메뉴 건너뛰기




Volumn 105, Issue 26, 2008, Pages 8914-8919

An epoxide hydrolase involved in the biosynthesis of an insect sex attractant and its use to localize the production site

Author keywords

Nasonia vitripennis; Pheromone biosynthesis; Pheromone gland

Indexed keywords

EPOXIDE HYDROLASE; FATTY ACID; SEX PHEROMONE; DECAN 4 OLIDE; DECAN-4-OLIDE; INSECT ATTRACTANTS; LACTONE; PHEROMONE;

EID: 48249126237     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.0801559105     Document Type: Article
Times cited : (49)

References (52)
  • 3
    • 33748326906 scopus 로고    scopus 로고
    • Biology and ultrastructure of sex pheromone-producing tissue
    • eds Blomquist G, Vogt R Elsevier, London, pp
    • Ma PWK, Ramaswamy SB (2003) Biology and ultrastructure of sex pheromone-producing tissue. Insect Pheromone Biochemistry and Molecular Biology, eds Blomquist G, Vogt R (Elsevier, London), pp 19-51.
    • (2003) Insect Pheromone Biochemistry and Molecular Biology , pp. 19-51
    • Ma, P.W.K.1    Ramaswamy, S.B.2
  • 5
    • 16844373749 scopus 로고    scopus 로고
    • Insect pheromone biosynthesis
    • Jurenka RA (2004) Insect pheromone biosynthesis. Top Curr Chem 239:97-132.
    • (2004) Top Curr Chem , vol.239 , pp. 97-132
    • Jurenka, R.A.1
  • 6
    • 0000594332 scopus 로고
    • Sex pheromone biosynthesis in Trichoplusia ni: Key steps involve delta-11 desaturation and chain-shortening
    • Bjostad LB, Roelofs WL (1983) Sex pheromone biosynthesis in Trichoplusia ni: Key steps involve delta-11 desaturation and chain-shortening. Science 220:1387-1389.
    • (1983) Science , vol.220 , pp. 1387-1389
    • Bjostad, L.B.1    Roelofs, W.L.2
  • 7
    • 0021671864 scopus 로고
    • Aldehyde pheromones in Lepidoptera: Evidence for an acetate ester precursor in Choristoneura fumiferana
    • Morse DAVI, Meighen EDWA (1984) Aldehyde pheromones in Lepidoptera: Evidence for an acetate ester precursor in Choristoneura fumiferana. Science 226:1434-1436.
    • (1984) Science , vol.226 , pp. 1434-1436
    • Morse, D.A.V.I.1    Meighen, E.D.W.A.2
  • 8
    • 0000472677 scopus 로고
    • The role of 20-hydroxyecdysone in housefly sex-pheromone biosynthesis
    • Adams TS, Dillwith JW, Blomquist GJ (1984) The role of 20-hydroxyecdysone in housefly sex-pheromone biosynthesis. J Insect Physiol 30:287-294.
    • (1984) J Insect Physiol , vol.30 , pp. 287-294
    • Adams, T.S.1    Dillwith, J.W.2    Blomquist, G.J.3
  • 9
    • 0001172163 scopus 로고
    • Involvement of juvenile hormone in the regulation of pheromone release activities in a moth
    • Cusson MICH, McNeil JN (1989) Involvement of juvenile hormone in the regulation of pheromone release activities in a moth. Science 243:210-212.
    • (1989) Science , vol.243 , pp. 210-212
    • Cusson, M.I.C.H.1    McNeil, J.N.2
  • 10
    • 0024378132 scopus 로고
    • Identification of a neuropeptide hormone that regulates sex pheromone production in female moths
    • Raina AK, et al. (1989) Identification of a neuropeptide hormone that regulates sex pheromone production in female moths. Science 244:796-798.
