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Volumn 278, Issue 2, 2011, Pages 390-400

Predicting the substrate specificity of a glycosyltransferase implicated in the production of phenolic volatiles in tomato fruit

Author keywords

aroma; docking; eugenol; guaiacol; isosalicin; methyl salicylate

Indexed keywords

AGLYCONE; BENZYL ALCOHOL; EUGENOL; GLYCOSYLTRANSFERASE; GUAIACOL; PHENETHYL ALCOHOL; PHENOL; SALICYLIC ACID METHYL ESTER; SOLANUM LYCOPERSICUM URIDINE GLYCOSYLTRANSFERASE 5; UNCLASSIFIED DRUG; URIDINE DIPHOSPHATE GLUCOSE;

EID: 78651081210     PISSN: 1742464X     EISSN: 17424658     Source Type: Journal    
DOI: 10.1111/j.1742-4658.2010.07962.x     Document Type: Article
Times cited : (27)

References (42)
  • 1
    • 0033752015 scopus 로고    scopus 로고
    • Flavor trivia and tomato aroma: Biochemistry and possible mechanisms for control of important aroma components
    • Baldwin EA, Scott JW, Shewmaker CK, &, Schuch W, (2000) Flavor trivia and tomato aroma: biochemistry and possible mechanisms for control of important aroma components. HortScience 35, 1013-1022.
    • (2000) HortScience , vol.35 , pp. 1013-1022
    • Baldwin, E.A.1    Scott, J.W.2    Shewmaker, C.K.3    Schuch, W.4
  • 2
    • 59849111953 scopus 로고    scopus 로고
    • Changes in volatiles and glycosides during fruit maturation of two contrasted tomato (Solanum lycopersicum) lines
    • Birtic S, Ginies C, Causse M, Renard CMGC, &, Page D, (2009) Changes in volatiles and glycosides during fruit maturation of two contrasted tomato (Solanum lycopersicum) lines. J Agric Food Chem 57, 591-598.
    • (2009) J Agric Food Chem , vol.57 , pp. 591-598
    • Birtic, S.1    Ginies, C.2    Causse, M.3    Renard, C.4    Page, D.5
  • 3
    • 36148966196 scopus 로고    scopus 로고
    • Quantification of free and glycosidically bound volatiles in and effect of glycosidase addition on three tomato varieties
    • Ortiz-Serrano P, &, Gil JV, (2007) Quantification of free and glycosidically bound volatiles in and effect of glycosidase addition on three tomato varieties. J Agric Food Chem 55, 9170-9176.
    • (2007) J Agric Food Chem , vol.55 , pp. 9170-9176
    • Ortiz-Serrano, P.1    Gil, J.V.2
  • 4
    • 0001584945 scopus 로고
    • Tomato aroma components: Identification of glycoside hydrolysis volatiles
    • Buttery RG, Takeoka G, Teranishi R, &, Ling LC, (1990) Tomato aroma components: identification of glycoside hydrolysis volatiles. J Agric Food Chem 38, 2050-2053.
    • (1990) J Agric Food Chem , vol.38 , pp. 2050-2053
    • Buttery, R.G.1    Takeoka, G.2    Teranishi, R.3    Ling, L.C.4
  • 5
    • 0001295520 scopus 로고
    • Tomato: Studies of aroma constituents bound as glycosides in tomato
    • Marlatt C, Ho C, &, Chien MJ, (1992) Tomato: studies of aroma constituents bound as glycosides in tomato. J Agric Food Chem 40, 249-252.
    • (1992) J Agric Food Chem , vol.40 , pp. 249-252
    • Marlatt, C.1    Ho, C.2    Chien, M.J.3
  • 7
    • 27644476269 scopus 로고    scopus 로고
    • Plant secondary metabolism glycosyltransferases: The emerging functional analysis
    • Gachon CMM, Langlois-Meurinne M, &, Saindrenan P, (2005) Plant secondary metabolism glycosyltransferases: the emerging functional analysis. Trends Plant Sci 10, 542-549.
