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Insect Biochem Mol Biol

Title:		Mountain pine beetle (Dendroctonus ponderosae) CYP4Gs convert long and short chain alcohols and aldehydes to hydrocarbons
Author(s):		MacLean M; Nadeau J; Gurnea T; Tittiger C; Blomquist GJ;
Address:		"Department of Biochemistry and Molecular Biology, University of Nevada, 1664 N. Virginia St., Reno, NV, 89557, United States. Electronic address: mmaclean@unr.edu. Department of Biochemistry and Molecular Biology, University of Nevada, 1664 N. Virginia St., Reno, NV, 89557, United States. Electronic address: jnadeau20@sbcglobal.net. Department of Biochemistry and Molecular Biology, University of Nevada, 1664 N. Virginia St., Reno, NV, 89557, United States. Electronic address: taylor@gurnea.com. Department of Biochemistry and Molecular Biology, University of Nevada, 1664 N. Virginia St., Reno, NV, 89557, United States. Electronic address: crt@unr.edu. Department of Biochemistry and Molecular Biology, University of Nevada, 1664 N. Virginia St., Reno, NV, 89557, United States. Electronic address: garyb@cabnr.unr.edu"
Journal Title:		Insect Biochem Mol Biol
Year:		2018
Volume:		20180919
Issue:
Page Number:		11 - 20
DOI:		10.1016/j.ibmb.2018.09.005
ISSN/ISBN:		1879-0240 (Electronic) 0965-1748 (Linking)
Abstract:		"Hydrocarbon biosynthesis in insects involves the elongation of fatty acyl-CoAs to very-long chain fatty acyl-CoAs that are then reduced and converted to hydrocarbon, with the last step involving the oxidative decarbonylation of an aldehyde to hydrocarbon and carbon dioxide. Cytochromes P450 in the 4G family decarbonylate aldehydes to hydrocarbon. All insect acyl-CoA reductases studied to date reduce fatty acyl-CoAs to alcohols. The results of the work reported herein demonstrate that CYP4G55 and CYP4G56 from the mountain pine beetle, Dendroctonus ponderosae, expressed as fusion proteins with house fly cytochrome P450 reductase (CPR), convert both long chain aldehydes and long chain alcohols to hydrocarbons. CYP4G55 and CYP4G56 appear to prefer primary alcohols to aldehydes as substrates. These data strongly suggest that hydrocarbon biosynthesis in insects occurs by the two-step reduction of very long chain fatty acyl-CoAs to alcohols, which are then oxidized to aldehydes and then oxidatively decarbonylated to hydrocarbon by CYP4G enzymes. In addition, both CYP4G55 and CYP4G56 fusion proteins convert C10 alcohols and aldehydes to hydrocarbons, including the conversion of (Z)-7-decenal, a putative intermediate in the exo-brevicomin pheromone biosynthetic pathway, to (Z)-3-nonene. These data demonstrate that the highly conserved CYP4G enzymes accept a broad range of carbon chain lengths, including C10 and C18, and have evolved to function in cuticular hydrocarbon biosynthesis and pheromone production"
Keywords:		"Aldehydes/*metabolism Animals Bridged Bicyclo Compounds, Heterocyclic/metabolism Coleoptera/*metabolism Cytochrome P-450 Enzyme System/*metabolism Fatty Acids/*metabolism Fatty Alcohols/*metabolism Hydrocarbons, Acyclic/*metabolism Insect Proteins/*metabo;"
Notes:		"MedlineMacLean, Marina Nadeau, Jeffrey Gurnea, Taylor Tittiger, Claus Blomquist, Gary J eng Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. England 2018/09/24 Insect Biochem Mol Biol. 2018 Nov; 102:11-20. doi: 10.1016/j.ibmb.2018.09.005. Epub 2018 Sep 19"