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- Title
Identification of 6- epi -heliolactone as a biosynthetic precursor of avenaol in Avena strigosa.
- Authors
Daisuke Moriyama; Takatoshi Wakabayashi; Nanami Shiotani; Shunya Yamamoto; Yui Furusato; Kohki Yabe; Masaharu Mizutani; Hirosato Takikawa; Yukihiro Sugimoto
- Abstract
Strigolactones (SLs), which are known as rhizosphere signaling molecules and plant hormones regulating shoot architecture, are classified into 2 distinct groups, canonical and noncanonical SLs, based on their structures. Avenaol, a noncanonical SL found in the root exudates of black oat (Avena strigosa), has a characteristic bicyclo[4.1.0]heptane skeleton. Elucidating the biosynthetic mechanism of this peculiar structure is a challenge for further understanding of the structural diversification of noncanonical SLs. In this study, a novel noncanonical SL, 6- epi -heliolactone in black oat root exudates was identified. Feeding experiments showed that 6- epi -heliolactone was a biosynthetic intermediate between methyl carlactonoate and avenaol. Inhibitor experiments proposed the involvement of 2-oxoglutarate-dependent dioxygenase in converting 6- epi -heliolactone to avenaol. These results provide new insights into the stereochemistry diversity of noncanonical SLs and a basis to explore the biosynthetic pathway causing avenaol.
- Subjects
WILD oat; PLANT exudates; PLANT hormones; STRIGOLACTONES; HEPTANE; WNT signal transduction
- Publication
Bioscience, Biotechnology & Biochemistry, 2022, Vol 86, Issue 8, p998
- ISSN
0916-8451
- Publication type
Article
- DOI
10.1093/bbb/zbac069