메뉴 건너뛰기




Volumn 44, Issue 38, 2005, Pages 12819-12826

NovJ/NovK catalyze benzylic oxidation of a β-hydroxyl tyrosyl-S-pantetheinyl enzyme during aminocoumarin ring formation in novobiocin biosynthesis

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; ANTIBIOTICS; BACTERIA; BIOSYNTHESIS; CATALYST ACTIVITY; DNA; ESTERS;

EID: 25444475215     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi051297m     Document Type: Article
Times cited : (23)

References (32)
  • 1
    • 0027200479 scopus 로고
    • The interaction between coumarin drugs and DNA gyrase
    • Maxwell, A. (1993) The interaction between coumarin drugs and DNA gyrase, Mol. Microbiol. 9, 681-686.
    • (1993) Mol. Microbiol. , vol.9 , pp. 681-686
    • Maxwell, A.1
  • 2
    • 77349086625 scopus 로고    scopus 로고
    • Characterization of NovP and NovN: Completion of novobiocin biosynthesis by sequential tailoring of the noviosyl ring
    • Freel Meyers, C. L., Oberthur, M., Xu, H., Heide, L., Kahne, D., and Walsh, C. T. (2004) Characterization of NovP and NovN: completion of novobiocin biosynthesis by sequential tailoring of the noviosyl ring, Angew. Chem., Int. Ed. Engl. 43, 67-70.
    • (2004) Angew. Chem., Int. Ed. Engl. , vol.43 , pp. 67-70
    • Freel Meyers, C.L.1    Oberthur, M.2    Xu, H.3    Heide, L.4    Kahne, D.5    Walsh, C.T.6
  • 3
    • 0029978822 scopus 로고    scopus 로고
    • The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography
    • Lewis, R. J., Singh, O. M., Smith, C. V., Skarzynski, T., Maxwell, A., Wonacott, A. J., and Wigley, D. B. (1996) The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography, EMBO J. 15, 1412-1420.
    • (1996) EMBO J. , vol.15 , pp. 1412-1420
    • Lewis, R.J.1    Singh, O.M.2    Smith, C.V.3    Skarzynski, T.4    Maxwell, A.5    Wonacott, A.J.6    Wigley, D.B.7
  • 5
    • 0035036477 scopus 로고    scopus 로고
    • Coumarin formation in novobiocin biosynthesis: Beta-hydroxylation of the aminoacyl enzyme tyrosyl-S-NovH by a cytochrome P450 NovI
    • Chen, H., and Walsh, C. T. (2001) Coumarin formation in novobiocin biosynthesis: beta-hydroxylation of the aminoacyl enzyme tyrosyl-S-NovH by a cytochrome P450 NovI, Chem. Biol. 8, 301-312.
    • (2001) Chem. Biol. , vol.8 , pp. 301-312
    • Chen, H.1    Walsh, C.T.2
  • 6
    • 0034048695 scopus 로고    scopus 로고
    • Identification of the novobiocin biosynthetic gene cluster of Streptomyces sphaeroides NCIB 11891
    • Steffensky, M., Muhlenweg, A., Wang, Z. X., Li, S. M., and Heide, L. (2000) Identification of the novobiocin biosynthetic gene cluster of Streptomyces sphaeroides NCIB 11891, Antimicrob. Agents Chemother. 44, 1214-1222.
    • (2000) Antimicrob. Agents Chemother. , vol.44 , pp. 1214-1222
    • Steffensky, M.1    Muhlenweg, A.2    Wang, Z.X.3    Li, S.M.4    Heide, L.5
  • 7
    • 0036953085 scopus 로고    scopus 로고
    • Molecular cloning and sequence analysis of the clorobiocin biosynthetic gene cluster: New insights into the biosynthesis of aminocoumarin antibiotics
    • Pojer, F., Li, S. M., and Heide, L. (2002) Molecular cloning and sequence analysis of the clorobiocin biosynthetic gene cluster: new insights into the biosynthesis of aminocoumarin antibiotics, Microbiology 148, 3901-3911.
