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Volumn 72, Issue 14-15, 2011, Pages 1699-1709

A thiocyanate-forming protein generates multiple products upon allylglucosinolate breakdown in Thlaspi arvense

Author keywords

Biochemical characterization; Brassicaceae; cDNA cloning; Glucosinolate hydrolysis; Glucosinolates; Myrosinase; Specifier protein; Thiocyanate forming protein; Thlaspi arvense

Indexed keywords

ALLYL COMPOUND; ALLYL THIOCYANATE; COMPLEMENTARY DNA; FERROUS AMMONIUM SULFATE; FERROUS ION; GLUCOSINOLATE; GLYCOSIDASE; NITRILE; PLANT RNA; QUATERNARY AMMONIUM DERIVATIVE; RECOMBINANT PROTEIN; THIOCYANIC ACID DERIVATIVE; THIOGLUCOSIDASE; VEGETABLE PROTEIN;

EID: 80051546684     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2011.06.013     Document Type: Article
Times cited : (32)

References (43)
  • 3
    • 77949653230 scopus 로고
    • A simple, biogenetically modeled synthesis of 4-(methylthio) butylthiocyanate: The reaction of thiocyanate anion with S-methyl-(1,n)- epithionium ions
    • M.H. Benn, and V.K. Singh A simple, biogenetically modeled synthesis of 4-(methylthio)butylthiocyanate: the reaction of thiocyanate anion with S-methyl-(1,n)-epithionium ions Can. J. Chem. 64 1986 940 942
    • (1986) Can. J. Chem. , vol.64 , pp. 940-942
    • Benn, M.H.1    Singh, V.K.2
  • 4
    • 0007901945 scopus 로고
    • The intramolecular formation of epithioalkanenitriles from alkenylglucosinolates by Crambe abyssinica seed flour
    • E.R. Brocker, and M.H. Benn The intramolecular formation of epithioalkanenitriles from alkenylglucosinolates by Crambe abyssinica seed flour Phytochemistry 22 1983 770 772
    • (1983) Phytochemistry , vol.22 , pp. 770-772
    • Brocker, E.R.1    Benn, M.H.2
  • 5
    • 0037311116 scopus 로고    scopus 로고
    • Variation of glucosinolate accumulation among different organs and developmental stages of Arabidopsis thaliana
    • DOI 10.1016/S0031-9422(02)00549-6, PII S0031942202005496
    • P.D. Brown, J.G. Tokuhisa, M. Reichelt, and J. Gershenzon Variation of glucosinolate accumulation among different organs and developmental stages of Arabidopsis thaliana Phytochemistry 62 2003 471 481 (Pubitemid 36168949)
    • (2003) Phytochemistry , vol.62 , Issue.3 , pp. 471-481
    • Brown, P.D.1    Tokuhisa, J.G.2    Reichelt, M.3    Gershenzon, J.4
  • 6
    • 33845608615 scopus 로고    scopus 로고
    • Glucosinolate hydrolysis in Lepidium sativum - Identification of the thiocyanate-forming protein
    • DOI 10.1007/s11103-006-9071-5
    • M. Burow, A. Bergner, J. Gershenzon, and U. Wittstock Glucosinolate hydrolysis in Lepidium sativum - Identification of the thiocyanate-forming protein Plant Mol. Biol. 63 2007 49 61 (Pubitemid 44950231)
    • (2007) Plant Molecular Biology , vol.63 , Issue.1 , pp. 49-61
    • Burow, M.1    Bergner, A.2    Gershenzon, J.3    Wittstock, U.4
  • 7
    • 58449089304 scopus 로고    scopus 로고
    • The genetic basis of constitutive and herbivore-induced ESP-independent nitrile formation in Arabidopsis
    • M. Burow, A. Losansky, R. Müller, A. Plock, D.J. Kliebenstein, and U. Wittstock The genetic basis of constitutive and herbivore-induced ESP-independent nitrile formation in Arabidopsis Plant Physiol. 149 2009 561 574
    • (2009) Plant Physiol. , vol.149 , pp. 561-574
    • Burow, M.1    Losansky, A.2    Müller, R.3    Plock, A.4    Kliebenstein, D.J.5    Wittstock, U.6
  • 8
    • 33646688425 scopus 로고    scopus 로고