    • (2005) Trends Plant Sci , vol.10 , pp. 542-549
    • Gachon, C.M.M.1    Langlois-Meurinne, M.2    Saindrenan, P.3
  • 8
    • 0035830930 scopus 로고    scopus 로고
    • Phylogenetic analysis of the UDP-glycosyltransferase multigene family of Arabidopsis thaliana
    • Li Y, Baldauf S, Lim EK, &, Bowles DJ, (2001) Phylogenetic analysis of the UDP-glycosyltransferase multigene family of Arabidopsis thaliana. J Biol Chem 276, 4338-4343.
    • (2001) J Biol Chem , vol.276 , pp. 4338-4343
    • Li, Y.1    Baldauf, S.2    Lim, E.K.3    Bowles, D.J.4
  • 9
    • 0001014158 scopus 로고
    • Tissue compartmentation of phenylpropanoid metabolism tomatoes during growth and maturation
    • Fleuriet A, &, Macheix JJ, (1985) Tissue compartmentation of phenylpropanoid metabolism tomatoes during growth and maturation. Phytochemistry 24, 929-932.
    • (1985) Phytochemistry , vol.24 , pp. 929-932
    • Fleuriet, A.1    MacHeix, J.J.2
  • 10
    • 0036009873 scopus 로고    scopus 로고
    • Arbutin synthase, a novel member of the NRD1β glycosyltransferase family, is a unique multifunctional enzyme converting various natural products and xenobiotics
    • Hefner T, Arend J, Warzecha H, Siems K, &, Stockigt J, (2002) Arbutin synthase, a novel member of the NRD1β glycosyltransferase family, is a unique multifunctional enzyme converting various natural products and xenobiotics. Bioorg Med Chem 10, 1731-1741.
    • (2002) Bioorg Med Chem , vol.10 , pp. 1731-1741
    • Hefner, T.1    Arend, J.2    Warzecha, H.3    Siems, K.4    Stockigt, J.5
  • 11
    • 0033544872 scopus 로고    scopus 로고
    • The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity
    • Jones PR, Moller BL, &, Hoj PB, (1999) The UDP-glucose:p- hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity. J Biol Chem 274, 35483-35491.
    • (1999) J Biol Chem , vol.274 , pp. 35483-35491
    • Jones, P.R.1    Moller, B.L.2    Hoj, P.B.3
  • 12
    • 69849083724 scopus 로고    scopus 로고
    • The expression patterns of AtBSMT1 and AtSAGT1 encoding a salicylic acid (SA) methyltransferase and a SA glucosyltransferase, respectively, in Arabidopsis plants with altered defense responses
    • Song JT, Koo YJ, Park JB, Seo YJ, Cho YJ, Seo HS, &, Choi YD, (2009) The expression patterns of AtBSMT1 and AtSAGT1 encoding a salicylic acid (SA) methyltransferase and a SA glucosyltransferase, respectively, in Arabidopsis plants with altered defense responses. Mol Cells 28, 105-109.
    • (2009) Mol Cells , vol.28 , pp. 105-109
    • Song, J.T.1    Koo, Y.J.2    Park, J.B.3    Seo, Y.J.4    Cho, Y.J.5    Seo, H.S.6    Choi, Y.D.7
  • 13
    • 0037016740 scopus 로고    scopus 로고
    • The activity of Arabidopsis glycosyltransferases toward salicylic acid, 4-hydroxybenzoic acid, and other benzoates
    • Lim EK, Doucet CJ, Li Y, Elias L, Worrall D, Spencer SP, Ross J, &, Bowles DJ, (2002) The activity of Arabidopsis glycosyltransferases toward salicylic acid, 4-hydroxybenzoic acid, and other benzoates. J Biol Chem 277, 586-592.
