The DOI matches its Crossref record; 37 of the 37 references it cites were found in a registry or an index.
Triterpene Functional Genomics in Licorice for Identification of CYP72A154 Involved in the Biosynthesis of Glycyrrhizin
Open accessAbstract
Glycyrrhizin, a triterpenoid saponin derived from the underground parts of Glycyrrhiza plants (licorice), has several pharmacological activities and is also used worldwide as a natural sweetener. The biosynthesis of glycyrrhizin involves the initial cyclization of 2,3-oxidosqualene to the triterpene skeleton β-amyrin, followed by a series of oxidative reactions at positions C-11 and C-30, and glycosyl transfers to the C-3 hydroxyl group. We previously reported the identification of a cytochrome P450 monooxygenase (P450) gene encoding β-amyrin 11-oxidase (CYP88D6) as the initial P450 gene in glycyrrhizin biosynthesis. In this study, a second relevant P450 (CYP72A154) was identified and shown to be responsible for C-30 oxidation in the glycyrrhizin pathway. CYP72A154 expressed in an engineered yeast strain that endogenously produces 11-oxo-β-amyrin (a possible biosynthetic intermediate between β-amyrin and glycyrrhizin) catalyzed three sequential oxidation steps at C-30 of 11-oxo-β-amyrin supplied in situ to produce glycyrrhetinic acid, a glycyrrhizin aglycone. Furthermore, CYP72A63 of Medicago truncatula, which has high sequence similarity to CYP72A154, was able to catalyze C-30 oxidation of β-amyrin. These results reveal a function of CYP72A subfamily proteins as triterpene-oxidizing enzymes and provide a genetic tool for engineering the production of glycyrrhizin.
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Cited by
Triterpene Biosynthesis in Plants
Thimmappa, R., Geisler, K., Louveau, T., O'Maille, P., & Osbourn, A. (2014) · Annual Review of Plant Biology · doi:10.1146/annurev-arplant-050312-120229 · Cited by 803
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Self-citationThe anti-inflammatory activity of licorice, a widely used Chinese herb
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Metadata
- Authors
- Seki, H., Sawai, S., Ohyama, K., Mizutani, M., Ohnishi, T., Sudo, H., Fukushima, E. O., Akashi, T., Aoki, T., Saito, K., & Muranaka, T.
- Venue
- The Plant Cell
- Publisher
- Oxford University Press (OUP)
- Published
- 2011-11-01
- Volume
- 23
- Issue
- 11
- Pages
- 4112-4123
- ISSN
- 1040-4651 (ISSN-L)
- 1532-298X
- OpenAlex
- W2114384345
- Cited by
- 331
- References
- 37
- FWCI
- 4.47
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Seki, H., Sawai, S., Ohyama, K., Mizutani, M., Ohnishi, T., Sudo, H., Fukushima, E. O., Akashi, T., Aoki, T., Saito, K., & Muranaka, T. (2011). Triterpene Functional Genomics in Licorice for Identification of CYP72A154 Involved in the Biosynthesis of Glycyrrhizin. The Plant Cell. https://doi.org/10.1105/tpc.110.082685
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