    • (1989) Science , vol.244 , pp. 796-798
    • Raina, A.K.1
  • 11
    • 0026668337 scopus 로고
    • Biosynthesis and endocrine control of the production of the German cockroach sex pheromone 3,11-dimethylnonacosane-2-one
    • Chase J, Touhara K, Prestwich GD, Schal C, Blomquist GJ (1992) Biosynthesis and endocrine control of the production of the German cockroach sex pheromone 3,11-dimethylnonacosane-2-one. Proc Natl Acad Sci USA 89:6050-6054.
    • (1992) Proc Natl Acad Sci USA , vol.89 , pp. 6050-6054
    • Chase, J.1    Touhara, K.2    Prestwich, G.D.3    Schal, C.4    Blomquist, G.J.5
  • 12
    • 84902635497 scopus 로고    scopus 로고
    • PBAN regulation of pheromone biosynthesis in female moths
    • eds Blomquist G, Vogt R Elsevier, London, pp
    • Rafaeli A, Jurenka RA (2003) PBAN regulation of pheromone biosynthesis in female moths. Insect Pheromone Biochemistry and Molecular Biology, eds Blomquist G, Vogt R (Elsevier, London), pp 107-136.
    • (2003) Insect Pheromone Biochemistry and Molecular Biology , pp. 107-136
    • Rafaeli, A.1    Jurenka, R.A.2
  • 13
    • 84902605819 scopus 로고    scopus 로고
    • Biochemistry of female moth sex pheromones
    • eds Blomquist G, Vogt R Elsevier, London, pp
    • Jurenka RA (2003) Biochemistry of female moth sex pheromones. Insect Pheromone Biochemistry and Molecular Biology, eds Blomquist G, Vogt R (Elsevier, London), pp 53-80.
    • (2003) Insect Pheromone Biochemistry and Molecular Biology , pp. 53-80
    • Jurenka, R.A.1
  • 14
    • 84902621612 scopus 로고    scopus 로고
    • Genetic studies on pheromone production in Drosophila
    • eds Blomquist G, Vogt R Elsevier, London, pp
    • Jallon J-M, Wicker-Thomas C (2003) Genetic studies on pheromone production in Drosophila. Insect Pheromone Biochemistry and Molecular Biology, eds Blomquist G, Vogt R (Elsevier, London), pp 253-282.
    • (2003) Insect Pheromone Biochemistry and Molecular Biology , pp. 253-282
    • Jallon, J.-M.1    Wicker-Thomas, C.2
  • 15
    • 0042925523 scopus 로고    scopus 로고
    • Molecular genetics and evolution of pheromone biosynthesis in Lepidoptera
    • Roelofs WL, Rooney AP (2003) Molecular genetics and evolution of pheromone biosynthesis in Lepidoptera. Proc Natl Acad Sci USA 100:9179-9184.
    • (2003) Proc Natl Acad Sci USA , vol.100 , pp. 9179-9184
    • Roelofs, W.L.1    Rooney, A.P.2
  • 16
    • 84902616577 scopus 로고    scopus 로고
    • Molecular biology of bark beetle pheromone production and endocrine regulation
    • eds Blomquist G, Vogt R Elsevier, London, pp
    • Tittiger C (2003) Molecular biology of bark beetle pheromone production and endocrine regulation. Insect Pheromone Biochemistry and Molecular Biology, eds Blomquist G, Vogt R (Elsevier, London), pp. 201-230.
    • (2003) Insect Pheromone Biochemistry and Molecular Biology , pp. 201-230
    • Tittiger, C.1
  • 17
    • 0041923876 scopus 로고    scopus 로고
    • Pheromone gland-specific fatty-acyl reductase of the silkmoth, Bombyx mori
    • Moto K, et al. (2003) Pheromone gland-specific fatty-acyl reductase of the silkmoth, Bombyx mori. Proc Natl Acad Sci USA 100:9156-9161.
