords
- Glycyrrhiza uralensis, protein engineering, Fabaceae, flavonoid glycosides, de novo synthesis, Nicotiana benthamiana, plant secondary metabolism
- MeSH terms
- Flavonoids, Glycosides, Fabaceae, Plants, Nicotiana
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