메뉴 건너뛰기




Volumn 44, Issue 1, 2014, Pages 44-53

Sequestration, tissue distribution and developmental transmission ofcyanogenic glucosides in a specialist insect herbivore

Author keywords

Burnet moth; Cyanogenic glucosides; Plant insect interactions; Sequestration; Zygaena filipendulae

Indexed keywords

CYANOGEN; GLYCOSIDE; NITRILE;

EID: 84889644816     PISSN: 09651748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ibmb.2013.11.003     Document Type: Article
Times cited : (34)

References (48)
  • 1
    • 0242571781 scopus 로고    scopus 로고
    • 4 under solvent-free conditions
    • 4 under solvent-free conditions. J.Org. Chem. 2003, 688:283-285.
    • (2003) J.Org. Chem. , vol.688 , pp. 283-285
    • Azizi, N.1    Saidi, M.R.2
  • 2
    • 84861348718 scopus 로고    scopus 로고
    • Occurrence of sarmentosin and other hydroxynitrile glucosides in Parnassius (papilionidae) butterflies and their food plants
    • Bjarnholt N., Nakonieczny M., Kedziorski A., Debinski D.M., Matter S.F., Olsen C.E., Zagrobelny M. Occurrence of sarmentosin and other hydroxynitrile glucosides in Parnassius (papilionidae) butterflies and their food plants. J.Chem. Ecol. 2012, 38:525-537.
    • (2012) J.Chem. Ecol. , vol.38 , pp. 525-537
    • Bjarnholt, N.1    Nakonieczny, M.2    Kedziorski, A.3    Debinski, D.M.4    Matter, S.F.5    Olsen, C.E.6    Zagrobelny, M.7
  • 3
    • 0003050410 scopus 로고
    • Detoxication, Deactivation, and utilization of plant compounds by insects
    • American Chemical Society
    • Blum M.S. Detoxication, Deactivation, and utilization of plant compounds by insects. Plant Resistance to Insects 1983, 265-275. American Chemical Society.
    • (1983) Plant Resistance to Insects , pp. 265-275
    • Blum, M.S.1
  • 4
    • 0000904526 scopus 로고
    • Recycling plant natural products for insect defense
    • State University of New York Press, Albany
    • Bowers M.D. Recycling plant natural products for insect defense. Insect Defenses 1990, 353-386. State University of New York Press, Albany.
    • (1990) Insect Defenses , pp. 353-386
    • Bowers, M.D.1
  • 5
    • 70350722386 scopus 로고    scopus 로고
    • Always being well prepared for defense: the production of deterrents by juvenile Chrysomelina beetles (Chrysomelidae)
    • Burse A., Frick S., Discher S., Tolzin-Banasch K., Kirsch R., Strauss A., Kunert M., Boland W. Always being well prepared for defense: the production of deterrents by juvenile Chrysomelina beetles (Chrysomelidae). Phytochemistry 2009, 70:1899-1909.
    • (2009) Phytochemistry , vol.70 , pp. 1899-1909
    • Burse, A.1    Frick, S.2    Discher, S.3    Tolzin-Banasch, K.4    Kirsch, R.5    Strauss, A.6    Kunert, M.7    Boland, W.8
  • 6
    • 33845808735 scopus 로고    scopus 로고
    • Amale gift to its partner? Cyanogenic glycosides in a spermatophore of longwing butterflies (Heliconius)
    • Cardoso M.Z., Gilbert L.E. Amale gift to its partner? Cyanogenic glycosides in a spermatophore of longwing butterflies (Heliconius). Naturwissenschaften 2007, 94:39-42.
    • (2007) Naturwissenschaften , vol.94 , pp. 39-42
    • Cardoso, M.Z.1    Gilbert, L.E.2
  • 9
    • 0000941566 scopus 로고
    • Biosynthesis of cyanogenic glucosides in butterflies and moths - effective incorporation of 2-methylpropanenitrile and 2- methylbutanenitrile into linamarin and lotaustralin by Zygaena and Heliconius species (Lepidoptera)
    • Davis R.H., Nahrstedt A. Biosynthesis of cyanogenic glucosides in butterflies and moths - effective incorporation of 2-methylpropanenitrile and 2- methylbutanenitrile into linamarin and lotaustralin by Zygaena and Heliconius species (Lepidoptera). Insect Biochem. 1987, 17:689-693.
