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Volumn 18, Issue 9, 2011, Pages 1311-1317

Understanding the structure, activity and inhibition of chorismate synthase from Mycobacterium tuberculosis

Author keywords

Chorismate synthase; Mycobacterium tuberculosis; Shikimate pathway

Indexed keywords

ANTIBIOTIC AGENT; BENZYLIDENE 6,7 DIHYDROXYBENZOFURAN 3[2H]ONE DERIVATIVE; CHORISMATE SYNTHASE; CHORISMATE SYNTHASE INHIBITOR; CHORISMIC ACID; SHIKIMIC ACID; SYNTHETASE; UNCLASSIFIED DRUG;

EID: 79952806605     PISSN: 09298673     EISSN: None     Source Type: Journal    
DOI: 10.2174/092986711795029528     Document Type: Article
Times cited : (16)

References (57)
  • 1
    • 40549096921 scopus 로고    scopus 로고
    • WHO. World Health Organization. Surveillance, Planning, Financing
    • WHO. World Health Organization. Global Tuberculosis Control. Surveillance, Planning, Financing, 2008.
    • (2008) Global Tuberculosis Control
  • 2
    • 4644349770 scopus 로고    scopus 로고
    • Identification and validation of novel drug targets in tuberculosis
    • DOI 10.2174/1381612043383223
    • Duncan, K. Identification and validation of novel drug targets in tuberculosis. Curr. Pharm. Des, 2004, 10, 3185-3194. (Pubitemid 39276608)
    • (2004) Current Pharmaceutical Design , vol.10 , Issue.26 , pp. 3185-3194
    • Duncan, K.1
  • 4
    • 0026686943 scopus 로고    scopus 로고
    • Tuberculosis: Commentary on a reemergent killer
    • Bloom, B.R.; Murray, C.J.L. Tuberculosis: Commentary on a reemergent killer. Science, 1998, 257, 1055-1064.
    • (1998) Science , vol.257 , pp. 1055-1064
    • Bloom, B.R.1    Murray, C.J.L.2
  • 5
    • 71549149666 scopus 로고    scopus 로고
    • Multidrugresistant and extensively drug-resistant tuberculosis in the west europe and united states: Epidemiology, surveillance, and control
    • Migliori, G.B.; Richardson, M.D'Arcy; Sotgiu, G.; Lange, C. Multidrugresistant and extensively drug-resistant tuberculosis in the west europe and united states: Epidemiology, surveillance, and control. Clin. Chest Med.,2009, 30, 637-665.
    • (2009) Clin. Chest Med. , vol.30 , pp. 637-665
    • Migliori, G.B.1    Richardson M.D'Arcy2    Sotgiu, G.3    Lange, C.4
  • 6
    • 0036273794 scopus 로고    scopus 로고
    • Controlling multidrugresistant tuberculosis and access to expensive drugs: A rational framework
    • Pablos-Mendez, A.; Gowda, D.K.; Frieden, T. Controlling multidrugresistant tuberculosis and access to expensive drugs: A rational framework. Bull. World Health Organ., 2002, 80, 489-500.
    • (2002) Bull. World Health Organ. , vol.80 , pp. 489-500
    • Pablos-Mendez, A.1    Gowda, D.K.2    Frieden, T.3
  • 7
    • 33645119729 scopus 로고    scopus 로고
    • Emergence of Mycobacterium tuberculosis with extensive resistance to second-line drugsworldwide 2000-2004
    • CDC (Centers for Disease Control and Prevention)
    • CDC (Centers for Disease Control and Prevention). Emergence of Mycobacterium tuberculosis with extensive resistance to second-line drugsworldwide, 2000-2004. Morb. Mortal. Wkly. Rep., 2006, 55, 301-305.
    • Morb. Mortal. Wkly. Rep. , vol.2006 , Issue.55 , pp. 301-305
  • 8
    • 44249107292 scopus 로고    scopus 로고
    • Structure-based prediction of Mycobacterium tuberculosis shikimate kinase inhibitors by high-throughput virtual screening
    • DOI 10.1016/j.bmcl.2008.05.003, PII S0960894X08004861
    • Segura-Cabrera, A.; Rodríguez-Pérez, M.A. Structure-based prediction of Mycobacterium tuberculosis shikimate kinase inhibitors by high-throughput virtual screening. Bioorg. Med. Chem. Lett., 2008, 18(11), 3152-3157. (Pubitemid 351721011)
    • (2008) Bioorganic and Medicinal Chemistry Letters , vol.18 , Issue.11 , pp. 3152-3157
    • Segura-Cabrera, A.1    Rodriguez-Perez, M.A.2
  • 9
    • 0036773752 scopus 로고    scopus 로고
    • The common aromatic amino acid biosynthesis pathway is essential in Mycobacterium tuberculosis
    • Parish, T.; Stoker, N.G. The common aromatic amino acid biosynthesis pathway is essential in Mycobacterium tuberculosis. Microbiology, 2002, 148(10), 3069-3077. (Pubitemid 35243706)
    • (2002) Microbiology , vol.148 , Issue.10 , pp. 3069-3077
    • Parish, T.1    Stoker, N.G.2
  • 12
    • 0003796799 scopus 로고
    • Escherichia coli and Salmonella typhimurium: Cellular and molecular biology
    • Neidhardt, F.C.; Ingraham, J.L.; Low, K.B.; Magasanik, B.; Schaechter, M.; Umbarger, H.E., Eds: Washington
    • Pittard, A.J. In: Escherichia coli and Salmonella typhimurium: Cellular and molecular biology; Neidhardt, F.C.; