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Volumn 13, Issue 5, 2011, Pages 845-856

Molecular Cloning, Modeling, and Site-Directed Mutagenesis of Type III Polyketide Synthase from Sargassum binderi (Phaeophyta)

Author keywords

Brown seaweed; Kinetics; Sargassum binderi; Site mutagenesis; Type III polyketide synthase

Indexed keywords

ACTIVE SITE; AMINO ACID SEQUENCE; BROWN SEAWEED; CATALYTIC RESIDUE; CATALYTIC TRIAD; CONFORMATIONAL CHANGE; MOLECULAR CLONING; POLYKETIDE SYNTHASES; POLYKETIDES; PROTEIN STRUCTURES; RECOMBINANT PROTEIN; SARGASSUM BINDERI; SEQUENCE SIMILARITY; SITE DIRECTED MUTAGENESIS; SITE MUTAGENESIS; SUBSTRATE SPECIFICITY; TYPE III POLYKETIDE SYNTHASE; WILD TYPES;

EID: 80051672117     PISSN: 14362228     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10126-010-9344-5     Document Type: Article
Times cited : (18)

References (48)
  • 2
    • 1642299704 scopus 로고    scopus 로고
    • The first plant type III polyketide synthase that catalyzes formation of aromatic heptaketide
    • Abe I, Utsumi Y, Oguro S, Noguchi H (2004) The first plant type III polyketide synthase that catalyzes formation of aromatic heptaketide. FEBS 562: 171-176.
    • (2004) Febs , vol.562 , pp. 171-176
    • Abe, I.1    Utsumi, Y.2    Oguro, S.3    Noguchi, H.4
  • 3
    • 24744454823 scopus 로고    scopus 로고
    • Engineered biosynthesis of plant polyketides: chain length control in octaketide-producing plant type III polyketide synthase
    • Abe I, Oguro S, Utsumi Y, Sano Y, Noguchi H (2005a) Engineered biosynthesis of plant polyketides: chain length control in octaketide-producing plant type III polyketide synthase. J Am Chem Soc 127: 12709-12716.
    • (2005) J Am Chem Soc , vol.127 , pp. 12709-12716
    • Abe, I.1    Oguro, S.2    Utsumi, Y.3    Sano, Y.4    Noguchi, H.5
  • 4
    • 13444282087 scopus 로고    scopus 로고
    • A plant type III polyketide synthase that produces pentaketide chromone
    • Abe I, Utsumi Y, Oguro S, Morita H, Sano Y, Noguchi H (2005b) A plant type III polyketide synthase that produces pentaketide chromone. J Am Chem Soc 127: 1362-1363.
    • (2005) J Am Chem Soc , vol.127 , pp. 1362-1363
    • Abe, I.1    Utsumi, Y.2    Oguro, S.3    Morita, H.4    Sano, Y.5    Noguchi, H.6
  • 5
    • 34248526212 scopus 로고    scopus 로고
    • Structure-based engineering of a plant type III polyketide synthase: formation of an unnatural nonaketide naphthopyrone
    • Abe I, Morita H, Oguro S, Noma H, Wanibuchi K, Kawahara N, Goda Y, Noguchi H, Kohno T (2007) Structure-based engineering of a plant type III polyketide synthase: formation of an unnatural nonaketide naphthopyrone. J Am Chem Soc 129: 5976-5980.
    • (2007) J Am Chem Soc , vol.129 , pp. 5976-5980
    • Abe, I.1    Morita, H.2    Oguro, S.3    Noma, H.4    Wanibuchi, K.5    Kawahara, N.6    Goda, Y.7    Noguchi, H.8    Kohno, T.9
  • 6
    • 0036811712 scopus 로고    scopus 로고
    • Marine tannins: the importance of a mechanistic framework for predicting ecological roles
    • Arnold TM, Targett NC (2002) Marine tannins: the importance of a mechanistic framework for predicting ecological roles. J Chem Ecol 28: 1919-1934.
    • (2002) J Chem Ecol , vol.28 , pp. 1919-1934
    • Arnold, T.M.1    Targett, N.C.2
  • 7
    • 33747598945 scopus 로고    scopus 로고
    • Biosynthesis of Dictyostelium discoideum differentiation-inducing factor by a hybrid type I fatty acid-type III polyketide synthase
    • Austin MB, Saito T, Bowman ME, Haydock S, Kato A, Moore BS, Kay RR, Noel JP (2006) Biosynthesis of Dictyostelium discoideum differentiation-inducing factor by a hybrid type I fatty acid-type III polyketide synthase. Nat Chem Biol 2: 494-502.
    • (2006) Nat Chem Biol , vol.2 , pp. 494-502
    • Austin, M.B.1    Saito, T.2    Bowman, M.E.3    Haydock, S.4    Kato, A.5    Moore, B.S.6    Kay, R.R.7    Noel, J.P.8
  • 9
    • 40549141792 scopus 로고    scopus 로고
    • QMEAN: a comprehensive scoring function for model quality assessment
    • Benkert P, Tosatto SCE, Schomburg D (2008) QMEAN: a comprehensive scoring function for model quality assessment. Prot Struct Funct Bioinform 71: 261-277.
    • (2008) Prot Struct Funct Bioinform , vol.71 , pp. 261-277
    • Benkert, P.1    Tosatto, S.C.E.2    Schomburg, D.3
  • 10
    • 33745367094 scopus 로고    scopus 로고
    • A type III polyketide synthase from Wachendorfia thyrsiflora and its role in diarylheptanoid and phenylphenalenone biosynthesis
    • Brand S, Hölscher D, Schierhorn A, Svatoš A, Schröder J, Schneider B (2006) A type III polyketide synthase from Wachendorfia thyrsiflora and its role in diarylheptanoid and phenylphenalenone biosynthesis. Planta 224: 413-428.
    • (2006) Planta , vol.224 , pp. 413-428
    • Brand, S.1    Hölscher, D.2    Schierhorn, A.3    Svatoš, A.4    Schröder, J.5    Schneider, B.6
  • 11
    • 61749085917 scopus 로고    scopus 로고
    • Eicosapentaenoic acid: possible precursor of the phloroglucinol derivatives isolated from the brown alga Zonaria tournefortii (J.V. Lamouroux) Montagne
    • El Hattab M, Bouzidi N, Ortalo-Magné A, Daghbouche Y, Richou M, Chitour SE, de Reviers B, Piovetti L (2009) Eicosapentaenoic acid: possible precursor of the phloroglucinol derivatives isolated from the brown alga Zonaria tournefortii (J. V. Lamouroux) Montagne. Biochem Syst Ecol 37: 55-58.
    • (2009) Biochem Syst Ecol , vol.37 , pp. 55-58
    • El Hattab, M.1    Bouzidi, N.2    Ortalo-Magné, A.3    Daghbouche, Y.4    Richou, M.5    Chitour, S.E.6    de Reviers, B.7    Piovetti, L.8
  • 12
    • 0000122573 scopus 로고
    • PHYLIP-phylogeny inference package (Version 3.2)
    • Felsenstein J (1989) PHYLIP-phylogeny inference package (Version 3. 2). Cladistics 5: 164-166.
    • (1989) Cladistics , vol.5 , pp. 164-166
    • Felsenstein, J.1
  • 13
    • 80051670394 scopus 로고    scopus 로고
    • Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis
    • Ferrer JL, Jez JM, Bowman ME, Dixon RA, Noel JP (1999) Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis. Nat Prod Rep 20: 79-110.
    • (1999) Nat Prod Rep , vol.20 , pp. 79-110
    • Ferrer, J.L.1    Jez, J.M.2    Bowman, M.E.3    Dixon, R.A.4    Noel, J.P.5
  • 14
    • 0036844888 scopus 로고    scopus 로고
    • Alteration of reaction and substrate specificity of a bacterial type III polyketide synthase by site-directed mutagenesis
    • Funa N, Ohnishi Y, Ebizuka Y, Horinouchi S (2002) Alteration of reaction and substrate specificity of a bacterial type III polyketide synthase by site-directed mutagenesis. Biochem J 367: 781-789.
    • (2002) Biochem J , vol.367 , pp. 781-789
    • Funa, N.1    Ohnishi, Y.2    Ebizuka, Y.3    Horinouchi, S.4
  • 15
    • 0031434336 scopus 로고    scopus 로고
    • Fucophlorethols from the brown algae Sargassum spinuligerum and Cystophora torulosa
    • Glombitza KW, Keusgen M, Hauperich S (1997) Fucophlorethols from the brown algae Sargassum spinuligerum and Cystophora torulosa. Phytochemistry 46: 1417-1422.
    • (1997) Phytochemistry , vol.46 , pp. 1417-1422
    • Glombitza, K.W.1    Keusgen, M.2    Hauperich, S.3
  • 16
    • 33644552441 scopus 로고    scopus 로고
    • Bacterial type III polyketide synthases: phylogenetic analysis and potential for the production of novel secondary metabolites by heterologous expression in pseudomonads
    • Gross F, Luniak N, Perlova O, Gaitatzis N, Jenke-Kodama H, Gerth K, Gottschalk D, Dittmann E, Müller R (2006) Bacterial type III polyketide synthases: phylogenetic analysis and potential for the production of novel secondary metabolites by heterologous expression in pseudomonads. Arch Microbiol 185: 28-38.
