메뉴 건너뛰기




Volumn 288, Issue 40, 2013, Pages 28845-28858

Cloning and structure-function analyses of quinolone- and acridone-producing novel type III polyketide synthases from citrus microcarpa

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID BIOSYNTHESIS; FUNCTION ANALYSIS; MOLECULAR BASIS; POLYKETIDE SYNTHASES; POLYKETIDES; QUINOLONES; SINGLE PRODUCT; STRUCTURE-FUNCTION ANALYSIS;

EID: 84885111664     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M113.493155     Document Type: Article
Times cited : (28)

References (42)
  • 1
    • 0037319699 scopus 로고    scopus 로고
    • The chalcone synthase superfamily of type III polyketide synthases
    • Austin, M. B., and Noel, J. P. (2003) The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep. 20, 79-110
    • (2003) Nat. Prod. Rep. , vol.20 , pp. 79-110
    • Austin, M.B.1    Noel, J.P.2
  • 2
    • 77953053139 scopus 로고    scopus 로고
    • Structure and function of the chalcone synthase superfamily of plant type III polyketide syntheses
    • Abe, I., and Morita, H. (2010) Structure and function of the chalcone synthase superfamily of plant type III polyketide syntheses. Nat. Prod. Rep. 27, 809-838
    • (2010) Nat. Prod. Rep. , vol.27 , pp. 809-838
    • Abe, I.1    Morita, H.2
  • 3
    • 4644250460 scopus 로고    scopus 로고
    • Enzymatic formation of long-chain polyketide pyrones by plant type III polyketide synthases
    • Abe, I., Watanabe, T., and Noguchi, H. (2004) Enzymatic formation of long-chain polyketide pyrones by plant type III polyketide synthases. Phytochemistry 65, 2447-2453
    • (2004) Phytochemistry , vol.65 , pp. 2447-2453
    • Abe, I.1    Watanabe, T.2    Noguchi, H.3
  • 4
    • 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., and Abe, I. (2007) An acridone-producing novel multifunctional type III polyketide synthase from Huperzia serrata. FEBS J. 274, 1073-1082
    • (2007) FEBS J. , 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
  • 5
    • 79953855889 scopus 로고    scopus 로고
    • Cytotoxic tetramic acid derivative produced by a plant type-III polyketide synthase
    • Wakimoto, T., Mori, T., Morita, H., and Abe, I. (2011) Cytotoxic tetramic acid derivative produced by a plant type-III polyketide synthase. J. Am. Chem. Soc. 133, 4746-4749
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 4746-4749
    • Wakimoto, T.1    Mori, T.2    Morita, H.3    Abe, I.4
  • 8
    • 20344382286 scopus 로고    scopus 로고
    • Synthesis of coumarins, 4-hydroxycoumarins, and 4-hydroxyquinolinones by tellurium-triggered cyclizations
    • Dittmer, D. C., Li, Q., and Avilov, D. V. (2005) Synthesis of coumarins, 4-hydroxycoumarins, and 4-hydroxyquinolinones by tellurium-triggered cyclizations. J. Org. Chem. 70, 4682-4686
    • (2005) J. Org. Chem. , vol.70 , pp. 4682-4686
    • Dittmer, D.C.1    Li, Q.2    Avilov, D.V.3
  • 11
    • 0033773791 scopus 로고    scopus 로고
    • Specificities of functionally expressed chalcone and acridone synthases from Ruta graveolens
    • Springob, K., Lukacin, R., Ernwein, C., Gröning, I., and Matern, U. (2000) Specificities of functionally expressed chalcone and acridone synthases from Ruta graveolens. Eur. J. Biochem. 267, 6552-6559
    • (2000) Eur. J. Biochem. , vol.267 , pp. 6552-6559
    • Springob, K.1    Lukacin, R.2    Ernwein, C.3    Gröning, I.4    Matern, U.5
  • 12
    • 84874915198 scopus 로고    scopus 로고
    • Identification and characterization of a type III polyketide synthase involved in quinolone alkaloid biosynthesis from Aegle marmelos correa
    • Resmi, M. S., Verma, P., Gokhale, R. S., and Soniya, E. V. (2013) Identification and characterization of a type III polyketide synthase involved in quinolone alkaloid biosynthesis from Aegle marmelos correa. J. Biol. Chem. 288, 7271-7281
    • (2013) J. Biol. Chem. , vol.288 , pp. 7271-7281
    • Resmi, M.S.1    Verma, P.2    Gokhale, R.S.3    Soniya, E.V.4
  • 13
    • 0037117475 scopus 로고    scopus 로고
    • Expanding the biosynthetic repertoire of plant type III polyketide synthases by altering starter molecule specificity
