The discovery of 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine: a semiochemical in orchid pollination

Organic Letters
Björn BohmanRussell A Barrow

Abstract

Drakaea livida (Orchidaceae) is pollinated by sexual deception of the wasp Zaspilothynnus nigripes (Thynnidae). It is shown that the orchid emits the same compound, 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine, that females emit when calling for mates. This novel pyrazine was isolated and identified by GC-EAD and GC-MS and confirmed by synthesis. This compound may represent the first known case of pyrazines as sex pheromones in Hymenoptera.

References

Oct 18, 2003·Science·Florian P SchiestlWittko Francke
May 28, 2009·Proceedings of the National Academy of Sciences of the United States of America·S FrankeW Francke
Feb 11, 2010·Journal of Chemical Ecology·Robert K Vander MeerMan-Yeon Choi
Apr 10, 2010·Biological Reviews of the Cambridge Philosophical Society·A C Gaskett

❮ Previous
Next ❯

Citations

Sep 20, 2012·Journal of Natural Products·Björn BohmanRussell A Barrow
Dec 17, 2015·Journal of Chemical Ecology·Björn BohmanRod Peakall
Oct 27, 2015·Frontiers in Neuroscience·Kazumi OsadaMakoto Kashiwayanagi
Feb 5, 2015·Annals of Botany·Ranamalie AmarasingheRod Peakall
Feb 25, 2014·Natural Product Reports·Jeroen S Dickschat
Sep 23, 2014·Chemical Communications : Chem Comm·K K Durga Rao ViswanadhamSurendar Reddy Bathula
Jan 1, 2015·Journal of Mass Spectrometry : JMS·Björn BohmanRussell A Barrow
Mar 2, 2017·Journal of Chemical Ecology·Kazumi OsadaMakoto Kashiwayanagi
Jan 1, 2014·Insects·Bjorn Bohman, Rod Peakall
May 16, 2014·Organic Letters·Bjorn BohmanRussell A Barrow

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.