    • (2002) Microbiology , vol.148 , pp. 3901-3911
    • Pojer, F.1    Li, S.M.2    Heide, L.3
  • 8
    • 0033743319 scopus 로고    scopus 로고
    • Identification of the coumermycin A(I) biosynthetic gene cluster of Streptomyces rishiriensis DSM 40489
    • Wang, Z. X., Li, S. M., and Heide, L. (2000) Identification of the coumermycin A(I) biosynthetic gene cluster of Streptomyces rishiriensis DSM 40489, Antimicrob. Agents Chemother. 44, 3040-3048.
    • (2000) Antimicrob. Agents Chemother. , vol.44 , pp. 3040-3048
    • Wang, Z.X.1    Li, S.M.2    Heide, L.3
  • 9
    • 0001067345 scopus 로고
    • Experiments related to the biosynthesis of novobiocin and other related coumarins
    • Bunton, C. A., Kenner, G. W., Robinson, M. J. T., and Webster, B. R. (1963) Experiments related to the biosynthesis of novobiocin and other related coumarins, Tetrahedron 19, 1001-1010.
    • (1963) Tetrahedron , vol.19 , pp. 1001-1010
    • Bunton, C.A.1    Kenner, G.W.2    Robinson, M.J.T.3    Webster, B.R.4
  • 10
    • 0033485280 scopus 로고    scopus 로고
    • The parallel and convergent universes of polyketide synthetases and nonribosomal peptide synthetases
    • Cane, D. E., and Walsh, C. T. (1999) The parallel and convergent universes of polyketide synthetases and nonribosomal peptide synthetases, Chem. Biol. 6, R319-R325.
    • (1999) Chem. Biol. , vol.6
    • Cane, D.E.1    Walsh, C.T.2
  • 11
    • 0032475992 scopus 로고    scopus 로고
    • Harnessing the biosynthetic code: Combinations, permutations, and mutations
    • Cane, D. E., Walsh, C. T., and Khosla, C. (1998) Harnessing the biosynthetic code: combinations, permutations, and mutations, Science 282, 63-68.
    • (1998) Science , vol.282 , pp. 63-68
    • Cane, D.E.1    Walsh, C.T.2    Khosla, C.3
  • 12
    • 9444278428 scopus 로고    scopus 로고
    • Modular peptide synthetases involved in nonribosomal peptide synthesis
    • Marahiel, M. A., Stachelhaus, T., and Mootz, H. D. (1997) Modular peptide synthetases involved in nonribosomal peptide synthesis, Chem. Rev. 97, 2651-2674.
    • (1997) Chem. Rev. , vol.97 , pp. 2651-2674
    • Marahiel, M.A.1    Stachelhaus, T.2    Mootz, H.D.3
  • 13
    • 0035023450 scopus 로고    scopus 로고
    • Multimodular biocatalysts for natural product assembly
    • Schwarzer, D., and Marahiel, M. A. (2001) Multimodular biocatalysts for natural product assembly, Naturwissenschaften 88, 93-101.
    • (2001) Naturwissenschaften , vol.88 , pp. 93-101
    • Schwarzer, D.1    Marahiel, M.A.2
  • 14
    • 0141632774 scopus 로고    scopus 로고
    • Synthesis of proposed oxidation-cyclization-methylation intermediates of the coumarin antibiotic biosynthetic pathway
    • Tao, I., Hu, S., Pacholec, M., and Walsh, C. T. (2003) Synthesis of proposed oxidation-cyclization-methylation intermediates of the coumarin antibiotic biosynthetic pathway, Org. Lett. 5, 3233-3236.