    • (2003) Proc Natl Acad Sci USA , vol.100 , pp. 9156-9161
    • Moto, K.1
  • 18
    • 2942567689 scopus 로고    scopus 로고
    • Involvement of a bifunctional fatty-acyl desaturase in the biosynthesis of the silkmoth, Bombyx mori, sex pheromone
    • Moto K, et al. (2004) Involvement of a bifunctional fatty-acyl desaturase in the biosynthesis of the silkmoth, Bombyx mori, sex pheromone. Proc Natl Acad Sci USA 101:8631-8636.
    • (2004) Proc Natl Acad Sci USA , vol.101 , pp. 8631-8636
    • Moto, K.1
  • 19
    • 22244451033 scopus 로고    scopus 로고
    • Isolation and functional expression of an animal geranyl diphosphate synthase and its role in bark beetle pheromone biosynthesis
    • Gilg AB, Bearfield JC, Tittiger C, Welch WH, Blomquist GJ (2005) Isolation and functional expression of an animal geranyl diphosphate synthase and its role in bark beetle pheromone biosynthesis. Proc Natl Acad Sci USA 102:9760-9765.
    • (2005) Proc Natl Acad Sci USA , vol.102 , pp. 9760-9765
    • Gilg, A.B.1    Bearfield, J.C.2    Tittiger, C.3    Welch, W.H.4    Blomquist, G.J.5
  • 20
    • 34547661497 scopus 로고    scopus 로고
    • Molecular mechanisms underlying sex pheromone production in the silkmoth, Bombyx mori: Characterization of the molecular components involved in bombykol biosynthesis
    • Matsumoto S, Hull JJ, Ohnishi A, Moto K, Fonagy A (2007) Molecular mechanisms underlying sex pheromone production in the silkmoth, Bombyx mori: Characterization of the molecular components involved in bombykol biosynthesis. J Insect Physiol 53:752-759.
    • (2007) J Insect Physiol , vol.53 , pp. 752-759
    • Matsumoto, S.1    Hull, J.J.2    Ohnishi, A.3    Moto, K.4    Fonagy, A.5
  • 21
    • 0036185545 scopus 로고    scopus 로고
    • Midgut tissue of male pine engraver, Ips pini, synthesizes monoterpenoid pheromone component ipsdienol de novo
    • Hall GM, et al. (2002) Midgut tissue of male pine engraver, Ips pini, synthesizes monoterpenoid pheromone component ipsdienol de novo. Naturwissenschaften 89:79-83.
    • (2002) Naturwissenschaften , vol.89 , pp. 79-83
    • Hall, G.M.1
  • 22
    • 33746720895 scopus 로고    scopus 로고
    • A female-specific desaturase gene responsible for diene hydrocarbon biosynthesis and courtship behaviour in Drosophila melanogaster
    • Chertemps T, Duportets L, Labeur C, Ueyama M, Wicker-Thomas C (2006) A female-specific desaturase gene responsible for diene hydrocarbon biosynthesis and courtship behaviour in Drosophila melanogaster. Insect Mol Biol 15:465-473.
    • (2006) Insect Mol Biol , vol.15 , pp. 465-473
    • Chertemps, T.1    Duportets, L.2    Labeur, C.3    Ueyama, M.4    Wicker-Thomas, C.5
  • 23
    • 33645218195 scopus 로고    scopus 로고
    • Targeted disruption of genes in the Bombyx mori sex pheromone biosynthetic pathway
    • Ohnishi A, Hull JJ, Matsumoto S (2006) Targeted disruption of genes in the Bombyx mori sex pheromone biosynthetic pathway. Proc Natl Acad Sci USA 103:4398-4403.
    • (2006) Proc Natl Acad Sci USA , vol.103 , pp. 4398-4403
    • Ohnishi, A.1    Hull, J.J.2    Matsumoto, S.3
  • 24
    • 0028944876 scopus 로고
    • Chemistry of sex attraction
    • Roelofs WL (1995) Chemistry of sex attraction. Proc Natl Acad Sci USA 92:44-49.