    • Comparative biochemical characterization of nitrile-forming proteins from plants and insects that alter myrosinase-catalysed hydrolysis of glucosinolates
    • DOI 10.1111/j.1742-4658.2006.05252.x
    • M. Burow, J. Markert, J. Gershenzon, and U. Wittstock Comparative biochemical characterization of nitrile-forming proteins from plants and insects that alter myrosinase-catalysed hydrolysis of glucosinolates FEBS J. 273 2006 2432 2446 (Pubitemid 43736657)
    • (2006) FEBS Journal , vol.273 , Issue.11 , pp. 2432-2446
    • Burow, M.1    Markert, J.2    Gershenzon, J.3    Wittstock, U.4
  • 9
    • 33751078288 scopus 로고    scopus 로고
    • Altered glucosinolate hydrolysis in genetically engineered Arabidopsis thaliana and its influence on the larval development of Spodoptera littoralis
    • DOI 10.1007/s10886-006-9149-1
    • M. Burow, R. Müller, J. Gershenzon, and U. Wittstock Altered glucosinolate hydrolysis in genetically engineered Arabidopsis thaliana and its influence on the larval development of Spodoptera littoralis J. Chem. Ecol. 32 2006 2333 2349 (Pubitemid 44764243)
    • (2006) Journal of Chemical Ecology , vol.32 , Issue.11 , pp. 2333-2349
    • Burow, M.1    Muller, R.2    Gershenzon, J.3    Wittstock, U.4
  • 10
    • 34247254458 scopus 로고    scopus 로고
    • Cell- and tissue-specific localization and regulation of the epithiospecifier protein in Arabidopsis thaliana
    • DOI 10.1007/s11103-007-9143-1
    • M. Burow, M. Rice, B. Hause, J. Gershenzon, and U. Wittstock Cell- and tissue-specific localization and regulation of the epithiospecifier protein in Arabidopsis thaliana Plant Mol. Biol. 64 2007 173 185 (Pubitemid 46606929)
    • (2007) Plant Molecular Biology , vol.64 , Issue.1-2 , pp. 173-185
    • Burow, M.1    Rice, M.2    Hause, B.3    Gershenzon, J.4    Wittstock, U.5
  • 12
    • 49549129249 scopus 로고
    • Isothiocyanates, nitriles and thiocyanates as products of autolysis of glucosinolates in Cruciferae
    • R. Cole Isothiocyanates, nitriles and thiocyanates as products of autolysis of glucosinolates in Cruciferae Phytochemistry 15 1976 759 762
    • (1976) Phytochemistry , vol.15 , pp. 759-762
    • Cole, R.1
  • 14
    • 0035808553 scopus 로고    scopus 로고
    • The chemical diversity and distribution of glucosinolates and isothiocyanates among plants
    • DOI 10.1016/S0031-9422(00)00316-2, PII S0031942200003162
    • J.W. Fahey, A.T. Zalcmann, and P. Talalay The chemical diversity and distribution of glucosinolates and isothiocyanates among plants Phytochemistry 56 2001 5 51 (Pubitemid 32063165)
    • (2001) Phytochemistry , vol.56 , Issue.1 , pp. 5-51
    • Fahey, J.W.1    Zalcmann, A.T.2    Talalay, P.3
  • 15
    • 0035795059 scopus 로고    scopus 로고
    • Synthesis and reactivity of benzylic sulfonium salts: Benzylation of phenol and thiophenol under near-neutral conditions
    • DOI 10.1016/S0040-4020(01)00137-5, PII S0040402001001375
    • J. Forrester, R.V.H. Jones, L. Newton, and P.N. Preston Synthesis and reactivity of benzylic sulfonium salts: benzylation of phenol and thiophenol under near-neutral conditions Tetrahedron 57 2001 2871 2884 (Pubitemid 32241217)
    • (2001) Tetrahedron , vol.57 , Issue.14 , pp. 2871-2884
    • Forrester, J.1    Jones, R.V.H.2    Newton, L.3    Preston, P.N.4
  • 17
    • 0000412567 scopus 로고
    • A new type of enzymatic cleavage of mustard oil glucosides. Formation of allylthiocyanate in Thlaspi arvense L. and benzylthiocyanate in Lepidium ruderale L. and Lepidium sativum L.