    • (1987) Insect Biochem. , vol.17 , pp. 689-693
    • Davis, R.H.1    Nahrstedt, A.2
  • 10
    • 70349387394 scopus 로고    scopus 로고
    • Aversatile transport network for sequestering and excreting plant glycosides in leaf beetles provides an evolutionary flexible defense strategy
    • Discher S., Burse A., Tolzin-Banasch K., Heinemann S.H., Pasteels J.M., Boland W. Aversatile transport network for sequestering and excreting plant glycosides in leaf beetles provides an evolutionary flexible defense strategy. Chembiochem 2009, 10:2223-2229.
    • (2009) Chembiochem , vol.10 , pp. 2223-2229
    • Discher, S.1    Burse, A.2    Tolzin-Banasch, K.3    Heinemann, S.H.4    Pasteels, J.M.5    Boland, W.6
  • 11
    • 79960707498 scopus 로고    scopus 로고
    • Coping with toxic plant compounds-the insect's perspective on iridoid glycosides and cardenolides
    • Dobler S., Petschenka G., Pankoke H. Coping with toxic plant compounds-the insect's perspective on iridoid glycosides and cardenolides. Phytochemistry 2011, 72:1593-1604.
    • (2011) Phytochemistry , vol.72 , pp. 1593-1604
    • Dobler, S.1    Petschenka, G.2    Pankoke, H.3
  • 12
    • 0001654695 scopus 로고
    • Sequestration of plant natural-products by insects
    • Duffey S.S. Sequestration of plant natural-products by insects. Annu. Rev. Entomol. 1980, 25:447-477.
    • (1980) Annu. Rev. Entomol. , vol.25 , pp. 447-477
    • Duffey, S.S.1
  • 13
    • 0024442405 scopus 로고
    • Paternal allocation of sequestered plant pyrrolizidine alkaloid to eggs in the danaine butterfly, Danaus gilippus
    • Dussourd D.E., Harvis C.A., Meinwald J., Eisner T. Paternal allocation of sequestered plant pyrrolizidine alkaloid to eggs in the danaine butterfly, Danaus gilippus. Experientia 1989, 45:896-898.
    • (1989) Experientia , vol.45 , pp. 896-898
    • Dussourd, D.E.1    Harvis, C.A.2    Meinwald, J.3    Eisner, T.4
  • 14
    • 33845765168 scopus 로고    scopus 로고
    • De novo synthesis vs. sequestration: negatively correlated metabolic traits and the evolution of host plant specialization in cyanogenic butterflies
    • Engler-Chaouat H.S., Gilbert L.E. De novo synthesis vs. sequestration: negatively correlated metabolic traits and the evolution of host plant specialization in cyanogenic butterflies. J.Chem. Ecol. 2008, 33:25-42.
    • (2008) J.Chem. Ecol. , vol.33 , pp. 25-42
    • Engler-Chaouat, H.S.1    Gilbert, L.E.2
  • 15
    • 0001334290 scopus 로고
    • Purification and characterization of a β-glucosidase (linamarase) from the haemolymph of Zygaena trifolii Esper, 1783 (Insecta, Lepidoptera)
    • Franzl S., Ackermann I., Nahrstedt A. Purification and characterization of a β-glucosidase (linamarase) from the haemolymph of Zygaena trifolii Esper, 1783 (Insecta, Lepidoptera). Experientia 1989, 45:712-718.
    • (1989) Experientia , vol.45 , pp. 712-718
    • Franzl, S.1    Ackermann, I.2    Nahrstedt, A.3
  • 16
    • 0021904264 scopus 로고
    • Cuticular cavities - storage chambers for cyanoglucoside - containing defensive secretions in larvae of a Zygaenid moth
    • Franzl S., Naumann C.M. Cuticular cavities - storage chambers for cyanoglucoside - containing defensive secretions in larvae of a Zygaenid moth. Tissue Cell 1985, 17:267-278.
    • (1985) Tissue Cell , vol.17 , pp. 267-278
    • Franzl, S.1    Naumann, C.M.2
  • 17
    • 0006041878 scopus 로고
    • Cyanoglucoside storing cuticle of Zygaena larvae (Insecta, Lepidoptera) - morphological and cyanoglucoside changes during the molt
    • Franzl S., Naumann C.M., Nahrstedt A. Cyanoglucoside storing cuticle of Zygaena larvae (Insecta, Lepidoptera) - morphological and cyanoglucoside changes during the molt. Zoomorphology 1988, 108:183-190.
