Chemical Ecology of Astigmatid Mites LXXIII. Neral as an Alarm Pheromone of the Acarid Mite, Oulenzia sp. (Astigmata: Winterschmidtiidae)

伸泰, 清水; 浩二, 野下; 直樹, 森; 律夫, 西田; 保正, 桑原

doi:10.2300/acari.13.57

Cited by 8 publications

(4 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Citral consists of two isomers, neral and geranial, and the mass spectra of these two compounds are quite similar. However, retention times are different on an HP5-ms column and geranial elutes after neral (Shimizu et al 2004). We concluded that compound I was geranial which is also a pheromone component in a wide variety of species, among others the Ambrosia beetle Platypus koryoensis (Kim et al 2009).…”

Section: Analysis Of Collected Volatilesmentioning

confidence: 85%

Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component

et al. 2021

View full text Add to dashboard Cite

Bark beetles of the genus Polygraphus have recently been involved in large bark beetle outbreaks in central Sweden, together with the European spruce bark beetle Ips typographus. Three species of Polygraphus can be found in this region; Polygraphus poligraphus, Polygraphus punctifrons and Polygraphus subopacus. Efficient pheromone traps would facilitate further investigations of these species and their role in bark beetle outbreaks. Pheromone compounds have previously been identified in P. poligraphus and P. punctifrons, but not in P. subopacus. Thus, we allowed males and females of P. subopacus to bore in the bark of stem sections of Norway spruce (Picea abies) in the laboratory. Volatile organic compounds from boring insects were sampled with SPME and analysed with GC–MS and several male-specific compounds were observed. The male specific compounds were 3-methyl-3-buten-1-ol, 3-methyl-2-buten-1-ol, 3-methyl-2-butenal, grandisol, fragranol, (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol, (E)-2-(3,3-dimethylcyclohexylidene)-ethanol, (Z)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, (E)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, geranial and γ-isogeraniol. (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol, [(Z)-DMCHE], was identified from GC–MS analysis to be the major male-specific compound while the (E)-isomer, [(E)-DMCHE], was found as a minor compound. These two compounds gave positive responses in EAG analyses with antennae from males and females of P. subopacus. Thus, (Z)- and (E)-DMCHE were used in a field experiment in central Sweden but only (Z)-DMCHE was found to be attractive to males and females of P. subopacus. Consequently, (Z)-DMCHE was established to be a component of P. subopacus aggregation pheromone.

show abstract

Section: Analysis Of Collected Volatilesmentioning

confidence: 85%

Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component

et al. 2021

View full text Add to dashboard Cite

show abstract

“…It is present in 35 of 60 species of astigmatid mites examined, including 28 unidentified species [2]. Neral has been identified as the alarm pheromone in six mite species, including Carpoglyphus lactis [3–7]. This compound was also identified as the aggregation pheromone of Schwiebea elongata [8] and as the sex pheromone of Histiogaster sp.…”

mentioning

confidence: 99%

Geraniol dehydrogenase, the key enzyme in biosynthesis of the alarm pheromone, from the astigmatid mite Carpoglyphus lactis (Acari: Carpoglyphidae)

et al. 2008

Self Cite

View full text Add to dashboard Cite

Geraniol dehydrogenase (GeDH), which plays an important role in the biosynthesis of neral, an alarm pheromone, was purified from the astigmatid mite Carpoglyphus lactis. The enzyme was obtained in an apparently homogeneous and active form after 1879-fold purification through seven steps of chromatography. Car. lactis GeDH was determined to be a monomer in its active form with a relative molecular mass of 42 800, which is a unique subunit structure in comparison with already established alcohol dehydrogenases. Car. lactis GeDH oxidized geraniol into geranial in the presence of NAD+. NADP+ was ineffective as a cofactor, suggesting that Car. lactis GeDH is an NAD+-dependent alcohol dehydrogenase. The optimal pH and temperature for geraniol oxidation were determined to be pH 9.0 and 25 degrees C, respectively. The Km values for geraniol and NAD+ were 51.0 microm and 59.5 microm, respectively. Car. lactis GeDH was shown to selectively oxidize geraniol, whereas its geometrical isomer, nerol, was inert as a substrate. The high specificity for geraniol suggests that Car. lactis GeDH specializes in the alarm pheromone biosynthesis of Car. lactis. Car. lactis GeDH is composed of 378 amino acids. Structurally, Car. lactis GeDH showed homology with zinc-dependent alcohol dehydrogenases found in mammals and a mosquito (36.6-37.6% identical), and the enzyme was considered to be a member of the medium-chain dehydrogenase/reductase family, in view of the highly conserved sequences of zinc-binding and NAD+-binding sites. Phylogenetic analyses indicate that Car. lactis GeDH could be categorized as a new class, different from other established alcohol dehydrogenases.

show abstract

“…Neral [(Z)-3,7-dimethyl-2,6-octadienal] is a geometric isomer from citral and works as an alarm pheromone of C. lactis (Kuwahara et al, 1980) as well as for other astigmatic strains (Shimizu et al, 2004). This compound with lemon-like aroma has also been associated with reproductive and aggregation pheromones in other strains (Nishimura et al, 2002); it thus plays an important role in the semiochemical communications of astigmatic strains.…”

Section: Norisoprenoidsmentioning

confidence: 99%

Influence of the mite Carpoglyphus lactis (L) on the aroma of pale and dry wines aged under flor yeasts

Marín

Ocete

Pedroza

et al. 2009

Journal of Food Composition and Analysis

View full text Add to dashboard Cite

Chemical Ecology of Astigmatid Mites LXXIII. Neral as an Alarm Pheromone of the Acarid Mite, Oulenzia sp. (Astigmata: Winterschmidtiidae)

Cited by 8 publications

References 27 publications

Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component

Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component

Geraniol dehydrogenase, the key enzyme in biosynthesis of the alarm pheromone, from the astigmatid mite Carpoglyphus lactis (Acari: Carpoglyphidae)

Influence of the mite Carpoglyphus lactis (L) on the aroma of pale and dry wines aged under flor yeasts

Contact Info

Product

Resources

About