Functional characterization of myrcene hydroxylases from two geographically distinct Ips pini populations |
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| Authors: | Minmin Song Amy C. Kim Andrew J. Gorzalski Marina MacLean Sharon Young Matthew D. Ginzel Gary J. Blomquist Claus Tittiger |
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| Affiliation: | 1. Department of Biochemistry and Molecular Biology, University of Nevada, Reno, NV 89557, USA;2. Departments of Entomology and Forestry and Natural Resources, Purdue University, West Lafayette, IN 47907, USA;1. Department of Biochemistry and Molecular Biology, University of Nevada, Reno, NV 89557, USA;2. Departments of Entomology and Forestry and Natural Resources, Purdue University, West Lafayette, IN 47907, USA;1. Leibniz-Institut für Troposphärenforschung (TROPOS), Permoserstr. 15, D-04318 Leipzig, Germany;2. Department of Applied Physics, University of Eastern Finland, P.O. Box 1627, FI-70211 Kuopio, Finland;2. Department of Materials Processing, Graduate School of Engineering, Tohoku University, Sendai, Miyagi, Japan;3. CREST, Japan Science and Technology, Kawaguchi, Saitama, Japan;4. Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Sendai, Miyagi, Japan;5. Department of Molecular and Applied Biosciences, Graduate School of Biosphere Science, Hiroshima University, Hiroshima, Japan;1. Laboratory of Biologically Active Compounds, Department of Biological Production, Akita Prefectural University, Akita 010-0195, Japan;2. Research Laboratory for Biotechnology and Biochemistry (RLABB), GPO Box 13265, Kathmandu, Nepal;3. GRADE Academy Private Limited, Adarsh Nagar, Main Road, Birgunj, Nepal;4. Organization for Educational Initiatives, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan;5. Department of Anatomy I, Showa University School of Medicine, Shinagawa, Tokyo 142-8555, Japan |
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| Abstract: | Ips pini bark beetles use myrcene hydroxylases to produce the aggregation pheromone component, ipsdienol, from myrcene. The enantiomeric ratio of pheromonal ipsdienol is an important prezygotic mating isolation mechanism of I. pini and differs among geographically distinct populations. We explored the substrate and product ranges of myrcene hydroxylases (CYP9T2 and CYP9T3) from reproductively-isolated western and eastern I. pini. The two cytochromes P450 share 94% amino acid identity. CYP9T2 mRNA levels were not induced in adults exposed to myrcene-saturated atmosphere. Functional assays of recombinant enzymes showed both hydroxylated myrcene, (+)- and (?)-α-pinene, 3-carene, and R-(+)-limonene, but not α-phellandrene, (?)-β-pinene, γ-terpinene, or terpinolene, with evidence that CYP9T2 strongly preferred myrcene over other substrates. They differed in the enantiomeric ratios of ipsdienol produced from myrcene, and in the products resulting from different α-pinene enantiomers. These data provide new information regarding bark beetle pheromone evolution and factors affecting cytochrome P450 structure–function relationships. |
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