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Volumn 67, Issue 1, 2014, Pages 71-76

Cytochrome P450-mediated hydroxylation is required for polyketide macrolactonization in stambomycin biosynthesis

Author keywords

Acyl carrier protein; Cytochrome P450; Hydroxylation; Macrolactonization; Polyketide synthase; Streptomyces ambofaciens; Thioesterase

Indexed keywords

CYTOCHROME P450; MACROLIDE; POLYKETIDE; POLYKETIDE SYNTHASE; STAMBOMYCIN A; STAMBOMYCIN B; STAMBOMYCIN C; STAMBOMYCIN D; THIOL ESTER HYDROLASE; UNCLASSIFIED DRUG;

EID: 84893151829     PISSN: 00218820     EISSN: 18811469     Source Type: Journal    
DOI: 10.1038/ja.2013.119     Document Type: Article
Times cited : (21)

References (20)
  • 2
    • 0015215440 scopus 로고
    • Polyene macrolide antibiotic amphotericin B Crystal structure of the N-iodoacetyl derivative
    • Ganis, P., Avitabile, G., Mechlinski, W. & Schaffner, C. P. Polyene macrolide antibiotic amphotericin B. Crystal structure of the N-iodoacetyl derivative. J. Am. Chem. Soc. 93, 4560-4564 (1971
    • (1971) J. Am. Chem. Soc , vol.93 , pp. 4560-4564
    • Ganis, P.1    Avitabile, G.2    Mechlinski, W.3    Schaffner, C.P.4
  • 3
    • 0014901441 scopus 로고
    • Macrolide antibiotic studies XVI. The structure of nystatin
    • Chong, C. N. & Rickards, R. W. Macrolide antibiotic studies. XVI. The structure of nystatin. Tetrahedron Lett. 5145-5148 (1970
    • (1970) Tetrahedron Lett , pp. 5145-5148
    • Chong, C.N.1    Rickards, R.W.2
  • 4
    • 0019868460 scopus 로고
    • The absolute stereochemistry and conformation of avermectin B2a aglycone and avermectin Bla J
    • Springer, J. P., Arison, B. H., Hirshfield, J. M. & Hoogsteen, K. The absolute stereochemistry and conformation of avermectin B2a aglycone and avermectin Bla. J. Am. Chem. Soc. 103, 4221-4224 (1981
    • (1981) Am. Chem. Soc , vol.103 , pp. 4221-4224
    • Springer, J.P.1    Arison, B.H.2    Hirshfield, J.M.3    Hoogsteen, K.4
  • 5
    • 0025917476 scopus 로고
    • A83543A-D, unique fermentation derived tetracyclic macrolides
    • Kirst, H. A. et al. A83543A-D, unique fermentation derived tetracyclic macrolides. Tetrahedron Lett. 32, 4839-4842 (1991
    • (1991) Tetrahedron Lett , vol.32 , pp. 4839-4842
    • Kirst, H.A.1
  • 6
    • 0026559262 scopus 로고
    • Organization of the enzymatic domains in the multifunctional polyketide synthase involved in erythromycin formation in Saccharopolyspora erythraea
    • Donadio, S. & Katz, L. Organization of the enzymatic domains in the multifunctional polyketide synthase involved in erythromycin formation in Saccharopolyspora erythraea. Gene 111, 51-60 (1992
    • (1992) Gene , vol.111 , pp. 51-60
    • Donadio, S.1    Katz, L.2
  • 7
    • 0034930476 scopus 로고    scopus 로고
    • Amphotericin biosynthesis in Streptomyces nodosus: Deductions from analysis of polyketide synthase and late genes
    • Caffrey, P., Lynch, S., Flood, E., Finnan, S. & Oliynyk, M. Amphotericin biosynthesis in Streptomyces nodosus: Deductions from analysis of polyketide synthase and late genes. Chem. Biol. 8, 713-723 (2001
    • (2001) Chem. Biol , vol.8 , pp. 713-723
    • Caffrey, P.1    Lynch, S.2    Flood, E.3    Finnan, S.4    Oliynyk, M.5
  • 8
    • 0034047123 scopus 로고    scopus 로고
    • Biosynthesis of the polyene antifungal antibiotic nystatin in Streptomyces noursei ATCC 11455: Analysis of the gene cluster and deduction of the biosynthetic pathway
    • Brautaset, T. et al. Biosynthesis of the polyene antifungal antibiotic nystatin in Streptomyces noursei ATCC 11455: Analysis of the gene cluster and deduction of the biosynthetic pathway. Chem. Biol. 7, 395-403 (2000
    • (2000) Chem. Biol , vol.7 , pp. 395-403
    • Brautaset, T.1
  • 9
    • 0035017135 scopus 로고    scopus 로고
    • Cloning and analysis of the spinosad biosynthetic gene cluster of Saccharopolyspora spinosa
    • Waldron, C. et al. Cloning and analysis of the spinosad biosynthetic gene cluster of Saccharopolyspora spinosa. Chem. Biol. 8, 487-499 (2001
    • (2001) Chem. Biol , vol.8 , pp. 487-499
    • Waldron, C.1
  • 10
    • 0033578297 scopus 로고    scopus 로고