    • (2002) J Biol Chem , vol.277 , pp. 586-592
    • Lim, E.K.1    Doucet, C.J.2    Li, Y.3    Elias, L.4    Worrall, D.5    Spencer, S.P.6    Ross, J.7    Bowles, D.J.8
  • 14
    • 0042322325 scopus 로고    scopus 로고
    • The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor
    • Hansen KS, Kristensen C, Tattersall DB, Jones PR, Olsen CE, Bak S, &, Moller BL, (2003) The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor. Phytochemistry 64, 143-151.
    • (2003) Phytochemistry , vol.64 , pp. 143-151
    • Hansen, K.S.1    Kristensen, C.2    Tattersall, D.B.3    Jones, P.R.4    Olsen, C.E.5    Bak, S.6    Moller, B.L.7
  • 15
    • 0038038342 scopus 로고    scopus 로고
    • Biochemical and molecular characterization of a novel UDP-glucose:anthocyanin 3′-O-glucosyltransferase, a key enzyme for blue anthocyanin biosynthesis, from gentian
    • Fukuchi-Mizutani M, Okuhara H, Fukui Y, Nakao M, Katsumoto Y, Yonekura-Sakakibara K, Kusumi T, Hase T, &, Tanaka Y, (2003) Biochemical and molecular characterization of a novel UDP-glucose:anthocyanin 3′-O-glucosyltransferase, a key enzyme for blue anthocyanin biosynthesis, from gentian. Plant Physiol 132, 1652-1663.
    • (2003) Plant Physiol , vol.132 , pp. 1652-1663
    • Fukuchi-Mizutani, M.1    Okuhara, H.2    Fukui, Y.3    Nakao, M.4    Katsumoto, Y.5    Yonekura-Sakakibara, K.6    Kusumi, T.7    Hase, T.8    Tanaka, Y.9
  • 16
    • 47249147654 scopus 로고    scopus 로고
    • Isolation and characterization of a novel glycosyltransferase that converts phloretin to phlorizin, a potent antioxidant in apple
    • Jugdé H, Nguy D, Moller I, Cooney JM, &, Atkinson RG, (2008) Isolation and characterization of a novel glycosyltransferase that converts phloretin to phlorizin, a potent antioxidant in apple. FEBS J 275, 3804-3814.
    • (2008) FEBS J , vol.275 , pp. 3804-3814
    • Jugdé, H.1    Nguy, D.2    Moller, I.3    Cooney, J.M.4    Atkinson, R.G.5
  • 17
    • 9144219793 scopus 로고    scopus 로고
    • Mechanistic analogies amongst carbohydrate modifying enzymes
    • Lairson LL, &, Withers SG, (2004) Mechanistic analogies amongst carbohydrate modifying enzymes. Chem Commun 20, 2243-2248.
    • (2004) Chem Commun , vol.20 , pp. 2243-2248
    • Lairson, L.L.1    Withers, S.G.2
  • 19
    • 70349850632 scopus 로고    scopus 로고
    • Structure, mechanism and engineering of plant natural product glycosyltransferases
    • Wang X, (2009) Structure, mechanism and engineering of plant natural product glycosyltransferases. FEBS Lett 583, 3303-3309.
    • (2009) FEBS Lett , vol.583 , pp. 3303-3309
    • Wang, X.1
  • 21
    • 0035113472 scopus 로고    scopus 로고
    • Higher plant glycosyltransferases
    • Ross J, Li Y, Lim E, &, Bowles DJ, (2001) Higher plant glycosyltransferases. Genome Biol 2, 3004.1-3004.6.
    • (2001) Genome Biol , vol.2 , pp. 30041-30046
    • Ross, J.1    Li, Y.2    Lim, E.3    Bowles, D.J.4
  • 22
    • 63349100699 scopus 로고    scopus 로고
    • Recombinant expression and functional characterisation of regiospecific flavonoid glucosyltransferases from Hieracium pilosella L
    • Witte S, Moco S, Vervoort J, Matern U, &, Martens S, (2009) Recombinant expression and functional characterisation of regiospecific flavonoid glucosyltransferases from Hieracium pilosella L. Planta 229, 1135-1146.