    • R. Gmelin, and A.I. Virtanen A new type of enzymatic cleavage of mustard oil glucosides. Formation of allylthiocyanate in Thlaspi arvense L. and benzylthiocyanate in Lepidium ruderale L. and Lepidium sativum L. Acta Chem. Scand. 13 1959 1474 1475
    • (1959) Acta Chem. Scand. , vol.13 , pp. 1474-1475
    • Gmelin, R.1    Virtanen, A.I.2
  • 18
    • 33745218882 scopus 로고    scopus 로고
    • Biology and biochemistry of glucosinolates
    • DOI 10.1146/annurev.arplant.57.032905.105228
    • B.A. Halkier, and J. Gershenzon Biology and biochemistry of glucosinolates Annu. Rev. Plant Biol. 57 2006 303 333 (Pubitemid 44061027)
    • (2006) Annual Review of Plant Biology , vol.57 , pp. 303-333
    • Halkier, B.A.1    Gershenzon, J.2
  • 19
    • 60549091080 scopus 로고    scopus 로고
    • Role of glucosinolates in insect-plant relationships and multitrophic interactions
    • R.J. Hopkins, N.M. Van Dam, and J.J.A. Van Loon Role of glucosinolates in insect-plant relationships and multitrophic interactions Annu. Rev. Entomol. 54 2009 57 83
    • (2009) Annu. Rev. Entomol. , vol.54 , pp. 57-83
    • Hopkins, R.J.1    Van Dam, N.M.2    Van Loon, J.J.A.3
  • 20
    • 66449108674 scopus 로고    scopus 로고
    • Nitrile-specifier proteins involved in glucosinolate hydrolysis in Arabidopsis thaliana
    • R. Kissen, and A.M. Bones Nitrile-specifier proteins involved in glucosinolate hydrolysis in Arabidopsis thaliana J. Biol. Chem. 284 2009 12057 12070
    • (2009) J. Biol. Chem. , vol.284 , pp. 12057-12070
    • Kissen, R.1    Bones, A.M.2
  • 21
    • 18044373501 scopus 로고    scopus 로고
    • The glucosinolate-myrosinase system in an ecological and evolutionary context
    • DOI 10.1016/j.pbi.2005.03.002
    • D.J. Kliebenstein, J. Kroymann, and T. Mitchell-Olds The glucosinolate-myrosinase system in an ecological and evolutionary context Curr. Opin. Plant Biol. 8 2005 264 271 (Pubitemid 40599980)
    • (2005) Current Opinion in Plant Biology , vol.8 , Issue.3 SPEC. ISS. , pp. 264-271
    • Kliebenstein, D.J.1    Kroymann, J.2    Mitchell-Olds, T.3
  • 22
    • 0035542786 scopus 로고    scopus 로고
    • The arabidopsis epithiospecifier protein promotes the hydrolysis of glucosinolates to nitriles and influences Trichoplusia ni herbivory
    • DOI 10.1105/tpc.13.12.2793
    • V. Lambrix, M. Reichelt, T. Mitchell-Olds, D.J. Kliebenstein, and J. Gershenzon The Arabidopsis epithiospecifier protein promotes the hydrolysis of glucosinolates to nitriles and influences Trichoplusia ni herbivory Plant Cell 13 2001 2793 2807 (Pubitemid 34088641)
    • (2001) Plant Cell , vol.13 , Issue.12 , pp. 2793-2807
    • Lambrix, V.1    Reichelt, M.2    Mitchell-Olds, T.3    Kliebenstein, D.J.4    Gershenzon, J.5
  • 23
    • 0017692154 scopus 로고
    • Thiocyanate formation from glucosinolates: A study of the autolysis of allylglucosinolate in Thlaspi arvense L. seed flour extracts
    • J. Lüthy, and M.H. Benn Thiocyanate formation from glucosinolates: a study of the autolysis of allylglucosinolate in Thlaspi arvense L. Seed flour extracts Can. J. Biochem. 55 1977 1028 1031 (Pubitemid 8203578)
    • (1977) Canadian Journal of Biochemistry , vol.55 , Issue.10 , pp. 1028-1031
    • Luthy, J.1    Benn, M.H.2
  • 25
    • 33645783036 scopus 로고    scopus 로고
    • Epithiospecifier protein from broccoli (Brassica oleracea L. Ssp. italica) inhibits formation of the anticancer agent sulforaphane
    • N.V. Matusheski, R. Swarup, J.A. Juvik, R. Mithen, M. Bennett, and E.H. Jeffery Epithiospecifier protein from broccoli (Brassica oleracea L. Ssp. italica) inhibits formation of the anticancer agent sulforaphane J. Agric. Food Chem. 54 2006 2069 2076