    • Organization of the biosynthetic gene cluster for the polyketide anthelmintic macrolide avermectin in Streptomyces avermitilis
    • Ikeda, H., Nonomiya, T., Usami, M., Ohta, T. & Omura, S. Organization of the biosynthetic gene cluster for the polyketide anthelmintic macrolide avermectin in Streptomyces avermitilis. Proc. Natl Acad. Sci. USA 96, 9509-9514 (1999
    • (1999) Proc. Natl Acad. Sci. USA , vol.96 , pp. 9509-9514
    • Ikeda, H.1    Nonomiya, T.2    Usami, M.3    Ohta, T.4    Omura, S.5
  • 11
    • 0035909913 scopus 로고    scopus 로고
    • Crystal structure of the macrocycle-forming thioesterase domain of the erythromycin polyketide synthase: Versatility from a unique substrate channel
    • Tsai, S-C. et al. Crystal structure of the macrocycle-forming thioesterase domain of the erythromycin polyketide synthase: Versatility from a unique substrate channel. Proc. Natl Acad. Sci. USA 98, 14808-14813 (2001
    • (2001) Proc. Natl Acad. Sci. USA , vol.98 , pp. 14808-14813
    • Tsai, S.-C.1
  • 12
    • 79954997859 scopus 로고    scopus 로고
    • Identification of a bioactive 51-membered macrolide complex by activation of a silent polyketide synthase in Streptomyces ambofaciens
    • Laureti, L. et al. Identification of a bioactive 51-membered macrolide complex by activation of a silent polyketide synthase in Streptomyces ambofaciens. Proc. Natl Acad. Sci. USA 108, 6258-6263 (2011
    • (2011) Proc. Natl Acad. Sci. USA , vol.108 , pp. 6258-6263
    • Laureti, L.1
  • 13
    • 0037452723 scopus 로고    scopus 로고
    • PCR-targeted Streptomyces gene replacement identifies a protein domain needed for biosynthesis of the sesquiterpene soil odor geosmin
    • Gust, B., Challis, G. L., Fowler, K., Kieser, T. & Chater, K. F. PCR-targeted Streptomyces gene replacement identifies a protein domain needed for biosynthesis of the sesquiterpene soil odor geosmin. Proc. Natl Acad. Sci. USA 100, 1541-1546 (2003
    • (2003) Proc. Natl Acad. Sci. USA , vol.100 , pp. 1541-1546
    • Gust, B.1    Challis, G.L.2    Fowler, K.3    Kieser, T.4    Chater, K.F.5
  • 15
    • 79953782219 scopus 로고    scopus 로고
    • Carrier protein substrates in cytochrome P450-catalysed oxidation
    • Cryle, M. J. Carrier protein substrates in cytochrome P450-catalysed oxidation. Metallomics 3, 323-326 (2011
    • (2011) Metallomics , vol.3 , pp. 323-326
    • Cryle, M.J.1
  • 16
    • 0042299118 scopus 로고
    • Une nouvelle espece de Streptomyces productrice d'antibiotiques: Streptomyces ambofaciens n sp caracte res culturaux
    • Paris
    • Pinnert-Sindico, S. Une nouvelle espece de Streptomyces productrice d'antibiotiques: Streptomyces ambofaciens n. sp. caracte'res culturaux. Ann. Inst. Pasteur. (Paris) 87, 702-707 (1954
    • (1954) Ann. Inst. Pasteur , vol.87 , pp. 702-707
    • Pinnert-Sindico, S.1
  • 17
    • 0020959710 scopus 로고
    • Studies on transformation of Escherichia coli with plasmids
    • Hanahan, D. Studies on transformation of Escherichia coli with plasmids. J. Mol. Biol. 166, 557-580 (1983
    • (1983) J. Mol. Biol , vol.166 , pp. 557-580
    • Hanahan, D.1
  • 18
    • 0026575735 scopus 로고
    • Analysis of Streptomyces avermitilis genes required for avermectin biosynthesis utilizing a novel integration vector
    • MacNeil, D. J. et al. Analysis of Streptomyces avermitilis genes required for avermectin biosynthesis utilizing a novel integration vector. Gene 111, 61-68 (1992
    • (1992) Gene , vol.111 , pp. 61-68
    • MacNeil, D.J.1
  • 19
    • 0034612342 scopus 로고    scopus 로고
    • One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products
    • Datsenko, K. A. & Wanner, B. L. One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products. Proc. Natl Acad. Sci. USA 97, 6640-6645 (2000
    • (2000) Proc. Natl Acad. Sci. USA , vol.97 , pp. 6640-6645
    • Datsenko, K.A.1    Wanner, B.L.2
  • 20
    • 33750964021 scopus 로고    scopus 로고
    • Evolution of the terminal regions of the Streptomyces linear chromosome
    • Choulet, F. et al. Evolution of the terminal regions of the Streptomyces linear chromosome. Mol. Biol. Evol. 23, 2361-2369 (2006
    • (2006) Mol. Biol. Evol , vol.23 , pp. 2361-2369
    • Choulet, F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.