    • (2006) Arch Microbiol , vol.185 , pp. 28-38
    • Gross, F.1    Luniak, N.2    Perlova, O.3    Gaitatzis, N.4    Jenke-Kodama, H.5    Gerth, K.6    Gottschalk, D.7    Dittmann, E.8    Müller, R.9
  • 17
    • 0031473847 scopus 로고    scopus 로고
    • SWISS-MODEL and the Swiss-PdbViewer: an environment for comparative protein modeling
    • Guex N, Peitsch MC (1997) SWISS-MODEL and the Swiss-PdbViewer: an environment for comparative protein modeling. Electrophoresis 18: 2714-2723.
    • (1997) Electrophoresis , vol.18 , pp. 2714-2723
    • Guex, N.1    Peitsch, M.C.2
  • 18
    • 0002051540 scopus 로고    scopus 로고
    • BioEdit: a user-friendly biological sequence alignment editor and analysis program for Windows 95/98/NT
    • Hall TA (1999) BioEdit: a user-friendly biological sequence alignment editor and analysis program for Windows 95/98/NT. Nucl Acids Symp Ser 41: 95-98.
    • (1999) Nucl Acids Symp Ser , vol.41 , pp. 95-98
    • Hall, T.A.1
  • 19
    • 0025606149 scopus 로고
    • Molecular genetics of polyketides and its comparison to fatty acid biosynthesis
    • Hopwood DA, Sherman DH (1990) Molecular genetics of polyketides and its comparison to fatty acid biosynthesis. Annu Rev Genet 23: 37-66.
    • (1990) Annu Rev Genet , vol.23 , pp. 37-66
    • Hopwood, D.A.1    Sherman, D.H.2
  • 20
    • 11844253269 scopus 로고    scopus 로고
    • Exploiting the reaction flexibility of a type III polyketide synthase through in vitro pathway manipulation
    • Jeong J-C, Srinivasan A, Grüschow S, Bach H, Sherman DH, Dordick JS (2005) Exploiting the reaction flexibility of a type III polyketide synthase through in vitro pathway manipulation. J Am Chem Soc 127: 64-65.
    • (2005) J Am Chem Soc , vol.127 , pp. 64-65
    • Jeong, J.-C.1    Srinivasan, A.2    Grüschow, S.3    Bach, H.4    Sherman, D.H.5    Dordick, J.S.6
  • 22
    • 0035846573 scopus 로고    scopus 로고
    • Structure-guided programming of polyketide chain-length determination in chalcone synthase
    • Jez JM, Bowman ME, Noel JP (2001a) Structure-guided programming of polyketide chain-length determination in chalcone synthase. Biochemistry 40: 14829-14838.
    • (2001) Biochemistry , vol.40 , pp. 14829-14838
    • Jez, J.M.1    Bowman, M.E.2    Noel, J.P.3
  • 24
    • 0037117475 scopus 로고    scopus 로고
    • Expanding the biosynthetic repertoire of plant type III polyketide synthases by altering starter molecule specificity
    • Jez JM, Bowman ME, Noel JP (2002) Expanding the biosynthetic repertoire of plant type III polyketide synthases by altering starter molecule specificity. Proc Natl Acad Sci USA 99: 5319-5324.
    • (2002) Proc Natl Acad Sci USA , vol.99 , pp. 5319-5324
    • Jez, J.M.1    Bowman, M.E.2    Noel, J.P.3
  • 25
    • 0030880571 scopus 로고    scopus 로고
    • A phloroglucinol derivative from the brown alga Sargassum spinuligerum
    • Keusgen M, Falk M, Walter JA, Glombitza KW (1997) A phloroglucinol derivative from the brown alga Sargassum spinuligerum. Phytochemistry 46: 341-345.
    • (1997) Phytochemistry , vol.46 , pp. 341-345
    • Keusgen, M.1    Falk, M.2    Walter, J.A.3    Glombitza, K.W.4
  • 26
    • 0000724125 scopus 로고    scopus 로고
    • Fatty acid composition of seven Sargassum species
    • Khotimchenko SV (2008) fatty acid composition of seven Sargassum species. Phytochemistry 30: 2639-2641.
    • (2008) Phytochemistry , vol.30 , pp. 2639-2641
    • Khotimchenko, S.V.1
  • 27
    • 0000243829 scopus 로고
    • PROCHECK: a program to check the stereochemical quality of protein structures
    • Laskowski RA, MacArthur MW, Moss D, Thornton JM (1993) PROCHECK: a program to check the stereochemical quality of protein structures. J Appl Crystallogr 26: 283-291.
