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Volumn 38, Issue 8, 2003, Pages 865-871

Synthesis of fluorinated analogs of myristic acid as potential inhibitors of Egyptian armyworm (Spodoptera littoralis) Δ11 desaturase

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; BIOSYNTHESIS; FLUORIDATION; SUBSTITUTION REACTIONS; SUBSTRATES; SYNTHESIS (CHEMICAL);

EID: 0141816531     PISSN: 00244201     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11745-003-1137-2     Document Type: Article
Times cited : (7)

References (25)
  • 1
    • 0030665753 scopus 로고    scopus 로고
    • Stereospecificity of the (E)- and (Z)-11-myristoyl CoA desaturases in the biosynthesis of spodoptera littoralis sex pheromone
    • Navarro, I., Font, I., Fabriàs, G., and Camps, F. (1997) Stereospecificity of the (E)- and (Z)-11-Myristoyl CoA Desaturases in the Biosynthesis of Spodoptera littoralis Sex Pheromone, J. Am. Chem. Soc. 119, 11335-11336.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 11335-11336
    • Navarro, I.1    Font, I.2    Fabriàs, G.3    Camps, F.4
  • 2
    • 0037023408 scopus 로고    scopus 로고
    • Stereospecificity of an enzymatic monoene 1,4-dehydrogenation reaction: Conversion of (Z)-11-tetradecenoic acid into (E,E)-10,12-tetradecadienoic acid
    • Rodríguez, S., Clapés, P., Camps, F., and Fabriàs, G. (2002) Stereospecificity of an Enzymatic Monoene 1,4-Dehydrogenation Reaction: Conversion of (Z)-11-Tetradecenoic Acid into (E,E)-10,12-Tetradecadienoic Acid, J. Org. Chem. 67, 2228-2233.
    • (2002) J. Org. Chem. , vol.67 , pp. 2228-2233
    • Rodríguez, S.1    Clapés, P.2    Camps, F.3    Fabriàs, G.4
  • 3
    • 0035933364 scopus 로고    scopus 로고
    • Stereospecificity of the (Z)-9 desaturase that converts (Z)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid in the biosynthesis of Spodoptera littoralis sex pheromone
    • Abad, J.-L., Fabriàs, G., and Camps, F. (2001) Stereospecificity of the (Z)-9 Desaturase That Converts (Z)-11-Tetradecenoic Acid into (Z,E)-9,11-Tetradecadienoic Acid in the Biosynthesis of Spodoptera littoralis Sex Pheromone, Insect Biochem. Mol. Biol. 31, 799-803.
    • (2001) Insect Biochem. Mol. Biol. , vol.31 , pp. 799-803
    • Abad, J.-L.1    Fabriàs, G.2    Camps, F.3
  • 4
    • 0033576218 scopus 로고    scopus 로고
    • 11-myristoyl-CoA desaturase involved in the biosynthesis of Spodoptera littoralis sex pheromone
    • 11-Myristoyl-CoA Desaturase Involved in the Biosynthesis of Spodoptera littoralis Sex Pheromone, Biochemistry 38, 15272-15277.
    • (1999) Biochemistry , vol.38 , pp. 15272-15277
    • Pinilla, A.1    Camps, F.2    Fabriàs, G.3
  • 5
    • 0034665586 scopus 로고    scopus 로고
    • 9 desaturase that transforms (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid
    • 9 Desaturase That Transforms (E)-11-Tetradecenoic Acid into (Z,E)-9,11-Tetradecadienoic Acid, Angew. Chem. Int. Ed. 39, 3279-3281.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3279-3281
    • Abad, J.-L.1    Fabriàs, G.2    Camps, F.3
  • 6
    • 0026056037 scopus 로고
    • Synthesis of Potential Inhibitors of the Biosynthesis of the Sex Pheromone of Spodoptera littoralis. Part I: Monofluorinated fatty acids
    • Delgado, A., Puig, M., Camps, F., Hospital, S., and Guerrero, A. (1991) Synthesis of Potential Inhibitors of the Biosynthesis of the Sex Pheromone of Spodoptera littoralis. Part I: Monofluorinated Fatty Acids, Chem. Phys. Lipids 59, 127-135.