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 2069-2076
    • Matusheski, N.V.1    Swarup, R.2    Juvik, J.A.3    Mithen, R.4    Bennett, M.5    Jeffery, E.H.6
  • 26
    • 78249232015 scopus 로고    scopus 로고
    • Glucosinolate biochemical diversity and innovation in the Brassicales
    • R. Mithen, R. Bennett, and J. Marquez Glucosinolate biochemical diversity and innovation in the Brassicales Phytochemistry 71 2010 2074 2086
    • (2010) Phytochemistry , vol.71 , pp. 2074-2086
    • Mithen, R.1    Bennett, R.2    Marquez, J.3
  • 28
    • 0036483662 scopus 로고    scopus 로고
    • Composition and content of glucosinolates in developing Arabidopsis thaliana
    • DOI 10.1007/s004250100659
    • B.L. Petersen, S.X. Chen, C.H. Hansen, C.E. Olsen, and B.A. Halkier Composition and content of glucosinolates in developing Arabidopsis thaliana Planta 214 2002 562 571 (Pubitemid 40831771)
    • (2002) Planta , vol.214 , Issue.4 , pp. 562-571
    • Petersen, B.L.1    Chen, S.2    Hansen, C.H.3    Olsen, C.E.4    Halkier, B.A.5
  • 30
    • 0002592247 scopus 로고
    • Phytochemical correlates of herbivory in a community of native and naturalized Cruciferae
    • J.E. Rodman, and F.S. Chew Phytochemical correlates of herbivory in a community of native and naturalized Cruciferae Biochem. Syst. Ecol. 8 1980 43 50
    • (1980) Biochem. Syst. Ecol. , vol.8 , pp. 43-50
    • Rodman, J.E.1    Chew, F.S.2
  • 31
    • 34247582937 scopus 로고    scopus 로고
    • 2]propenyl glucosinolate: Confirmation of the rearrangement of the thiohydroximate moiety
    • DOI 10.1016/j.phytochem.2007.02.030, PII S003194220700132X
    • J.T. Rossiter, J.A. Pickett, M.H. Bennett, A.M. Bones, G. Powell, and J. Cobb The synthesis and enzymic hydrolysis of (E)-2-[2,3-2H2]propenyl glucosinolate: confirmation of the rearrangement of the thiohydroximate moiety Phytochemistry 68 2007 1384 1390 (Pubitemid 46671402)
    • (2007) Phytochemistry , vol.68 , Issue.10 , pp. 1384-1390
    • Rossiter, J.T.1    Pickett, J.A.2    Bennett, M.H.3    Bones, A.M.4    Powell, G.5    Cobb, J.6
  • 32
    • 77949278270 scopus 로고    scopus 로고
    • The influence of metabolically engineered glucosinolates profiles in Arabidopsis thaliana on Plutella xylostella preference and performance
    • B.R. Sarosh, U. Wittstock, B.A. Halkier, and B. Ekbom The influence of metabolically engineered glucosinolates profiles in Arabidopsis thaliana on Plutella xylostella preference and performance Chemoecology 20 2010 1 9
    • (2010) Chemoecology , vol.20 , pp. 1-9
    • Sarosh, B.R.1    Wittstock, U.2    Halkier, B.A.3    Ekbom, B.4
  • 33
    • 0022112648 scopus 로고
    • Calculation of flame ionization detector response factors using the effective carbon number concept
    • J.T. Scanlon, and D.E. Willis Calculation of flame ionization detector response factors using the effective carbon number concept J. Chromatogr. Sci. 23 1985 333 340
    • (1985) J. Chromatogr. Sci. , vol.23 , pp. 333-340
    • Scanlon, J.T.1    Willis, D.E.2
  • 34
    • 33744795589 scopus 로고
    • Abnormale enzymatische spaltung von 4-methylthiobutylglucosinolat in frischpflanzen von Eruca sativa
    • M. Schlüter, and R. Gmelin Abnormale enzymatische spaltung von 4-methylthiobutylglucosinolat in frischpflanzen von Eruca sativa Phytochemistry 11 1972 3427 3431
    • (1972) Phytochemistry , vol.11 , pp. 3427-3431
    • Schlüter, M.1    Gmelin, R.2
  • 35
