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CYPs in different families are involved in the divergent regio-specific epoxidation of alkenyl sex pheromone precursors in moths.

Abstract：

:In moth species that utilize alkenyl sex pheromones, the epoxidation of alkenes confers further diversity on the chemical structures of pheromone components. Hc_epo1 (CYP341B14), the first pheromone gland (PG)-specific epoxidase identified from the fall webworm Hyphantria cunea (Erebidae), specifically epoxidizes the Z9 double bond in the triene precursor, (3Z,6Z,9Z)-3,6,9-henicosatriene (Z3,Z6,Z9-21:H). In the present study, we identified a novel PG-specific epoxidase, As_epo1, from the Japanese giant looper Ascotis selenaria (Geometridae), which secretes cis-3,4-epoxy-(6Z,9Z)-6,9-nonadecadiene (epo3,Z6,Z9-19:H) as the main sex pheromone component. A functional assay using the Sf9 insect cell line-baculovirus expression system showed that As_epo1 specifically epoxidizes the Z3 double bond in the pheromone precursor triene, (3Z,6Z,9Z)-3,6,9-nonadecatriene (Z3,Z6,Z9-19:H). As_epo1 also Z3-specifically epoxidized a triene with a longer carbon chain, Z3,Z6,Z9-21:H, which does not occur in this species. A phylogenetic analysis indicated that As_epo1 belonged to the CYP340 family, not the CYP341 family to which Hc_epo1 belongs. These results suggest that moth PG-specific epoxidases with divergent regio-specificities have evolved independently.

journal_name

Insect Biochem Mol Biol

journal_title

Insect biochemistry and molecular biology

authors

Rong Y,Fujii T,Ishikawa Y

doi

10.1016/j.ibmb.2019.03.002

subject

Has Abstract

pub_date

2019-05-01 00:00:00

pages

9-15

eissn

0965-1748

issn

1879-0240

pii

S0965-1748(18)30398-9

journal_volume

108

pub_type

杂志文章

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