Sesquiterpene pheromone biosynthesis in stink bugs: An isopentenyl diphosphate synthase like protein produces the cyclic sesquiterpene alcohol precursor of the aggregation pheromone murgantiol in harlequin bug (Murgantia histrionica)

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dc.contributor.authorLancaster, Jasonen
dc.contributor.authorKhrimian, Ashoten
dc.contributor.authorYoung, Sharonen
dc.contributor.authorLehner, Bryanen
dc.contributor.authorLuck, Katrinen
dc.contributor.authorWallingford, Anna K.en
dc.contributor.authorGhosh, Saikat Kumar B.en
dc.contributor.authorZerbe, Philippen
dc.contributor.authorMuchlinski, Andrewen
dc.contributor.authorMarek, Paul E.en
dc.contributor.authorSparks, Michael E.en
dc.contributor.authorTokuhisa, James G.en
dc.contributor.authorTittiger, Clausen
dc.contributor.authorKöllner, Tobias G.en
dc.contributor.authorWeber, Donald C.en
dc.contributor.authorGundersen-Rindal, Dawn E.en
dc.contributor.authorKuhar, Thomas P.en
dc.contributor.authorTholl, Dorotheaen
dc.date.accessioned2021-12-18T18:55:57Zen
dc.date.available2021-12-18T18:55:57Zen
dc.date.issued2018-08-23en
dc.date.updated2021-12-18T18:55:54Zen
dc.description.abstractInsects use a diverse array of specialized terpene metabolites as pheromones in intraspecific interactions. In contrast to plants and microbes, which employ enzymes called terpene synthases (TPSs) to synthesize terpene metabolites, limited information from few species is available about the enzymatic mechanisms underlying terpene pheromone biosynthesis in insects. Several stink bugs (Hemiptera: Pentatomidae), among them severe agricultural pests, release 15-carbon sesquiterpenes with a bisabolene skeleton as sex or aggregation pheromones. The harlequin bug, Murgantia histrionica, a specialist pest of crucifers, uses two stereoisomers of 10,11-epoxy-1-bisabolen-3-ol as a male-released aggregation pheromone called murgantiol. We show that MhTPS (MhIDS-1), an enzyme unrelated to plant and microbial TPSs but with similarity to trans-isoprenyl diphosphate synthases (IDS) of the core terpene biosynthetic pathway, catalyzes the formation of (1S,6S,7R)- 1,10-bisaboladien-1-ol (sesquipiperitol) as a terpene intermediate in murgantiol biosynthesis. Sesquipiperitol, a so-far-unknown compound in animals, also occurs in plants, indicating convergent evolution in the biosynthesis of this sesquiterpene. RNAi-mediated knockdown of MhTPS mRNA confirmed the role of MhTPS in murgantiol biosynthesis. MhTPS expression is highly specific to tissues lining the cuticle of the abdominal sternites of mature males. Phylogenetic analysis suggests that MhTPS is derived from a trans-IDS progenitor and diverged from bona fide trans-IDS proteins including MhIDS-2, which functions as an (E,E)-farnesyl diphosphate (FPP) synthase. Structure-guided mutagenesis revealed several residues critical to MhTPS and MhFPPS activity. The emergence of an IDS-like protein with TPS activity in M. histrionica demonstrates that de novo terpene biosynthesis evolved in the Hemiptera in an adaptation for intraspecific communication.en
dc.description.versionPublished versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.orcidKuhar, Thomas [0000-0002-2076-1494]en
dc.identifier.urihttp://hdl.handle.net/10919/107117en
dc.language.isoenen
dc.rightsCreative Commons Attribution-NonCommercial-NoDerivs 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/en
dc.titleSesquiterpene pheromone biosynthesis in stink bugs: An isopentenyl diphosphate synthase like protein produces the cyclic sesquiterpene alcohol precursor of the aggregation pheromone murgantiol in harlequin bug (Murgantia histrionica)en
dc.title.serialProceedings of the National Academy of Sciences of the United States of Americaen
dc.typeArticle - Refereeden
dc.type.dcmitypeTexten
dc.type.otherArticleen
pubs.organisational-group/Virginia Techen
pubs.organisational-group/Virginia Tech/Agriculture & Life Sciencesen
pubs.organisational-group/Virginia Tech/Agriculture & Life Sciences/Entomologyen
pubs.organisational-group/Virginia Tech/All T&R Facultyen
pubs.organisational-group/Virginia Tech/Agriculture & Life Sciences/CALS T&R Facultyen

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