    • 84985332632 scopus 로고
    • Gas chromatography-mass spectrometry of nitriles, isothiocyanates and oxazolidinethiones derived from cruciferous glucosinolates
    • F.G. Spencer, and M.E. Daxenbichler Gas chromatography-mass spectrometry of nitriles, isothiocyanates and oxazolidinethiones derived from cruciferous glucosinolates J. Sci. Food Agric. 31 1980 359 367
    • (1980) J. Sci. Food Agric. , vol.31 , pp. 359-367
    • Spencer, F.G.1    Daxenbichler, M.E.2
  • 36
    • 79959714867 scopus 로고    scopus 로고
    • Role of Camalexin, indole Glucosinolates, and side chain modification of glucosinolate-derived isothiocyanates in defense of Arabidopsis against Sclerotinia sclerotiorum
    • H.U. Stotz, Y. Sawada, Y. Shimada, M.Y. Hirai, E. Sasaki, M. Krischke, P.D. Brown, K. Saito, and Y. Kamiya Role of Camalexin, indole Glucosinolates, and side chain modification of glucosinolate-derived isothiocyanates in defense of Arabidopsis against Sclerotinia sclerotiorum Plant J. 67 2011 81 93
    • (2011) Plant J. , vol.67 , pp. 81-93
    • Stotz, H.U.1    Sawada, Y.2    Shimada, Y.3    Hirai, M.Y.4    Sasaki, E.5    Krischke, M.6    Brown, P.D.7    Saito, K.8    Kamiya, Y.9
  • 37
  • 38
    • 0015748483 scopus 로고
    • Crambe thioglucoside glucohydrolase (EC 3.2.3.1): Separation of a protein required for epithiobutane formation
    • H.L. Tookey Crambe thioglucoside glucohydrolase (EC 3.2.3.1): separation of a protein required for epithiobutane formation Can. J. Biochem. 51 1973 1654 1660
    • (1973) Can. J. Biochem. , vol.51 , pp. 1654-1660
    • Tookey, H.L.1
  • 39
    • 58149327483 scopus 로고    scopus 로고
    • Glucosinolates, isothiocyanates and human health
    • M. Traka, and R. Mithen Glucosinolates, isothiocyanates and human health Phytochem. Rev. 8 2009 269 282
    • (2009) Phytochem. Rev. , vol.8 , pp. 269-282
    • Traka, M.1    Mithen, R.2
  • 40
    • 0011442280 scopus 로고
    • The glucosinolate of land cress (Coronopus didymus) and its enzymic degradation products as precursors of off-flavor in milk - A review
    • N.J. Walker, and I.K. Gray The glucosinolate of land cress (Coronopus didymus) and its enzymic degradation products as precursors of off-flavor in milk - A review J. Agric. Food. Chem. 18 1970 346 352
    • (1970) J. Agric. Food. Chem. , vol.18 , pp. 346-352
    • Walker, N.J.1    Gray, I.K.2
  • 41
    • 39749152269 scopus 로고    scopus 로고
    • Tipping the scales - Specifier proteins in glucosinolate hydrolysis
    • DOI 10.1080/15216540701736277, PII 787093355
    • U. Wittstock, and M. Burow Tipping the scales - Specifier proteins in glucosinolate hydrolysis IUBMB Life 59 2007 744 751 (Pubitemid 351412075)
    • (2007) IUBMB Life , vol.59 , Issue.12 , pp. 744-751
    • Wittstock, U.1    Burow, M.2
  • 42
    • 79960709179 scopus 로고    scopus 로고
    • Glucosinolate breakdown in Arabidopsis - Mechanism, regulation and biological significance
    • R. Last, C. Chang, G. Jander, D. Kliebenstein, R. McClung, H. Millar, K. Torii, D. Wagner, The American Society of Plant Biologists The Arabidopsis Book ()
    • U. Wittstock, and M. Burow Glucosinolate breakdown in Arabidopsis - mechanism, regulation and biological significance R. Last, C. Chang, G. Jander, D. Kliebenstein, R. McClung, H. Millar, K. Torii, D. Wagner, The Arabidopsis Book 2010 The American Society of Plant Biologists The Arabidopsis Book (http://www.aspb.org/publications/arabidopsis/)
    • (2010) The Arabidopsis Book
    • Wittstock, U.1    Burow, M.2


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