    • (1991) Chem. Phys. Lipids , vol.59 , pp. 127-135
    • Delgado, A.1    Puig, M.2    Camps, F.3    Hospital, S.4    Guerrero, A.5
  • 7
    • 0026524477 scopus 로고
    • Synthesis of biosynthetic inhibitors of the sex pheromone of Spodoptera littoralis. Part II: Acetylenic and cyclopropane fatty acids
    • Camps, F., Hospital, S., Rosell, G., Delgado, A., and Guerrero, A. (1992) Synthesis of Biosynthetic Inhibitors of the Sex Pheromone of Spodoptera littoralis. Part II: Acetylenic and Cyclopropane Fatty Acids, Chem. Phys. Lipids 61, 157-167.
    • (1992) Chem. Phys. Lipids , vol.61 , pp. 157-167
    • Camps, F.1    Hospital, S.2    Rosell, G.3    Delgado, A.4    Guerrero, A.5
  • 8
    • 0005744571 scopus 로고
    • Inhibition of a chain shortening step in the biosynthesis of the Egyptian armyworm Spodoptera littoratis
    • Rosell, G., Hospital, S., Camps, F., and Guerrero, A. (1992) Inhibition of a Chain Shortening Step in the Biosynthesis of the Egyptian Armyworm Spodoptera littoratis, Insect Biochem. Mol. Biol. 22, 679-685.
    • (1992) Insect Biochem. Mol. Biol. , vol.22 , pp. 679-685
    • Rosell, G.1    Hospital, S.2    Camps, F.3    Guerrero, A.4
  • 9
    • 0342679109 scopus 로고    scopus 로고
    • Difluoropalmitic acids as potential inhibitors of the biosynthesis of the sex pheromone of the Egyptian armyworm Spodoptera littoralis-IV
    • Bosch, M.P., Pérez, R., Lahuerta, G., Hernanz, D., Camps, F., and Guerrero, A. (1996) Difluoropalmitic Acids as Potential Inhibitors of the Biosynthesis of the Sex Pheromone of the Egyptian Armyworm Spodoptera littoralis-IV, Bioorg. Med. Chem. 4, 467-472.
    • (1996) Bioorg. Med. Chem. , vol.4 , pp. 467-472
    • Bosch, M.P.1    Pérez, R.2    Lahuerta, G.3    Hernanz, D.4    Camps, F.5    Guerrero, A.6
  • 10
    • 0026784104 scopus 로고
    • Synthesis of (Z)-10,11-difluoro-13-hexadecen-11-ynyl acetate. New difluoro analogue of the sex pheromone of the processionary moth
    • Feixas, J., Camps, F., and Guerrero, A. (1992) Synthesis of (Z)-10,11-Difluoro-13-hexadecen-11-ynyl Acetate. New Difluoro Analogue of the Sex Pheromone of the Processionary Moth, Biorg. Med. Chem. Lett. 2, 467-470.
    • (1992) Biorg. Med. Chem. Lett. , vol.2 , pp. 467-470
    • Feixas, J.1    Camps, F.2    Guerrero, A.3
  • 11
    • 84987059618 scopus 로고
    • Inhibition of the processionary moth sex pheromone by some haloacetate analogues
    • Camps, F., Gasol, V., Guerrero, A., Hernández, R., and Montoya, R. (1990) Inhibition of the Processionary Moth Sex Pheromone by Some Haloacetate Analogues, Pestic. Sci. 29, 123-134.
    • (1990) Pestic. Sci. , vol.29 , pp. 123-134
    • Camps, F.1    Gasol, V.2    Guerrero, A.3    Hernández, R.4    Montoya, R.5
  • 13
    • 0025608226 scopus 로고
    • Fluorine-substituted pheromone components affect the behaviour of the grape berry moth
    • Bentsson, M., Rausher, S., Arn, H., Shun, W.C., and Prestwich, G.D. (1990) Fluorine-Substituted Pheromone Components Affect the Behaviour of the Grape Berry Moth, Experientia 46, 1211-1213.
    • (1990) Experientia , vol.46 , pp. 1211-1213
    • Bentsson, M.1    Rausher, S.2    Arn, H.3    Shun, W.C.4    Prestwich, G.D.5
  • 14
    • 0001172692 scopus 로고
    • Haloacetate analogues of pheromones: Effects on catabolism and electrophysiology in Plutella xylostella
    • Prestwich, G.D., and Streing, L. (1988) Haloacetate Analogues of Pheromones: Effects on Catabolism and Electrophysiology in Plutella xylostella, J. Chem. Ecol. 14, 1003-1021.
    • (1988) J. Chem. Ecol. , vol.14 , pp. 1003-1021
    • Prestwich, G.D.1    Streing, L.2
  • 17
    • 36949046413 scopus 로고
    • Establishment of a line of cells from the silkworm Bombyx mori
    • Grace, T.D.C. (1967) Establishment of a Line of Cells from the Silkworm Bombyx mori, Nature 216, 613.