    • Jez, J. M., Bowman, M. E., and Noel, J. P. (2002) Expanding the biosynthetic repertoire of plant type III polyketide synthases by altering starter molecule specificity. Proc. Natl. Acad. Sci. U.S.A. 99, 5323-5324
    • (2002) Proc. Natl. Acad. Sci. U.S.A. , vol.99 , pp. 5323-5324
    • Jez, J.M.1    Bowman, M.E.2    Noel, J.P.3
  • 14
    • 12844249594 scopus 로고    scopus 로고
    • Starter substrate specificities of wild-type and mutant polyketide synthases from Rutaceae
    • Lukacin, R., Schreiner, S., Silber, K., and 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
    • Lukacin, R.1    Schreiner, S.2    Silber, K.3    Matern, U.4
  • 15
    • 0035940995 scopus 로고    scopus 로고
    • Transformation of acridone synthase to chalcone synthase
    • Lukacin, R., Schreiner, S., and Matern, U. (2001) Transformation of acridone synthase to chalcone synthase. FEBS Lett. 508, 413-417
    • (2001) FEBS Lett. , vol.508 , pp. 413-417
    • Lukacin, R.1    Schreiner, S.2    Matern, U.3
  • 16
    • 33846120941 scopus 로고    scopus 로고
    • Enzymatic formation of quinolone alkaloids by a plant type III polyketide synthase
    • Abe, I., Abe, T., Wanibuchi, K., and Noguchi, H. (2006) Enzymatic formation of quinolone alkaloids by a plant type III polyketide synthase. Org. Lett. 8, 6063-6065
    • (2006) Org. Lett. , vol.8 , pp. 6063-6065
    • Abe, I.1    Abe, T.2    Wanibuchi, K.3    Noguchi, H.4
  • 17
    • 0037742330 scopus 로고    scopus 로고
    • Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: CDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases
    • Liu, B., Falkenstein-Paul, H., Schmidt, W., and Beerhues, L. (2003) Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: cDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases. Plant J. 34, 847-855
    • (2003) Plant J. , vol.34 , pp. 847-855
    • Liu, B.1    Falkenstein-Paul, H.2    Schmidt, W.3    Beerhues, L.4
  • 18
    • 0034669620 scopus 로고    scopus 로고
    • Substrate specificity of chalcone synthase: Enzymatic formation of unnatural polyketides from synthetic cinnamoyl-CoA analogues
    • Abe, I., Morita, H., Nomura, A., and Noguchi, H. (2000) Substrate specificity of chalcone synthase: enzymatic formation of unnatural polyketides from synthetic cinnamoyl-CoA analogues. J. Am. Chem. Soc. 122, 11242-11243
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 11242-11243
    • Abe, I.1    Morita, H.2    Nomura, A.3    Noguchi, H.4
  • 20
    • 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., and Noguchi, H. (2005) 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
  • 21
    • 24744454823 scopus 로고    scopus 로고
    • Engineered biosynthesis of plant polyketides: Chain length control in an octaketideproducing plant type III polyketide synthase
    • Abe, I., Oguro, S., Utsumi, Y., Sano, Y., and Noguchi, H. (2005) Engineered biosynthesis of plant polyketides: chain length control in an octaketideproducing 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
  • 22
    • 0031059866 scopus 로고    scopus 로고
    • Processing of x-ray diffraction data collected in oscillation mode
    • Otwinowski, Z., and Minor, W. (1997) Processing of x-ray diffraction data collected in oscillation mode. Methods Enzymol. 276, 307-326
    • (1997) Methods Enzymol. , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2
  • 25
  • 28
    • 0028871926 scopus 로고
    • Dali: A network tool for protein structure comparison
    • Holm, L., and Sander, C. (1995) Dali: A network tool for protein structure comparison. Trends Biochem. Sci. 20, 478-480
    • (1995) Trends Biochem. Sci. , vol.20 , pp. 478-480
    • Holm, L.1    Sander, C.2
  • 29
    • 0032805888 scopus 로고    scopus 로고
    • Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis
    • Ferrer, J. L., Jez, J. M., Bowman, M. E., Dixon, R. A., and Noel, J. P. (1999) Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis. Nat. Struct. Biol. 6, 775-784
    • (1999) Nat. Struct. Biol. , vol.6 , pp. 775-784
    • Ferrer, J.L.1    Jez, J.M.2    Bowman, M.E.3    Dixon, R.A.4    Noel, J.P.5
  • 30
    • 34247350408 scopus 로고    scopus 로고
    • Biphenyl synthase, a novel type III polyketide synthase