    • (2009) Planta , vol.229 , pp. 1135-1146
    • Witte, S.1    Moco, S.2    Vervoort, J.3    Matern, U.4    Martens, S.5
  • 23
    • 0037517067 scopus 로고    scopus 로고
    • Isolation of a glucosyltransferase from Arabidopsis thaliana active in the metabolism of the persistent pollutant 3,4-dichloroaniline
    • Loutre C, Dixon DP, Brazier M, Slater M, Cole DJ, &, Edwards R, (2003) Isolation of a glucosyltransferase from Arabidopsis thaliana active in the metabolism of the persistent pollutant 3,4-dichloroaniline. Plant J 34, 485-493.
    • (2003) Plant J , vol.34 , pp. 485-493
    • Loutre, C.1    Dixon, D.P.2    Brazier, M.3    Slater, M.4    Cole, D.J.5    Edwards, R.6
  • 24
    • 19444374629 scopus 로고    scopus 로고
    • Functional importance of the family one glucosyltransferase UGT72B1 in the metabolism of xenobiotics in Arabidopsis thaliana
    • Brazier-Hicks M, &, Edwards R, (2005) Functional importance of the family one glucosyltransferase UGT72B1 in the metabolism of xenobiotics in Arabidopsis thaliana. Plant J 42, 556-566.
    • (2005) Plant J , vol.42 , pp. 556-566
    • Brazier-Hicks, M.1    Edwards, R.2
  • 25
    • 34547567501 scopus 로고    scopus 로고
    • Selection of plants for roles in phytoremediation: The importance of glucosylation
    • Brazier-Hicks M, Edwards LA, &, Edwards R, (2007) Selection of plants for roles in phytoremediation: the importance of glucosylation. Plant Biotech J 5, 627-635.
    • (2007) Plant Biotech J , vol.5 , pp. 627-635
    • Brazier-Hicks, M.1    Edwards, L.A.2    Edwards, R.3
  • 27
    • 33749242053 scopus 로고    scopus 로고
    • The glucosyltransferase UGT72E2 is responsible for monolignol 4-O-glucoside production in Arabidopsis thaliana
    • Lanot A, Hodge D, Jackson RG, George GL, Elias L, Lim EK, Vaistij FE, &, Bowles DJ, (2006) The glucosyltransferase UGT72E2 is responsible for monolignol 4-O-glucoside production in Arabidopsis thaliana. Plant J 48, 286-295.
    • (2006) Plant J , vol.48 , pp. 286-295
    • Lanot, A.1    Hodge, D.2    Jackson, R.G.3    George, G.L.4    Elias, L.5    Lim, E.K.6    Vaistij, F.E.7    Bowles, D.J.8
  • 28
    • 48749118750 scopus 로고    scopus 로고
    • Redirection of the flux through the phenylpropanoid pathway by increased glucosylation of soluble intermediates
    • Lanot A, Hodge D, Lim EK, Vaistij FE, &, Bowles DJ, (2008) Redirection of the flux through the phenylpropanoid pathway by increased glucosylation of soluble intermediates. Planta 228, 609-616.
    • (2008) Planta , vol.228 , pp. 609-616
    • Lanot, A.1    Hodge, D.2    Lim, E.K.3    Vaistij, F.E.4    Bowles, D.J.5
  • 29
    • 52949106094 scopus 로고    scopus 로고
    • A transcript profiling approach reveals an epicatechin-specific glucosyltransferase expressed in the seed coat of Medicago truncatula
    • Pang Y, Peel GJ, Sharma SB, Tang Y, &, Dixon RA, (2008) A transcript profiling approach reveals an epicatechin-specific glucosyltransferase expressed in the seed coat of Medicago truncatula. Proc Natl Acad Sci USA 37, 14210-14215.