    • (1993) J Appl Crystallogr , vol.26 , pp. 283-291
    • Laskowski, R.A.1    Macarthur, M.W.2    Moss, D.3    Thornton, J.M.4
  • 28
    • 12844249594 scopus 로고    scopus 로고
    • Starter substrate specificities of wild-type and mutant polyketide synthases from Rutaceae
    • Lukačin R, Schreiner S, Silber K, Matern U (2005) Starter substrate specificities of wild-type and mutant polyketide synthases from Rutaceae. Phytochemistry 66: 277-284.
    • (2005) Phytochemistry , vol.66 , pp. 277-284
    • Lukačin, R.1    Schreiner, S.2    Silber, K.3    Matern, U.4
  • 29
    • 38949095007 scopus 로고    scopus 로고
    • Direct transfer of starter substrate from type I fatty acid synthase to type III polyketide synthases in phenolic lipid synthesis
    • Miyanaga A, Funa N, Awakawa T, Horinouchi S (2008) Direct transfer of starter substrate from type I fatty acid synthase to type III polyketide synthases in phenolic lipid synthesis. Proc Natl Acad Sci USA 105: 871-876.
    • (2008) Proc Natl Acad Sci USA , vol.105 , pp. 871-876
    • Miyanaga, A.1    Funa, N.2    Awakawa, T.3    Horinouchi, S.4
  • 30
    • 57349162065 scopus 로고    scopus 로고
    • Structure function analysis of novel type III polyketide synthases from Arabidopsis thaliana
    • Mizuuchi Y, Shimokawa Y, Wanibuchi K, Noguchi H, Abe I (2008) Structure function analysis of novel type III polyketide synthases from Arabidopsis thaliana. Biol Pharm Bull 31: 2205-2210.
    • (2008) Biol Pharm Bull , vol.31 , pp. 2205-2210
    • Mizuuchi, Y.1    Shimokawa, Y.2    Wanibuchi, K.3    Noguchi, H.4    Abe, I.5
  • 31
    • 0035825480 scopus 로고    scopus 로고
    • Discovery of a new bacterial polyketide biosynthetic pathway
    • Moore BS, Hopke JN (2001) Discovery of a new bacterial polyketide biosynthetic pathway. Chem Biochem 2: 35-38.
    • (2001) Chem Biochem , vol.2 , pp. 35-38
    • Moore, B.S.1    Hopke, J.N.2
  • 32
    • 34247239393 scopus 로고    scopus 로고
    • Structural insight into chain-length control and product specificity of pentaketide chromone synthase from Aloe arborescens
    • Morita H, Kondo S, Oguro S, Noguchi H, Sugio S, Abe I, Kohno T (2007) Structural insight into chain-length control and product specificity of pentaketide chromone synthase from Aloe arborescens. Chem Biol 14: 359-369.
    • (2007) Chem Biol , vol.14 , pp. 359-369
    • Morita, H.1    Kondo, S.2    Oguro, S.3    Noguchi, H.4    Sugio, S.5    Abe, I.6    Kohno, T.7
  • 34
    • 0030203863 scopus 로고    scopus 로고
    • TREEVIEW: an application to display phylogenetic trees on personal computers
    • Page RDM (1996) TREEVIEW: an application to display phylogenetic trees on personal computers. Comput Appl Biosci 12: 357-358.
    • (1996) Comput Appl Biosci , vol.12 , pp. 357-358
    • Page, R.D.M.1
  • 35
    • 0035102454 scopus 로고    scopus 로고
    • Biosynthesis of polyketides in heterologous hosts
    • Pfeifer BA, Khosla C (2001) Biosynthesis of polyketides in heterologous hosts. Microbiol Mol Biol Rev 65: 106-118.
    • (2001) Microbiol Mol Biol Rev , vol.65 , pp. 106-118
    • Pfeifer, B.A.1    Khosla, C.2
  • 36
    • 0023375195 scopus 로고
    • The neighbor-joining method: a new method for reconstructing phylogenetic trees
    • Saitou N, Nei M (1987) The neighbor-joining method: a new method for reconstructing phylogenetic trees. Mol Biol Evol 4: 406-425.
    • (1987) Mol Biol Evol , vol.4 , pp. 406-425
    • Saitou, N.1    Nei, M.2
  • 37
    • 4344585355 scopus 로고    scopus 로고
    • A novel tunnel in mycobacterial type III polyketide synthase reveals the structural basis for generating diverse metabolites
    • Sankaranarayanam R, Saxena P, Marathe UB, Gokhale RS, Shanmugam VM, Rukmini R (2004) A novel tunnel in mycobacterial type III polyketide synthase reveals the structural basis for generating diverse metabolites. Nat Struct Mol Biol 11: 894-900.