    • Liu, B., Raeth, T., Beuerle, T., and Beerhues, L. (2007) Biphenyl synthase, a novel type III polyketide synthase. Planta 225, 1495-1503
    • (2007) Planta , vol.225 , pp. 1495-1503
    • Liu, B.1    Raeth, T.2    Beuerle, T.3    Beerhues, L.4
  • 31
    • 0034526571 scopus 로고    scopus 로고
    • Structural control of polyketide formation in plant-specific polyketide synthases
    • Jez, J. M., Austin, M. B., Ferrer, J., Bowman, M. E., Schröder, J., and Noel, J. P. (2000) Structural control of polyketide formation in plant-specific polyketide synthases. Chem. Biol. 7, 919-930
    • (2000) Chem. Biol. , vol.7 , pp. 919-930
    • Jez, J.M.1    Austin, M.B.2    Ferrer, J.3    Bowman, M.E.4    Schröder, J.5    Noel, J.P.6
  • 32
    • 4644270018 scopus 로고    scopus 로고
    • An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases
    • Austin, M. B., Bowman, M. E., Ferrer, J. L., Schröder, J., and Noel, J. P. (2004) An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases. Chem. Biol. 11, 1179-1194
    • (2004) Chem. Biol. , vol.11 , pp. 1179-1194
    • Austin, M.B.1    Bowman, M.E.2    Ferrer, J.L.3    Schröder, J.4    Noel, J.P.5
  • 33
    • 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., and 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
  • 35
    • 78650544821 scopus 로고    scopus 로고
    • Structural basis for the one-pot formation of the diarylheptanoid scaffold by curcuminoid synthase from Oryza sativa
    • Morita, H., Wanibuchi, K., Nii, H., Kato, R., Sugio, S., and Abe, I. (2010) Structural basis for the one-pot formation of the diarylheptanoid scaffold by curcuminoid synthase from Oryza sativa. Proc. Natl. Acad. Sci. U.S.A. 107, 19778-19983
    • (2010) Proc. Natl. Acad. Sci. U.S.A. , vol.107 , pp. 19778-19983
    • Morita, H.1    Wanibuchi, K.2    Nii, H.3    Kato, R.4    Sugio, S.5    Abe, I.6
  • 36
    • 0029278107 scopus 로고
    • Chalcone synthase-like genes active during corolla development are differentially expressed and encode enzymes with different catalytic properties in Gerbera hybrida (Asteraceae)
    • Helariutta, Y., Elomaa, P., Kotilainen, M., Griesbach, R. J., Schröder, J., and Teeri, T. H. (1995) Chalcone synthase-like genes active during corolla development are differentially expressed and encode enzymes with different catalytic properties in Gerbera hybrida (Asteraceae). Plant Mol. Biol. 28, 47-60
    • (1995) Plant Mol. Biol. , vol.28 , pp. 47-60
    • Helariutta, Y.1    Elomaa, P.2    Kotilainen, M.3    Griesbach, R.J.4    Schröder, J.5    Teeri, T.H.6
  • 38
    • 37049097082 scopus 로고
    • Biosynthesis of rutacridone in cell cultures of Ruta graveolens: Incorporation studies with [13C]acetate
    • Zschunke, A., Baumert, A., and Gröger, D. (1982) Biosynthesis of rutacridone in cell cultures of Ruta graveolens: incorporation studies with [13C]acetate. J. Chem. Soc. Chem. Commun. 1263-1265
    • (1982) J. Chem. Soc. Chem. Commun. , pp. 1263-1265
    • Zschunke, A.1    Baumert, A.2    Gröger, D.3
  • 39
    • 0016437595 scopus 로고
    • TECLEANONE: A new alkaloid from Teclea grandifolia
    • Casey, A. C., and Malhotra, A. (1975) TECLEANONE: a new alkaloid from Teclea grandifolia. Tetrahedron Lett. 16, 401-404
    • (1975) Tetrahedron Lett. , vol.16 , pp. 401-404
    • Casey, A.C.1    Malhotra, A.2
  • 40
    • 33746650349 scopus 로고
    • Tecleanone from Diphasia klaineana and Teclea verdoorniana
    • Waterman, P. G. (1975) Tecleanone from Diphasia klaineana and Teclea verdoorniana. Phytochemistry 14, 2092-2093
    • (1975) Phytochemistry , vol.14 , pp. 2092-2093
    • Waterman, P.G.1
  • 42
    • 0011371371 scopus 로고
    • Biochemical systematics and ecology of the Toddalioideae in the central part of the West African Forest Zone
    • Waterman, P. G., Meshal, I. A., Hall, J. B., and Swaine, M. D. (1978) Biochemical systematics and ecology of the Toddalioideae in the central part of the West African Forest Zone. Biochem. Syst. Ecol. 6, 239-245
    • (1978) Biochem. Syst. Ecol. , vol.6 , pp. 239-245
    • Waterman, P.G.1    Meshal, I.A.2    Hall, J.B.3    Swaine, M.D.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.