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Epimerisation of chiral hydroxylactones by short-chain dehydrogenases/reductases accounts for sex pheromone evolution in Nasonia

Ruther, Joachim ; Hagström, Åsa K. LU ; Brandstetter, Birgit ; Hofferberth, John ; Bruckmann, Astrid ; Semmelmann, Florian ; Fink, Michaela ; Lowack, Helena ; Laberer, Sabine and Niehuis, Oliver , et al. (2016) In Scientific Reports 6.
Abstract

Males of all species of the parasitic wasp genus Nasonia use (4R,5S)-5-hydroxy-4-decanolide (RS) as component of their sex pheromone while only N. vitripennis (Nv), employs additionally (4R,5R)-5-hydroxy-4-decanolide (RR). Three genes coding for the NAD + -dependent short-chain dehydrogenases/reductases (SDRs) NV10127, NV10128, and NV10129 are linked to the ability of Nv to produce RR. Here we show by assaying recombinant enzymes that SDRs from both Nv and N. giraulti (Ng), the latter a species with only RS in the pheromone, epimerise RS into RR and vice versa with (4R)-5-oxo-4-decanolide as an intermediate. Nv-derived SDR orthologues generally had higher epimerisation rates, which were also influenced by NAD + availability.... (More)

Males of all species of the parasitic wasp genus Nasonia use (4R,5S)-5-hydroxy-4-decanolide (RS) as component of their sex pheromone while only N. vitripennis (Nv), employs additionally (4R,5R)-5-hydroxy-4-decanolide (RR). Three genes coding for the NAD + -dependent short-chain dehydrogenases/reductases (SDRs) NV10127, NV10128, and NV10129 are linked to the ability of Nv to produce RR. Here we show by assaying recombinant enzymes that SDRs from both Nv and N. giraulti (Ng), the latter a species with only RS in the pheromone, epimerise RS into RR and vice versa with (4R)-5-oxo-4-decanolide as an intermediate. Nv-derived SDR orthologues generally had higher epimerisation rates, which were also influenced by NAD + availability. Semiquantitative protein analyses of the pheromone glands by tandem mass spectrometry revealed that NV10127 as well as NV10128 and/or NV10129 were more abundant in Nv compared to Ng. We conclude that the interplay of differential expression patterns and SDR epimerisation rates on the ancestral pheromone component RS accounts for the evolution of a novel pheromone phenotype in Nv.

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Contribution to journal
publication status
published
subject
in
Scientific Reports
volume
6
article number
34697
publisher
Nature Publishing Group
external identifiers
  • pmid:27703264
  • wos:000384664900001
  • scopus:84990197141
ISSN
2045-2322
DOI
10.1038/srep34697
language
English
LU publication?
yes
id
443ca82e-0f7d-44b5-a01e-085c175f2a33
date added to LUP
2016-10-21 07:48:08
date last changed
2025-01-12 13:35:44
@article{443ca82e-0f7d-44b5-a01e-085c175f2a33,
  abstract     = {{<p>Males of all species of the parasitic wasp genus Nasonia use (4R,5S)-5-hydroxy-4-decanolide (RS) as component of their sex pheromone while only N. vitripennis (Nv), employs additionally (4R,5R)-5-hydroxy-4-decanolide (RR). Three genes coding for the NAD + -dependent short-chain dehydrogenases/reductases (SDRs) NV10127, NV10128, and NV10129 are linked to the ability of Nv to produce RR. Here we show by assaying recombinant enzymes that SDRs from both Nv and N. giraulti (Ng), the latter a species with only RS in the pheromone, epimerise RS into RR and vice versa with (4R)-5-oxo-4-decanolide as an intermediate. Nv-derived SDR orthologues generally had higher epimerisation rates, which were also influenced by NAD + availability. Semiquantitative protein analyses of the pheromone glands by tandem mass spectrometry revealed that NV10127 as well as NV10128 and/or NV10129 were more abundant in Nv compared to Ng. We conclude that the interplay of differential expression patterns and SDR epimerisation rates on the ancestral pheromone component RS accounts for the evolution of a novel pheromone phenotype in Nv.</p>}},
  author       = {{Ruther, Joachim and Hagström, Åsa K. and Brandstetter, Birgit and Hofferberth, John and Bruckmann, Astrid and Semmelmann, Florian and Fink, Michaela and Lowack, Helena and Laberer, Sabine and Niehuis, Oliver and Deutzmann, Rainer and Löfstedt, Christer and Sterner, Reinhard}},
  issn         = {{2045-2322}},
  language     = {{eng}},
  month        = {{10}},
  publisher    = {{Nature Publishing Group}},
  series       = {{Scientific Reports}},
  title        = {{Epimerisation of chiral hydroxylactones by short-chain dehydrogenases/reductases accounts for sex pheromone evolution in Nasonia}},
  url          = {{http://dx.doi.org/10.1038/srep34697}},
  doi          = {{10.1038/srep34697}},
  volume       = {{6}},
  year         = {{2016}},
}