    • (2008) Proc Natl Acad Sci USA , vol.37 , pp. 14210-14215
    • Pang, Y.1    Peel, G.J.2    Sharma, S.B.3    Tang, Y.4    Dixon, R.A.5
  • 30
    • 66249110327 scopus 로고    scopus 로고
    • Metabolic characterization of loci affecting sensory attributes in tomato allows an assessment of the influence of the levels of primary metabolites and volatile organic contents
    • Zanor MI, Rambla JL, Chaib J, Steppa A, Medina A, Granell A, Fernie AR, &, Causse M, (2009) Metabolic characterization of loci affecting sensory attributes in tomato allows an assessment of the influence of the levels of primary metabolites and volatile organic contents. J Exp Bot 60, 2139-2154.
    • (2009) J Exp Bot , vol.60 , pp. 2139-2154
    • Zanor, M.I.1    Rambla, J.L.2    Chaib, J.3    Steppa, A.4    Medina, A.5    Granell, A.6    Fernie, A.R.7    Causse, M.8
  • 31
    • 0037306655 scopus 로고    scopus 로고
    • Partial resistance of tomato to Phytophthora infestans is not dependent upon ethylene, jasmonic acid, or salicylic acid signaling pathways
    • Smart CD, Myers KL, Restrepo S, Martin GB, &, Fry WE, (2003) Partial resistance of tomato to Phytophthora infestans is not dependent upon ethylene, jasmonic acid, or salicylic acid signaling pathways. Mol Plant Microbe Interact 16, 141-148.
    • (2003) Mol Plant Microbe Interact , vol.16 , pp. 141-148
    • Smart, C.D.1    Myers, K.L.2    Restrepo, S.3    Martin, G.B.4    Fry, W.E.5
  • 32
    • 0037127574 scopus 로고    scopus 로고
    • Biotransformation of phenolic compounds by the cultured cells of Catharanthus roseus
    • Shimoda K, Yamane SY, Hirakawa H, Ohta S, &, Hirata T, (2002) Biotransformation of phenolic compounds by the cultured cells of Catharanthus roseus. J Mol Catal B Enzym 16, 275-281.
    • (2002) J Mol Catal B Enzym , vol.16 , pp. 275-281
    • Shimoda, K.1    Yamane, S.Y.2    Hirakawa, H.3    Ohta, S.4    Hirata, T.5
  • 33
    • 0032230163 scopus 로고    scopus 로고
    • Glucosylation of salicyl alcohol by cell suspension cultures of Solanum laciniatum
    • Syahrani A, Widjaja I, Indrayanto G, &, Wilkins AL, (1998) Glucosylation of salicyl alcohol by cell suspension cultures of Solanum laciniatum. J Asian Nat Prod Res 1, 111-117.
    • (1998) J Asian Nat Prod Res , vol.1 , pp. 111-117
    • Syahrani, A.1    Widjaja, I.2    Indrayanto, G.3    Wilkins, A.L.4
  • 34
    • 2642535878 scopus 로고    scopus 로고
    • Enzymatic synthesis of two salicin analogues by reaction of salicyl alcohol with Bacillus macerans cyclomaltodextrin glucanyltransferase and Leuconostoc mesenteroides B-742CB dextransucrase
    • Yoon SH, Fulton DB, &, Robyt JF, (2004) Enzymatic synthesis of two salicin analogues by reaction of salicyl alcohol with Bacillus macerans cyclomaltodextrin glucanyltransferase and Leuconostoc mesenteroides B-742CB dextransucrase. Carbohydr Res 339, 1517-1529.
    • (2004) Carbohydr Res , vol.339 , pp. 1517-1529
    • Yoon, S.H.1    Fulton, D.B.2    Robyt, J.F.3
  • 35
    • 34347338778 scopus 로고    scopus 로고
    • Enzymatic synthesis of α-anomer-selective d-glucosides using maltose phosphorylase
    • Kino K, Shimizu Y, Kuratsu S, &, Kirimura K, (2007) Enzymatic synthesis of α-anomer-selective d-glucosides using maltose phosphorylase. Biosci Biotechnol Biochem 71, 1598-1600.