    • (1988) Zoomorphology , vol.108 , pp. 183-190
    • Franzl, S.1    Naumann, C.M.2    Nahrstedt, A.3
  • 18
    • 0028850899 scopus 로고
    • Uptake and sequestration of Ouabain and other cardiac glycosides in Danaus plexippus (Lepidoptera: Danaidae): evidence for a carrier mediated process
    • Frick C., Wink M. Uptake and sequestration of Ouabain and other cardiac glycosides in Danaus plexippus (Lepidoptera: Danaidae): evidence for a carrier mediated process. J.Chem. Ecol. 1995, 21:557-575.
    • (1995) J.Chem. Ecol. , vol.21 , pp. 557-575
    • Frick, C.1    Wink, M.2
  • 21
    • 2442572066 scopus 로고    scopus 로고
    • Plant-derived secondary metabolites as defensive chemicals in herbivorous insects: a case study in chemical ecology
    • Hartmann T. Plant-derived secondary metabolites as defensive chemicals in herbivorous insects: a case study in chemical ecology. Planta 2004, 219:1-4.
    • (2004) Planta , vol.219 , pp. 1-4
    • Hartmann, T.1
  • 23
    • 4644311803 scopus 로고    scopus 로고
    • Selective transport systems mediate sequestration of plant glucosides in leaf beetles: a molecular basis for adaptation and evolution
    • Kuhn J., Pettersson E.M., Feld B.K., Burse A., Termonia A., Pasteels J.M. Selective transport systems mediate sequestration of plant glucosides in leaf beetles: a molecular basis for adaptation and evolution. Proc. Natl. Acad. Sci. U S A 2004, 101:13808-13813.
    • (2004) Proc. Natl. Acad. Sci. U S A , vol.101 , pp. 13808-13813
    • Kuhn, J.1    Pettersson, E.M.2    Feld, B.K.3    Burse, A.4    Termonia, A.5    Pasteels, J.M.6
  • 24
    • 51049089317 scopus 로고    scopus 로고
    • De novo biosynthesis versus sequestration: a network of transport systems supports in iridoid producing leaf beetle larvae both modes of defense
    • Kunert M., Soe A., Bartram S., Discher S., Tolzin-Banasch K., Nie L., David A., Pasteels J., Boland W. De novo biosynthesis versus sequestration: a network of transport systems supports in iridoid producing leaf beetle larvae both modes of defense. Insect Biochem. Mol. Biol. 2008, 38:895-904.
    • (2008) Insect Biochem. Mol. Biol. , vol.38 , pp. 895-904
    • Kunert, M.1    Soe, A.2    Bartram, S.3    Discher, S.4    Tolzin-Banasch, K.5    Nie, L.6    David, A.7    Pasteels, J.8    Boland, W.9
  • 25
    • 84986405928 scopus 로고
    • Stereoselective glycosylation of alcohols and silyl ethers using glycosyl fluorides and boron trifluoride etherate
    • Kunz H., Sager W. Stereoselective glycosylation of alcohols and silyl ethers using glycosyl fluorides and boron trifluoride etherate. Helv. Chim. Acta 1985, 68:283-287.
    • (1985) Helv. Chim. Acta , vol.68 , pp. 283-287
    • Kunz, H.1    Sager, W.2
  • 26
    • 33847800447 scopus 로고
    • New fluorinating reagents. Dialkylaminosulfur fluorides
    • Middleton W.J. New fluorinating reagents. Dialkylaminosulfur fluorides. J.Org. Chem. 1975, 40:574-578.
    • (1975) J.Org. Chem. , vol.40 , pp. 574-578
    • Middleton, W.J.1
  • 27
    • 77955879607 scopus 로고    scopus 로고
    • Functional diversifications of cyanogenic glucosides
    • Møller B.L. Functional diversifications of cyanogenic glucosides. Curr. Opin. Plant Biol. 2010, 13:1-10.
