Ipsdienol dehydrogenase (IDOLDH): A novel oxidoreductase important for Ips pini pheromone production

Insect Biochemistry and Molecular Biology

Volumn 42, Issue 2, 2012, Pages 81-90

  Figueroa Teran, Rubi ^a   Welch, William H ^a   Blomquist, Gary J ^a   Tittiger, Claus ^a  

^a UNIVERSITY OF NEVADA   (United States)

Author keywords

Dehydrogenase; Ipsdienol; Ipsdienone; Pheromone

Indexed keywords

INSECT PROTEIN; IPSDIENOL; OCTANOL; OXIDOREDUCTASE; PHEROMONE; RECOMBINANT PROTEIN; TERPENE;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; BEETLE; BIOSYNTHESIS; CELL LINE; DNA SEQUENCE; ENZYMOLOGY; FEMALE; MALE; METABOLISM; MOLECULAR CLONING; MOLECULAR GENETICS; NUCLEOTIDE SEQUENCE;

AMINO ACID SEQUENCE; ANIMALS; BASE SEQUENCE; BEETLES; CELL LINE; CLONING, MOLECULAR; FEMALE; INSECT PROTEINS; MALE; MOLECULAR SEQUENCE DATA; MONOTERPENES; OCTANOLS; OXIDOREDUCTASES; PHEROMONES; RECOMBINANT PROTEINS; SEQUENCE ANALYSIS, DNA;

IPS PINI; SCOLYTINAE;

EID: 84855584817     PISSN: 09651748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ibmb.2011.10.009     Document Type: Article

References (34)