    • (2003) Org. Lett. , vol.5 , pp. 3233-3236
    • Tao, I.1    Hu, S.2    Pacholec, M.3    Walsh, C.T.4
  • 15
    • 8944237982 scopus 로고    scopus 로고
    • Cloning and characterization of the parC and parE genes of Streptococcus pneumoniae encoding DNA topoisomerase IV: Role in fluoroquinolone resistance
    • Pan, X. S., and Fisher, L. M. (1996) Cloning and characterization of the parC and parE genes of Streptococcus pneumoniae encoding DNA topoisomerase IV: Role in fluoroquinolone resistance, J. Bacteriol. 178, 4060-4069.
    • (1996) J. Bacteriol. , vol.178 , pp. 4060-4069
    • Pan, X.S.1    Fisher, L.M.2
  • 16
    • 0031407768 scopus 로고    scopus 로고
    • DNA gyrase, topoisomerase IV, and the 4-quinolones
    • Drlica, K., and Zhao, X. (1997) DNA gyrase, topoisomerase IV, and the 4-quinolones, Microbiol. Mol. Biol. Rev. 61, 377-392.
    • (1997) Microbiol. Mol. Biol. Rev. , vol.61 , pp. 377-392
    • Drlica, K.1    Zhao, X.2
  • 18
    • 0034725692 scopus 로고    scopus 로고
    • The additional 165 amino acids in the B protein of Escherichia coli DNA gyrase have an important role in DNA binding
    • Chatterji, M., Unniraman, S., Maxwell, A., and Nagaraja, V. (2000) The additional 165 amino acids in the B protein of Escherichia coli DNA gyrase have an important role in DNA binding, J. Biol. Chem. 275, 22888-22894.
    • (2000) J. Biol. Chem. , vol.275 , pp. 22888-22894
    • Chatterji, M.1    Unniraman, S.2    Maxwell, A.3    Nagaraja, V.4
  • 19
    • 0029868593 scopus 로고    scopus 로고
    • The interaction of coumarin antibiotics with fragments of DNA gyrase B protein
    • Gormley, N. A., Orphanides, G., Meyer, A., Cullis, P. M., and Maxwell, A. (1996) The interaction of coumarin antibiotics with fragments of DNA gyrase B protein. Biochemistry 35, 5083-5092.
    • (1996) Biochemistry , vol.35 , pp. 5083-5092
    • Gormley, N.A.1    Orphanides, G.2    Meyer, A.3    Cullis, P.M.4    Maxwell, A.5
  • 20
    • 0016189645 scopus 로고
    • Effect of novobiocin on DNA-dependent DNA polymerases from developing rat brain
    • Sung, S. C. (1974) Effect of novobiocin on DNA-dependent DNA polymerases from developing rat brain, Biochim. Biophys. Acta 361, 115-117.
    • (1974) Biochim. Biophys. Acta , vol.361 , pp. 115-117
    • Sung, S.C.1
  • 21
    • 0020635049 scopus 로고
    • The effect of bacterial DNA gyrase inhibitors on DNA synthesis in mammalian mitochondria
    • Castora, F. J., Vissering, F. F., and Simpson, M. V. (1983) The effect of bacterial DNA gyrase inhibitors on DNA synthesis in mammalian mitochondria, Biochim. Biophys. Acta 740, 417-427.
    • (1983) Biochim. Biophys. Acta , vol.740 , pp. 417-427
    • Castora, F.J.1    Vissering, F.F.2    Simpson, M.V.3
  • 22
    • 0021874728 scopus 로고
    • Novobiocin inhibition of DNA excision repair may occur through effects on mitochondrial structure and ATP metabolism, not on repair topoisomerases
    • Downes, C. S., Ord, M. I., Mullinger, A. M., Collins, A. R., and Johnson, R. T. (1985) Novobiocin inhibition of DNA excision repair may occur through effects on mitochondrial structure and ATP metabolism, not on repair topoisomerases, Carcinogenesis 6, 1343-1352.
