Insights into the missing apiosylation step in flavonoid apiosides biosynthesis of Leguminosae plants
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Abstract
Apiose is a natural pentose containing an unusual branched-chain structure. Apiosides are bioactive natural products widely present in the plant kingdom. However, little is known on the key apiosylation reaction in the biosynthetic pathways of apiosides. In this work, we discover an apiosyltransferase GuApiGT from Glycyrrhiza uralensis . GuApiGT could efficiently catalyze 2″- O -apiosylation of flavonoid glycosides, and exhibits strict selectivity towards UDP-apiose. We further solve the crystal structure of GuApiGT, determine a key sugar-binding motif (RLGSDH) through structural analysis and theoretical calculations, and obtain mutants with altered sugar selectivity through protein engineering. Moreover, we discover 121 candidate apiosyltransferase genes from Leguminosae plants, and identify the functions of 4 enzymes. Finally, we introduce GuApiGT and its upstream genes into Nicotiana benthamiana , and complete de novo biosynthesis of a series of flavonoid apiosides. This work reports an efficient phenolic apiosyltransferase, and reveals mechanisms for its sugar donor selectivity.
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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 · see citing works
Kollman, P. A., Massova, I., Reyes, C., Kuhn, B., Huo, S., Chong, L., Lee, M., Lee, T., Duan, Y., Wang, W., et al. (2000) · Accounts of Chemical Research · doi:10.1021/ar000033j · Cited by 4,978 · see citing works
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- 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., Qiao, X., & Ye, M.
- Affiliations
- Peking University (CN)
- Uppsala University (SE)
- Corresponding author
- Li, Junhao
- Qiao, Xue
- Ye, Min
- Venue
- Nature Communications
- Published
- 2023-10-20
- Volume
- 14
- Issue
- 1
- Pages
- 6658-6658
- ISSN
- 2041-1723 (ISSN-L)
- PMC
- PMC10589286
- OpenAlex
- W4387810751
- Cited by
- 53
- References
- 2
- 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
- National Natural Science Foundation of China (81891010/81891011, 82122073)
- China Postdoctoral Science Foundation (2023M730131)
- 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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