    • (1995) Proc Natl Acad Sci USA , vol.92 , pp. 44-49
    • Roelofs, W.L.1
  • 25
    • 13844316739 scopus 로고    scopus 로고
    • Epoxide hydrolases: Mechanisms, inhibitor designs, and biological roles
    • Morisseau C, Hammock BD (2005) Epoxide hydrolases: Mechanisms, inhibitor designs, and biological roles. Annu Rev Pharmacol Toxicol 45:311-333.
    • (2005) Annu Rev Pharmacol Toxicol , vol.45 , pp. 311-333
    • Morisseau, C.1    Hammock, B.D.2
  • 26
    • 14644429730 scopus 로고    scopus 로고
    • Epoxide hydrolases: Their roles and interactions with lipid metabolism
    • Newman JW, Morisseau C, Hammock BD (2005) Epoxide hydrolases: Their roles and interactions with lipid metabolism. Progr Lipid Res 44:1-51.
    • (2005) Progr Lipid Res , vol.44 , pp. 1-51
    • Newman, J.W.1    Morisseau, C.2    Hammock, B.D.3
  • 27
    • 0030240429 scopus 로고    scopus 로고
    • A comparative analysis of juvenile hormone metabolizing enzymes in two species of Drosophila during development
    • Khlebodarova TM, et al. (1996) A comparative analysis of juvenile hormone metabolizing enzymes in two species of Drosophila during development. Insect Biochem Mol Biol 26:829-835.
    • (1996) Insect Biochem Mol Biol , vol.26 , pp. 829-835
    • Khlebodarova, T.M.1
  • 28
    • 0029892255 scopus 로고    scopus 로고
    • An insect juvenile hormone-specific epoxide hydrolase is related to vertebrate microsomal epoxide hydrolases
    • Wojtasek H, Prestwich G (1996) An insect juvenile hormone-specific epoxide hydrolase is related to vertebrate microsomal epoxide hydrolases. Biochem Biophys Res Commun 220:323-329.
    • (1996) Biochem Biophys Res Commun , vol.220 , pp. 323-329
    • Wojtasek, H.1    Prestwich, G.2
  • 29
    • 37049069046 scopus 로고
    • Enatioselective opening of (+)-disparlure and (-)-disparlure by epoxide hydrase in gypsy-moth antennae
    • Prestwich GD, Graham SM, König WA (1989) Enatioselective opening of (+)-disparlure and (-)-disparlure by epoxide hydrase in gypsy-moth antennae. J Chem Soc Chem Commun 9:575-577.
    • (1989) J Chem Soc Chem Commun , vol.9 , pp. 575-577
    • Prestwich, G.D.1    Graham, S.M.2    König, W.A.3
  • 30
  • 31
    • 0031959023 scopus 로고    scopus 로고
    • Biosynthesis of mandibular acids in honey bees (Apis mellifera): De novo synthesis, route of fatty acid hydroxylation and caste selective beta-oxidation
    • Plettner E, Slessor KN, Winston ML (1998) Biosynthesis of mandibular acids in honey bees (Apis mellifera): De novo synthesis, route of fatty acid hydroxylation and caste selective beta-oxidation. Insect Biochem Mol Biol 28:31-42.
    • (1998) Insect Biochem Mol Biol , vol.28 , pp. 31-42
    • Plettner, E.1    Slessor, K.N.2    Winston, M.L.3
  • 36
    • 0001181875 scopus 로고
    • Biology of the parasitic wasp Mormoniella vitripennis [=Nasonia brevicornis] (WALKER)
    • Whiting AR (1967) Biology of the parasitic wasp Mormoniella vitripennis [=Nasonia brevicornis] (WALKER). Quart Rev Biol 42:333-406.
    • (1967) Quart Rev Biol , vol.42 , pp. 333-406
    • Whiting, A.R.1
  • 37
    • 34347396424 scopus 로고    scopus 로고
    • A male sex pheromone in a parasitic wasp and control of the behavioral response by the female's mating status
    • Ruther J, Stahl LM, Steiner S, Garbe LA, Tolasch T (2007) A male sex pheromone in a parasitic wasp and control of the behavioral response by the female's mating status. J Exp Biol 210:2163-2169.