    • (1985) Carcinogenesis , vol.6 , pp. 1343-1352
    • Downes, C.S.1    Ord, M.I.2    Mullinger, A.M.3    Collins, A.R.4    Johnson, R.T.5
  • 23
    • 0033523720 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of coumarincarboxylic acids as inhibitors of gyrase B. L-rhamnose as an effective substitute for L-noviose
    • Ferroud, D., Collard, I., Klich, M., Dupuis-Hamelin, C., Mauvais, P., Lassaigne, P., Bonnefoy, A., and Musicki, B. (1999) Synthesis and biological evaluation of coumarincarboxylic acids as inhibitors of gyrase B. L-rhamnose as an effective substitute for L-noviose, Bioorg. Med. Chem. Lett. 9, 2881-2886.
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 2881-2886
    • Ferroud, D.1    Collard, I.2    Klich, M.3    Dupuis-Hamelin, C.4    Mauvais, P.5    Lassaigne, P.6    Bonnefoy, A.7    Musicki, B.8
  • 25
    • 0035797918 scopus 로고    scopus 로고
    • Aminoacyl-S-enzyme intermediates in β-hydroxylations and α,β-desaturations of amino acids in peptide antibiotics
    • Chen, H., Thomas, M. G., O'Connor, S. E., Hubbard, B. K., Burkart, M. D., and Walsh, C. T. (2001) Aminoacyl-S-enzyme intermediates in β-hydroxylations and α,β-desaturations of amino acids in peptide antibiotics, Biochemistry 40, 11651-11659.
    • (2001) Biochemistry , vol.40 , pp. 11651-11659
    • Chen, H.1    Thomas, M.G.2    O'Connor, S.E.3    Hubbard, B.K.4    Burkart, M.D.5    Walsh, C.T.6
  • 27
    • 0037450076 scopus 로고    scopus 로고
    • Vancomycin assembly: Nature's way
    • Hubbard, B. K., and Walsh, C. T. (2003) Vancomycin assembly: nature's way, Angew. Chem. 42, 730-765.
    • (2003) Angew. Chem. , vol.42 , pp. 730-765
    • Hubbard, B.K.1    Walsh, C.T.2
  • 28
    • 0034647555 scopus 로고    scopus 로고
    • Cloning, overexpression, and purification of novobiocic acid synthetase from Streptomyces sphaeroides NCIMB 11891
    • Steffensky, M., Li, S. M., and Heide, L. (2000) Cloning, overexpression, and purification of novobiocic acid synthetase from Streptomyces sphaeroides NCIMB 11891, J. Biol. Chem. 275, 21754-21760.
    • (2000) J. Biol. Chem. , vol.275 , pp. 21754-21760
    • Steffensky, M.1    Li, S.M.2    Heide, L.3
  • 29
    • 0036008124 scopus 로고    scopus 로고
    • Formation of β-hydroxy histidine in the biosynthesis of nikkomycin antibiotics
    • Chen, H., Hubbard, B. K., O'Connor, S. E., and Walsh, C. T. (2002) Formation of β-hydroxy histidine in the biosynthesis of nikkomycin antibiotics, Chem. Biol. 9, 103-112.
    • (2002) Chem. Biol. , vol.9 , pp. 103-112
    • Chen, H.1    Hubbard, B.K.2    O'Connor, S.E.3    Walsh, C.T.4
  • 31
    • 0033989161 scopus 로고    scopus 로고
    • Anaerobic toluene catabolism of Thauera aromatica: The bbs operon codes for enzymes of beta oxidation of the intermediate benzylsuccinate
    • Leuthner, B., and Heider, J. (2000) Anaerobic toluene catabolism of Thauera aromatica: the bbs operon codes for enzymes of beta oxidation of the intermediate benzylsuccinate, J. Bacteriol. 182, 272-277.
    • (2000) J. Bacteriol. , vol.182 , pp. 272-277
    • Leuthner, B.1    Heider, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.