    • (1967) Nature , vol.216 , pp. 613
    • Grace, T.D.C.1
  • 18
    • 0034670511 scopus 로고    scopus 로고
    • Synthesis of dideuterated and enantiomers of monodeuterated tridecanoic acids at C-9 and C-10 positions
    • Abad, J.-L., Fabriàs, G., and Camps, F. (2000) Synthesis of Dideuterated and Enantiomers of Monodeuterated Tridecanoic Acids at C-9 and C-10 Positions, J. Org. Chem. 65, 8582-8588.
    • (2000) J. Org. Chem. , vol.65 , pp. 8582-8588
    • Abad, J.-L.1    Fabriàs, G.2    Camps, F.3
  • 19
    • 33847801404 scopus 로고
    • Generation and synthetic applications of 2-lithio-1,3-dithianes
    • Seebach, D., and Corey, E.J. (1975) Generation and Synthetic Applications of 2-Lithio-1,3-dithianes, J. Org. Chem. 40, 231-237.
    • (1975) J. Org. Chem. , vol.40 , pp. 231-237
    • Seebach, D.1    Corey, E.J.2
  • 20
    • 33845375279 scopus 로고
    • gem-difluoro compounds: A convenient preparation from ketones and aldehydes by halogen fluoride treatment of 1,3-dithiolanes
    • Sondej, S.C., and Katzenellenbogen, J.A. (1986) gem-Difluoro Compounds: A Convenient Preparation from Ketones and Aldehydes by Halogen Fluoride Treatment of 1,3-Dithiolanes, J. Org. Chem. 51, 3508-3513.
    • (1986) J. Org. Chem. , vol.51 , pp. 3508-3513
    • Sondej, S.C.1    Katzenellenbogen, J.A.2
  • 21
    • 33847800447 scopus 로고
    • New fluorinating reagents. Dialkylaminosulfur fluorides
    • Middleton, W.J. (1975) New Fluorinating Reagents. Dialkylaminosulfur Fluorides, J. Org. Chem. 40, 574-578.
    • (1975) J. Org. Chem. , vol.40 , pp. 574-578
    • Middleton, W.J.1
  • 22
    • 0141669747 scopus 로고
    • Estudi de la biosintesi de feromones sexuals de lepidopters
    • Ph.D. Thesis, Universidad Autonoma de Barcelona, Barcelona, Spain
    • Arsequell, G. (1990) Estudi de la Biosintesi de Feromones Sexuals de Lepidopters. Sintesi de Silaferomones i Silaàcids Grassos, Ph.D. Thesis, Universidad Autonoma de Barcelona, Barcelona, Spain, pp. 134-135.
    • (1990) Sintesi de Silaferomones i Silaàcids Grassos , pp. 134-135
    • Arsequell, G.1
  • 23
    • 37049080623 scopus 로고
    • Transformation of carbonyl compounds into gem-difluoro compounds with dibromodifluoromethane/zinc reagent
    • Hu, C.-M., Qing, F.-L., and Shen, C.-S. (1993) Transformation of Carbonyl Compounds into gem-Difluoro Compounds with Dibromodifluoromethane/Zinc Reagent, J. Chem. Soc. Perkin Trans. 1, 335-338.
    • (1993) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 335-338
    • Hu, C.-M.1    Qing, F.-L.2    Shen, C.-S.3
  • 24
    • 0035107855 scopus 로고    scopus 로고
    • The use of thiafatty acids to investigate the biosynthetic pathway of Spodoptera littoralis sex pheromone
    • Pinilla, A., Mas, E., Camps, F., and Fabriàs, G. (2000) The Use of Thiafatty Acids to Investigate the Biosynthetic Pathway of Spodoptera littoralis Sex Pheromone, Insect Biochem. Mol. Biol. 31, 401-405.
    • (2000) Insect Biochem. Mol. Biol. , vol.31 , pp. 401-405
    • Pinilla, A.1    Mas, E.2    Camps, F.3    Fabriàs, G.4
  • 25
    • 0036801997 scopus 로고    scopus 로고
    • Fatty acid desaturation: Variations on an oxidative theme
    • Behrouzian, B., and Buist, P.-H. (2002) Fatty Acid Desaturation: Variations on an Oxidative Theme, Current Opin. Chem. Biol. 6, 577-582.
    • (2002) Current Opin. Chem. Biol. , vol.6 , pp. 577-582
    • Behrouzian, B.1    Buist, P.-H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.