    • (2007) Biosci Biotechnol Biochem , vol.71 , pp. 1598-1600
    • Kino, K.1    Shimizu, Y.2    Kuratsu, S.3    Kirimura, K.4
  • 36
    • 0027136282 scopus 로고
    • Comparative protein modelling by satisfaction of spatial restraints
    • Sali A, &, Blundell TL, (1993) Comparative protein modelling by satisfaction of spatial restraints. J Mol Biol 234, 779-815.
    • (1993) J Mol Biol , vol.234 , pp. 779-815
    • Sali, A.1    Blundell, T.L.2
  • 37
    • 73249146299 scopus 로고    scopus 로고
    • A role for differential glycoconjugation in the emission of phenylpropanoid volatiles from tomato fruit discovered using a metabolic data fusion approach
    • Tikunov YM, de Vos RCH, Gonzalez Paramas AM, Hall RD, &, Bovy AG, (2010) A role for differential glycoconjugation in the emission of phenylpropanoid volatiles from tomato fruit discovered using a metabolic data fusion approach. Plant Physiol 152, 55-70.
    • (2010) Plant Physiol , vol.152 , pp. 55-70
    • Tikunov, Y.M.1    De Vos, R.C.H.2    Gonzalez Paramas, A.M.3    Hall, R.D.4    Bovy, A.G.5
  • 38
    • 0038307685 scopus 로고    scopus 로고
    • Down-regulation of DR12, an auxin-response-factor homolog, in the tomato results in a pleiotropic phenotype including dark green and blotchy ripening fruit
    • Jones B, Frasse P, Olmos E, Zegzouti H, Li ZG, Latche A, Pech JC, &, Bouzayen M, (2002) Down-regulation of DR12, an auxin-response-factor homolog, in the tomato results in a pleiotropic phenotype including dark green and blotchy ripening fruit. Plant J 32, 603-613.
    • (2002) Plant J , vol.32 , pp. 603-613
    • Jones, B.1    Frasse, P.2    Olmos, E.3    Zegzouti, H.4    Li, Z.G.5    Latche, A.6    Pech, J.C.7    Bouzayen, M.8
  • 39
    • 33344476119 scopus 로고    scopus 로고
    • Transcriptome and selected metabolite analyses reveal multiple points of ethylene control during tomato fruit development
    • Alba R, Payton P, Fei Z, McQuinn R, Debbie P, Martin GB, Tanksley SD, &, Giovannoni JJ, (2005) Transcriptome and selected metabolite analyses reveal multiple points of ethylene control during tomato fruit development. Plant Cell 17, 2954-2965.
    • (2005) Plant Cell , vol.17 , pp. 2954-2965
    • Alba, R.1    Payton, P.2    Fei, Z.3    McQuinn, R.4    Debbie, P.5    Martin, G.B.6    Tanksley, S.D.7    Giovannoni, J.J.8
  • 40
    • 53549123258 scopus 로고    scopus 로고
    • Stimulation of the grape berry expansion by ethylene and effects on related gene transcripts, over the ripening phase
    • Chervin C, Tira-umphon A, Terrier N, Zouine M, Severac D, &, Roustan JP, (2008) Stimulation of the grape berry expansion by ethylene and effects on related gene transcripts, over the ripening phase. Physiol Plant 134, 534-546.
    • (2008) Physiol Plant , vol.134 , pp. 534-546
    • Chervin, C.1    Tira-Umphon, A.2    Terrier, N.3    Zouine, M.4    Severac, D.5    Roustan, J.P.6
  • 41
    • 7544226311 scopus 로고    scopus 로고
    • PRODRG - A tool for high-throughput crystallography of protein-ligand complexes
    • Schuettelkopf AW, &, van Aalten DMF, (2004) PRODRG - a tool for high-throughput crystallography of protein-ligand complexes. Acta Crystallographica D 60, 1355-1363.
    • (2004) Acta Crystallographica D , vol.60 , pp. 1355-1363
    • Schuettelkopf, A.W.1    Van Aalten, D.M.F.2


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