    • (2007) J Exp Biol , vol.210 , pp. 2163-2169
    • Ruther, J.1    Stahl, L.M.2    Steiner, S.3    Garbe, L.A.4    Tolasch, T.5
  • 38
    • 44449155981 scopus 로고    scopus 로고
    • 4-Methylquinazoline is minor component of the male sex pheromone in Nasonia vitripennis
    • Ruther J, Steiner S, Garbe LA (2008) 4-Methylquinazoline is minor component of the male sex pheromone in Nasonia vitripennis. J Chem Ecol 34:1-4.
    • (2008) J Chem Ecol , vol.34 , pp. 1-4
    • Ruther, J.1    Steiner, S.2    Garbe, L.A.3
  • 39
    • 0027263723 scopus 로고    scopus 로고
    • Albrecht W, Tressl R (1993) Microbial transformation of (-)-vernolic acid into (4R,5R)-5-hydroxy-gamma-decalactone. Tetrahedron Asymmetry 4:1391-1396.
    • Albrecht W, Tressl R (1993) Microbial transformation of (-)-vernolic acid into (4R,5R)-5-hydroxy-gamma-decalactone. Tetrahedron Asymmetry 4:1391-1396.
  • 40
    • 0016786218 scopus 로고
    • Structure of rectal papilla in a parasitoid hymenopteran Nasonia vitripennis (Walker) (Hymenoptera Pteromalidae)
    • Davies I, King PE (1975) Structure of rectal papilla in a parasitoid hymenopteran Nasonia vitripennis (Walker) (Hymenoptera Pteromalidae). Cell Tiss Res 161:413-419.
    • (1975) Cell Tiss Res , vol.161 , pp. 413-419
    • Davies, I.1    King, P.E.2
  • 41
    • 48249101457 scopus 로고    scopus 로고
    • Recto-tergal fusion in the Braconinae (Hymenoptera: Braconidae): Structure and distribution
    • Quicke DLJ, Wharton RA, Sitteritz-Bhatkar H (1996) Recto-tergal fusion in the Braconinae (Hymenoptera: Braconidae): Structure and distribution. J Hym Res 5:73-79.
    • (1996) J Hym Res , vol.5 , pp. 73-79
    • Quicke, D.L.J.1    Wharton, R.A.2    Sitteritz-Bhatkar, H.3
  • 42
    • 0025323367 scopus 로고
    • Efficient epoxidation of unsaturated fatty acids by a hydroperoxide-dependent oxygenase
    • Blee E, Schuber F (1990) Efficient epoxidation of unsaturated fatty acids by a hydroperoxide-dependent oxygenase. J Biol Chem 265:12887-12894.
    • (1990) J Biol Chem , vol.265 , pp. 12887-12894
    • Blee, E.1    Schuber, F.2
  • 43
    • 0029040624 scopus 로고
    • Stereocontrolled hydrolysis of the linoleic acis monoepoxide regioisomers catalyzed by soybean epoxide hydrolase
    • Blee E, Schuber F (1995) Stereocontrolled hydrolysis of the linoleic acis monoepoxide regioisomers catalyzed by soybean epoxide hydrolase. Eur J Biochem 230:229-234.
    • (1995) Eur J Biochem , vol.230 , pp. 229-234
    • Blee, E.1    Schuber, F.2
  • 44
    • 0043016281 scopus 로고    scopus 로고
    • Garbe LA, Tressl R (2003) Metabolism of deuterated isomeric 6,7-dihydroxydodecanoic acids in Saccharomyces cerevisiae - diastereo- and enantioselective formation and characterization of 5-hydroxydecano-4-lactone (=4,5-dihydro-5-(1-hydroxyhexyl)furan-2(3H)-one) isomers. Helv Chim Acta 86:2349-2363.