    • (2004) Nat Struct Mol Biol , vol.11 , pp. 894-900
    • Sankaranarayanam, R.1    Saxena, P.2    Marathe, U.B.3    Gokhale, R.S.4    Shanmugam, V.M.5    Rukmini, R.6
  • 38
    • 0242666130 scopus 로고    scopus 로고
    • A new family of type III polyketide synthases in mycobacterium tuberculosis
    • Saxena P, Yadav G, Mohanty D, Gokhale R (2003) A new family of type III polyketide synthases in mycobacterium tuberculosis. J Biol Chem 278: 44780-44790.
    • (2003) J Biol Chem , vol.278 , pp. 44780-44790
    • Saxena, P.1    Yadav, G.2    Mohanty, D.3    Gokhale, R.4
  • 39
    • 0040241878 scopus 로고    scopus 로고
    • A family of plant-specific polyketide synthases: facts and predictions
    • Schröder J (1997) A family of plant-specific polyketide synthases: facts and predictions. Trends Plant Sci 2: 373-378.
    • (1997) Trends Plant Sci , vol.2 , pp. 373-378
    • Schröder, J.1
  • 40
    • 0000427346 scopus 로고    scopus 로고
    • Biosynthesis of aromatic polyketides
    • Shen B (2000) Biosynthesis of aromatic polyketides. Top Curr Chem 109: 1-51.
    • (2000) Top Curr Chem , vol.109 , pp. 1-51
    • Shen, B.1
  • 41
    • 33746589549 scopus 로고    scopus 로고
    • Phloroglucinol compounds of natural origins
    • Singh IP, Bharate SB (2006) Phloroglucinol compounds of natural origins. Nat Prod Rep 23: 558-591.
    • (2006) Nat Prod Rep , vol.23 , pp. 558-591
    • Singh, I.P.1    Bharate, S.B.2
  • 42
    • 0016736883 scopus 로고
    • Chemical syntheses and properties of hydroxycinnamoyl-coenzyme a derivatives
    • Stöckigt J, Zenk MH (1975) Chemical syntheses and properties of hydroxycinnamoyl-coenzyme a derivatives. Z Naturforsch 30c: 352-358.
    • (1975) Z Naturforsch , vol.30 c , pp. 352-358
    • Stöckigt, J.1    Zenk, M.H.2
  • 43
    • 0027968068 scopus 로고
    • CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice
    • Thompson JD, Higgins DG, Gibson TJ (1994) CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice. Nucleic Acids Res 22: 4673-4680.
    • (1994) Nucleic Acids Res , vol.22 , pp. 4673-4680
    • Thompson, J.D.1    Higgins, D.G.2    Gibson, T.J.3
  • 44
    • 33846781472 scopus 로고    scopus 로고
    • An acridone-producing novel multifunctional type III polyketide synthase from Huperzia serrata
    • Wanibuchi K, Zhang P, Abe T, Morita H, Kohno T, Chen G, Noguchi H, Abe I (2007) An acridone-producing novel multifunctional type III polyketide synthase from Huperzia serrata. FEBS 274: 1073-1082.
    • (2007) Febs , vol.274 , pp. 1073-1082
    • Wanibuchi, K.1    Zhang, P.2    Abe, T.3    Morita, H.4    Kohno, T.5    Chen, G.6    Noguchi, H.7    Abe, I.8
  • 46
    • 0036011081 scopus 로고    scopus 로고
    • Biosynthesis of flavonoids and effects of stress
    • Winkel-Shirley B (2002) Biosynthesis of flavonoids and effects of stress. Curr Opin Plant Biol 5: 218-223.
    • (2002) Curr Opin Plant Biol , vol.5 , pp. 218-223
    • Winkel-Shirley, B.1
  • 47
    • 34249071274 scopus 로고    scopus 로고
    • Analyses of expressed sequence tags (ESTs) from Sargassum binderi (Phaeophyta)
    • Wong TK-M, Ho C-L, Lee W-W, Rahim RA, Phang S-M (2007) Analyses of expressed sequence tags (ESTs) from Sargassum binderi (Phaeophyta). J Phycol 43: 528-534.
    • (2007) J Phycol , vol.43 , pp. 528-534
    • Wong, T.K.-M.1    Ho, C.-L.2    Lee, W.-W.3    Rahim, R.A.4    Phang, S.-M.5


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