2. Academic Validation
  3. A 2-oxoglutarate-dependent dioxygenase converts dihydrofuran to furan in Salvia diterpenoids

A 2-oxoglutarate-dependent dioxygenase converts dihydrofuran to furan in Salvia diterpenoids

  • Plant Physiol. 2022 Mar 4;188(3):1496-1506. doi: 10.1093/plphys/kiab567.
Jiao-Jiao Song 1 2,  Xin Fang 3,  Chen-Yi Li 4,  Yan Jiang 1 5,  Jian-Xu Li 4,  Sheng Wu 1 6,  Juan Guo 7,  Yan Liu 1 2,  Hang Fan 1,  Yan-Bo Huang 1,  Yu-Kun Wei 1,  Yu Kong 1,  Qing Zhao 1,  Jing-Jing Xu 1,  Yong-Hong Hu 1,  Xiao-Ya Chen 1 4,  Lei Yang 1
Affiliations

Affiliations

  • 1 Shanghai Key Laboratory of Plant Functional Genomics and Resources, Shanghai Chenshan Botanical Garden, Shanghai 201602, China.
  • 2 University of Chinese Academy of Sciences, Beijing 100049, China.
  • 3 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.
  • 4 State Key Laboratory of Plant Molecular Genetics, CAS Center for Excellence in Molecular Plant Sciences/Shanghai Institute of Plant Physiology and Ecology, Chinese Academy of Sciences, Shanghai 200032, China.
  • 5 School of Life Sciences, Shanghai Normal University, Shanghai 200234, China.
  • 6 Department of Chemical and Environmental Engineering, University of California, Riverside, California 92521, USA.
  • 7 State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China.
PMID: 34893909 DOI: 10.1093/plphys/kiab567
Abstract

Tanshinone ⅡA (TⅡA), a diterpene quinone with a furan ring, is a bioactive compound found in the medicinal herb redroot sage (Salvia miltiorrhiza Bunge), in which both furan and dihydrofuran analogs are present in abundance. Progress has been made recently in elucidating the tanshinone biosynthetic pathway, including heterocyclization of the dihydrofuran D-ring by cytochrome P450s; however, dehydrogenation of dihydrofuran to furan, a key step of furan ring formation, remains uncharacterized. Here, by differential transcriptome mining, we identified six 2-oxoglutarate-dependent dioxygenase (2-ODD) genes whose expressions corresponded to tanshinone biosynthesis. We showed that Sm2-ODD14 acts as a dehydrogenase catalyzing the furan ring aromatization. In vitro Sm2-ODD14 converted cryptotanshinone to TⅡA and thus was designated TⅡA synthase (SmTⅡAS). Furthermore, SmTⅡAS showed a strict substrate specificity, and repression of SmTⅡAS expression in hairy root by RNAi led to increased accumulation of total dihydrofuran-tanshinones and decreased production of furan-tanshinones. We conclude that SmTⅡAS controls the metabolite flux from dihydrofuran- to furan-tanshinones, which influences medicinal properties of S. miltiorrhiza.

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