    • Garbe LA, Tressl R (2003) Metabolism of deuterated isomeric 6,7-dihydroxydodecanoic acids in Saccharomyces cerevisiae - diastereo- and enantioselective formation and characterization of 5-hydroxydecano-4-lactone (=4,5-dihydro-5-(1-hydroxyhexyl)furan-2(3H)-one) isomers. Helv Chim Acta 86:2349-2363.
  • 45
    • 0018789450 scopus 로고
    • Hydration of cis- and trans-epoxymethyl stearates by the cytosolic epoxide hydrase of mouse liver
    • Gill SS, Hammock BD (1979) Hydration of cis- and trans-epoxymethyl stearates by the cytosolic epoxide hydrase of mouse liver. Biochem Biophys Res Commun 89:965-971.
    • (1979) Biochem Biophys Res Commun , vol.89 , pp. 965-971
    • Gill, S.S.1    Hammock, B.D.2
  • 46
    • 0842302968 scopus 로고    scopus 로고
    • Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids
    • Roy U, Loreau O, Balazy M (2004) Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids. Bioorgan Med Chem 14:1019-1022.
    • (2004) Bioorgan Med Chem , vol.14 , pp. 1019-1022
    • Roy, U.1    Loreau, O.2    Balazy, M.3
  • 47
    • 0033556087 scopus 로고    scopus 로고
    • Biosynthesis of scarab beetle pheromones-enantioselective 8-hydroxylation of fatty acids
    • Leal WS, Zarbin PHG, Wojtasek H, Ferreira JT (1999) Biosynthesis of scarab beetle pheromones-enantioselective 8-hydroxylation of fatty acids. Eur J Biochem 259:175-180.
    • (1999) Eur J Biochem , vol.259 , pp. 175-180
    • Leal, W.S.1    Zarbin, P.H.G.2    Wojtasek, H.3    Ferreira, J.T.4
  • 48
    • 25844504594 scopus 로고    scopus 로고
    • Rectal gland of Bactrocera papayae: Ultrastructure, anatomy, and sequestration of autofluorescent compounds upon methyl eugenol consumption by the male fruit fly
    • Khoo CCH, Tan KH (2005) Rectal gland of Bactrocera papayae: Ultrastructure, anatomy, and sequestration of autofluorescent compounds upon methyl eugenol consumption by the male fruit fly. Microsc Res Tech 67:219-226.
    • (2005) Microsc Res Tech , vol.67 , pp. 219-226
    • Khoo, C.C.H.1    Tan, K.H.2
  • 50
    • 44449089990 scopus 로고    scopus 로고
    • A family of chemoreceptors in Tribolium castaneum (Tenebrionidae: Coleoptera)
    • Abdel-Latief M (2007) A family of chemoreceptors in Tribolium castaneum (Tenebrionidae: Coleoptera). PloS One 12:e1319.
    • (2007) PloS One , vol.12
    • Abdel-Latief, M.1
  • 51
    • 34548267528 scopus 로고    scopus 로고
    • The adipokinetic hormones in the fall armyworm, Spodoptera frugiperda: CDNA cloning, quantitative real time RT-PCR analysis, and gene specific localization
    • Abdel-Latief M, Hoffmann KH (2007) The adipokinetic hormones in the fall armyworm, Spodoptera frugiperda: cDNA cloning, quantitative real time RT-PCR analysis, and gene specific localization. Insect Biochem Mol Biol 37:999-1014.
    • (2007) Insect Biochem Mol Biol , vol.37 , pp. 999-1014
    • Abdel-Latief, M.1    Hoffmann, K.H.2
  • 52
    • 33751067329 scopus 로고    scopus 로고
    • A method for parental RNA interference in the wasp Nasonia vitripennis
    • Lynch JA, Desplan C (2006) A method for parental RNA interference in the wasp Nasonia vitripennis. Nat Protocols 1:486-494.
    • (2006) Nat Protocols , vol.1 , pp. 486-494
    • Lynch, J.A.1    Desplan, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.