    • (2010) Curr. Opin. Plant Biol. , vol.13 , pp. 1-10
    • Møller, B.L.1
  • 29
    • 0001610022 scopus 로고
    • Uptake of linamarin and lotaustralin from their foodplant by larvae of Zygaena trifolii
    • Nahrstedt A., Davis R.H. Uptake of linamarin and lotaustralin from their foodplant by larvae of Zygaena trifolii. Phytochemistry 1986, 25:2299-2302.
    • (1986) Phytochemistry , vol.25 , pp. 2299-2302
    • Nahrstedt, A.1    Davis, R.H.2
  • 30
    • 84981669955 scopus 로고
    • The internal female genitalia of some Zygaenidae (Insecta, Lepidoptera): their morphology and remarks on their phylogenetic significance
    • Naumann C.M. The internal female genitalia of some Zygaenidae (Insecta, Lepidoptera): their morphology and remarks on their phylogenetic significance. Syst. Entomol. 1988, 13:85-99.
    • (1988) Syst. Entomol. , vol.13 , pp. 85-99
    • Naumann, C.M.1
  • 33
    • 35448970223 scopus 로고    scopus 로고
    • Evolutionary history of the burnet moth genus Zygaena Fabricius, 1775 (Lepidoptera: Zygaenidae) inferred from nuclear and mitochondrial sequence data: phylogeny, host-plant association, wing pattern evolution and historical biogeography
    • Niehuis O., Hofmann A., Naumann C.M., Misof B. Evolutionary history of the burnet moth genus Zygaena Fabricius, 1775 (Lepidoptera: Zygaenidae) inferred from nuclear and mitochondrial sequence data: phylogeny, host-plant association, wing pattern evolution and historical biogeography. Biol. J. Linn. Soc. 2007, 92:501-520.
    • (2007) Biol. J. Linn. Soc. , vol.92 , pp. 501-520
    • Niehuis, O.1    Hofmann, A.2    Naumann, C.M.3    Misof, B.4
  • 34
    • 33646428355 scopus 로고    scopus 로고
    • Higher phylogeny of zygaenid moths (Insecta: Lepidoptera) inferred from nuclear and mitochondrial sequence data and the evolution of larval cuticular cavities for chemical defence
    • Niehuis O., Yen S.-H., Naumann C.M., Misof B. Higher phylogeny of zygaenid moths (Insecta: Lepidoptera) inferred from nuclear and mitochondrial sequence data and the evolution of larval cuticular cavities for chemical defence. Mol. Phylogenet. Evol. 2006, 39:812-829.
    • (2006) Mol. Phylogenet. Evol. , vol.39 , pp. 812-829
    • Niehuis, O.1    Yen, S.-H.2    Naumann, C.M.3    Misof, B.4
  • 35
    • 0036006822 scopus 로고    scopus 로고
    • Sequestration of defensive substances from plants by Lepidoptera
    • Nishida R. Sequestration of defensive substances from plants by Lepidoptera. Annu. Rev. Entomol. 2002, 47:57-92.
    • (2002) Annu. Rev. Entomol. , vol.47 , pp. 57-92
    • Nishida, R.1
  • 37
    • 70350167877 scopus 로고    scopus 로고
    • Plant chemistry and insect sequestration
    • Opitz S.E.W., Müller C. Plant chemistry and insect sequestration. Chemoecol 2009, 19:117-154.
    • (2009) Chemoecol , vol.19 , pp. 117-154
    • Opitz, S.E.W.1    Müller, C.2
  • 38
    • 0037302325 scopus 로고    scopus 로고
    • Sequestration and metabolism of protoxic pyrrolizidine alkaloids by larvae of the leaf beetle Platyphora boucardi and their transfer via pupae into defensive secretions of adults
    • Pasteels J.M., Theuring C., Witte L., Hartmann T. Sequestration and metabolism of protoxic pyrrolizidine alkaloids by larvae of the leaf beetle Platyphora boucardi and their transfer via pupae into defensive secretions of adults. J.Chem. Ecol. 2003, 29:337-355.
    • (2003) J.Chem. Ecol. , vol.29 , pp. 337-355
    • Pasteels, J.M.1    Theuring, C.2    Witte, L.3    Hartmann, T.4
  • 39
    • 84904114043 scopus 로고    scopus 로고
    • How insects overcome two-component plant chemical defence: plant β-glucosidases as the main target for herbivore adaptation
    • Pentzold S., Zagrobelny M., Rook F., Bak S. How insects overcome two-component plant chemical defence: plant β-glucosidases as the main target for herbivore adaptation. Biol. Rev. 2013, 10.1111/brv.12066.