1. Altschul S.F., Madden T.L., Schäffer A.A., Zhang J., Zhang Z., Miller W., Lipman D.J. Gapped BLAST and PSI-BLAST: a new generation of protein database search programs. Nucleic Acids Res. 1997, 25:3389-3402.
2. Bearfield J.C., Henry A.G., Tittiger C., Blomquist G.J., Ginzel M.D. Two regulatory mechanisms of monoterpenoid pheromone production in Ips spp. of bark beetles. J.Chem. Ecol. 2009, 35:689-697.
3. Bendtsen J.D., Nielsen H., von Heijne G., Brunak S. Improved prediction of signal peptides: SignalP 3.0. J.Mol. Biol. 2004, 340:783-795.
4. Blomquist G.J., Figueroa-Teran R., Aw M., Song M., Gorzalski A., Abbott N., Chang E., Tittiger C. Pheromone production in bark beetles. Insect Biochem. Mol. Biol. 2010, 40:699-712.
5. Decker L.A.W. Worthington Enzyme Manual Freehold 1977, Worthington Biochemical Corporation, 346 pp.
6. Fersht A. Structure and Mechanism in Protein Science: a Guide to Enzyme Catalysis and Protein Folding 1999, W.H. Freeman and Co., U.S.A., pp. 457-472.
7. Fish R.H., Browne L.E., Bergot B.J. Pheromone biosynthetic pathways: conversion of ipsdienone to (-)-ipsdienol, a mechanism for enantioselective reduction in the male bark beetle, Ips paraconfusus. J.Chem. Ecol. 1984, 10:1057-1064.
8. Fish R.H., Browne L.E., Wood D.L., Hendry L.B. Pheromone biosynthetic pathways: conversions of deuterium labelled ipsdienol with sexual and enantioselectivity in Ips paraconfusus Lanier. Tetrahedron Lett. 1979, 17:1465-1468.
9. Gasteiger E., Gattiker A., Hoogland C., Ivanyi I., Appel R.D., Bairoch A. ExPASy: the proteomics server for in-depth protein knowledge and analysis. Nucleic Acids Res. 2003, 31:3784-3788.
10. Gilg A.B., Bearfield J.C., Tittiger C., Welch W.H., Blomquist G.J. Isolation and functional expression of the first animal geranyl diphosphate synthase and its role in bark beetle pheromone biosynthesis. Proc. Natl. Acad. Sci. U.S.A. 2005, 102:9760-9765.
11. Gilg A.B., Tittiger C., Blomquist G.J. Unique animal prenyltransferase with monoterpene synthase activity. Naturwissenschaften 2009, 96:731-735.
12. Ivarsson P., Blomquist G.J., Seybold S.J. Invitro production of the pheromone intermediates ipsdienone and ipsenone by the bark beetles Ips pini (Say) and I.paraconfusus Lanier (Coleoptera: Scolytidae). Naturwissenschaften 1997, 84:454-457.
13. Kavanagh K.L., Jornvall H., Persson B., Oppermann U. Medium- and short-chain dehydrogenase/reductase gene and protein families: the SDR superfamily: functional and structural diversity within a family of metabolic and regulatory enzymes. Cell. Mol. Life Sci. 2008, 65:3895-3906.
14. Keeling C.I., Bearfield J.C., Young S., Blomquist G.J., Tittiger C. Effects of juvenile hormone on gene expression in the pheromone-producing midgut of the pine engraver beetle, Ips pini. Insect Mol. Biol. 2006, 15:207-216.
15. Keeling C.I., Blomquist G.J., Tittiger C. Coordinated gene expression for pheromone biosynthesis in the pine engraver beetle, Ips pini (Coleoptera: Scolytidae). Naturwissenschaften 2004, 91:324-328.
16. Kohnle U., Vité J.P., Erbacher C., Bartels J., Francke W. Aggregation response of European engraver beetles of the genus Ips mediated by terpenoid pheromones. Entomol. Exp. Appl. 1988, 49:43-53.
17. Lanier G.N., Claesson A., Stewart T., Piston J.J., Silverstein R.M. Ips pini: the basis for interpopulational differences in pheromone biology. J.Chem. Ecol. 1980, 6:677-687.
18. Livak K.J., Schmittgen T.D. Analysis of relative gene expression data using real-time quantitative PCR and the 2(-Delta Delta C(T)) method. Methods 2001, 25:402-408.
19. Mayoral J.G., Nouzova M., Navare A., Noriega F.G. NADP+-dependent farnesol dehydrogenase, a corpora allata enzyme involved in juvenile hormone synthesis. Proc. Nat. Acad. Sci. U.S.A. 2009, 106:21091-21096.
20. Miller D.R., Borden J.H., Slessor K.N. Inter- and intrapopulation variation of the pheromone, ipsdienol produced by male pine engravers, Ips pini (Say) (Coleoptera: Scolytidae). J.Chem. Ecol. 1989, 15:233-247.
21. Noge K., Kato M., Mori N., Kataoka M., Tanaka C., Yamasue Y., Nishida R., Kuwahara Y. Geraniol dehydrogenase, the key enzyme in biosynthesis of the alarm pheromone, from the astigmatid mite Carpoglyphus lactis (Acari: Carpoglyphidae). FEBS Journal 2008, 275:2807-2817.
22. Persson B., Kallberg Y., Oppermann U., Jornvall H. Coenzyme-based functional assignments of short-chain dehydrogenases/reductases (SDRs). Chem. Biol. Interact. 2003, 143-144:271-278.
23. Polichuk D.R., Zhang Y., Reed D.W., Schmidt J.F., Covello P.S. Aglandular trichome-specific monoterpene alcohol dehydrogenase from Artemisia annua. Phytochemistry 2010, 71:1264-1269.
24. Powell A.J., Read J.A., Banfield M.J., Gunn-Moore F., Yan S.D., Lustbader J., Stern A.R., Stern D.M., Brady R.L. Recognition of structurally diverse substrates by type II 3-hydroxyacyl-CoA dehydrogenase (HADH II)/amyloid-beta binding alcohol dehydrogenase (ABAD). J.Mol. Biol. 2000, 303:311-327.
25. Sambrook J., Fritsch E.F., Maniatis T. Molecular Cloning, a Laboratory Manual 1989, Cold Spring Harbor Laboratory, Cold Spring Harbor.
26. Sandstrom P., Ginzel M.D., Bearfield J.C., Welch W.H., Blomquist G.J., Tittiger C. Myrcene hydroxylases do not determine enantiomeric composition of pheromonal ipsdienol in Ips spp. J.Chem. Ecol. 2008, 34:1584-1592.
27. Sandstrom P., Welch W.H., Blomquist G.J., Tittiger C. Functional expression of a bark beetle cytochrome P450 that hydroxylates myrcene to ipsdienol. Insect Biochem. Mol. Biol. 2006, 36:835-845.
28. Seybold S.J., Quilici D.R., Tillman J.A., Vanderwel D., Wood D.L., Blomquist G.J. De novo biosynthesis of the aggregation pheromone components ipsenol and ipsdienol by the pine bark beetles Ips paraconfusus Lanier and Ips pini (Say) (Coleoptera: Scolytidae). Proc. Natl. Acad. Sci. U.S.A. 1995, 92:8393-8397.
29. Slessor K.E., Stok J.E., Cavaignac S.M., Hawkes D.B., Ghasemi Y., De Voss J.J. Cineole biodegradation: molecular cloning, expression and characterisation of (1R)-6beta-hydroxycineole dehydrogenase from Citrobacter braakii. Bioorg. Chem. 2010, 38:81-86.
30. Teal S.A., Webster F.X., Zhang A., Lanier G.M. Lanierone: a new pheromone component from Ips pini (Coleoptera: Scolytidae). J.Chem. Ecol. 1991, 17:1159-1176.
31. Teale S.A., Lanier G.N. Seasonal variability in response of Ips pini (Coleoptera: Scolytidae) to ipsdienol in New York. J.Chem. Ecol. 1991, 17:1145-1158.
32. Tillman J.A., Lu F., Goddard L.M., Donaldson Z.R., Dwinell S.C., Tittiger C., Hall G.M., Storer A.J., Blomquist G.J., Seybold S.J. Juvenile hormone regulates de novo isoprenoid aggregation pheromone biosynthesis in pine bark beetles, Ips spp., through transcriptional control of HMG-CoA reductase. J.Chem. Ecol. 2004, 30:2459-2494.
33. Vité J., Bakke A., Renwick J. Pheromones in Ips (Coleoptera: Scolytidae): occurrence and production. Can. Entomol. 1972, 104:1967-1975.
34. Vité J.P., Ohloff G., Billings R. Pheromonal chirality and integrity of aggregation response in southern species of bark beetle Ips sp. Nature 1978, 272:817-818.