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Chemical Compound Review:

Ipsdienol 2-methyl-6-methylidene-octa- 2,7-dien-4-ol

Synonyms: AG-C-85910, AG-D-87426, CTK1H0025, AR-1E3790, AC1L3A3B, ...

Sandstrom, P. et al., Seybold, S.J. et al.

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High impact information on EINECS 238-408-8

Microsomes prepared from Sf9 cells co-expressing baculoviral-mediated recombinant CYP9T2 and housefly (Musca domestica) NADPH-cytochrome P450 reductase converted myrcene to ipsdienol [1].
The final steps in the pheromone-biosynthetic pathway of the pine engraver beetle, Ips pini (Say) (Coleoptera: Scolytidae) are unknown, but likely involve myrcene (7-methyl-3-methylene-1,6-octadiene) hydroxylation to produce the aggregation pheromone component, ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol) [1].

Analytical, diagnostic and therapeutic context of EINECS 238-408-8

To further confirm that ipsdienol and ipsenol were radiolabeled, diastereomeric ester derivatives of the isolated alcohols were synthesized and analyzed by HPLC and GC-MS [2].

References

Functional expression of a bark beetle cytochrome P450 that hydroxylates myrcene to ipsdienol. Sandstrom, P., Welch, W.H., Blomquist, G.J., Tittiger, C. Insect Biochem. Mol. Biol. (2006) [Pubmed]
De novo biosynthesis of the aggregation pheromone components ipsenol and ipsdienol by the pine bark beetles Ips paraconfusus Lanier and Ips pini (Say) (Coleoptera: Scolytidae). Seybold, S.J., Quilici, D.R., Tillman, J.A., Vanderwel, D., Wood, D.L., Blomquist, G.J. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]

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