    • (2013) Biol. Rev.
    • Pentzold, S.1    Zagrobelny, M.2    Rook, F.3    Bak, S.4
  • 41
    • 0035044417 scopus 로고    scopus 로고
    • Fate of an alkaloidal nuptial gift in the moth Utetheisa ornatrix: systemic allocation for defense of self by the receiving female
    • Rossini C., González A., Eisner T. Fate of an alkaloidal nuptial gift in the moth Utetheisa ornatrix: systemic allocation for defense of self by the receiving female. J.Insect Physiol. 2001, 47:639-647.
    • (2001) J.Insect Physiol. , vol.47 , pp. 639-647
    • Rossini, C.1    González, A.2    Eisner, T.3
  • 43
    • 33845422264 scopus 로고    scopus 로고
    • The cyanogenic glucoside composition of Zygaena filipendulae (Lepidoptera: Zygaenidae) as effected by feeding on wild-type and transgenic lotus populations with variable cyanogenic glucoside profiles
    • Zagrobelny M., Bak S., Ekstrøm C.T., Olsen C.E., Møller B.L. The cyanogenic glucoside composition of Zygaena filipendulae (Lepidoptera: Zygaenidae) as effected by feeding on wild-type and transgenic lotus populations with variable cyanogenic glucoside profiles. Insect Biochem. Mol. Biol. 2007, 37:10-18.
    • (2007) Insect Biochem. Mol. Biol. , vol.37 , pp. 10-18
    • Zagrobelny, M.1    Bak, S.2    Ekstrøm, C.T.3    Olsen, C.E.4    Møller, B.L.5
  • 44
  • 45
    • 79960729192 scopus 로고    scopus 로고
    • Cyanogenic glucosides in the biological warfare between plants and insects: the Burnet moth-Birdsfoot trefoil model system
    • Zagrobelny M., Møller B.L. Cyanogenic glucosides in the biological warfare between plants and insects: the Burnet moth-Birdsfoot trefoil model system. Phytochemistry 2011, 72:1585-1592.
    • (2011) Phytochemistry , vol.72 , pp. 1585-1592
    • Zagrobelny, M.1    Møller, B.L.2
  • 46
    • 84884377577 scopus 로고    scopus 로고
    • Male-to-female transfer of 5-hydroxytryptophan glucoside during mating in Zygaena filipendulae (Lepidoptera)
    • Zagrobelny M., Motawie M.S., Olsen C.E., Bak S., Møller B.L. Male-to-female transfer of 5-hydroxytryptophan glucoside during mating in Zygaena filipendulae (Lepidoptera). Insect Biochem. Mol. Biol. 2013, 43:1037-1044.
    • (2013) Insect Biochem. Mol. Biol. , vol.43 , pp. 1037-1044
    • Zagrobelny, M.1    Motawie, M.S.2    Olsen, C.E.3    Bak, S.4    Møller, B.L.5
  • 47
    • 34748865929 scopus 로고    scopus 로고
    • Intimate roles for cyanogenic glucosides in the life cycle of Zygaena filipendulae (Lepidoptera, Zygaenidae)
    • Zagrobelny M., Olsen C.E., Bak S., Møller B.L. Intimate roles for cyanogenic glucosides in the life cycle of Zygaena filipendulae (Lepidoptera, Zygaenidae). Insect Biochem. Mol. Biol. 2007, 37:1189-1197.
    • (2007) Insect Biochem. Mol. Biol. , vol.37 , pp. 1189-1197
    • Zagrobelny, M.1    Olsen, C.E.2    Bak, S.3    Møller, B.L.4
  • 48
    • 0033450727 scopus 로고    scopus 로고
    • An alternative method for regioselective, anomeric deacylation of fully acetylated carbohydrates
    • Zhang J., Kovacs P. An alternative method for regioselective, anomeric deacylation of fully acetylated carbohydrates. J.Carbohydr. Chem. 1999, 18:461-469.
    • (1999) J.Carbohydr. Chem. , vol.18 , pp. 461-469
    • Zhang, J.1    Kovacs, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.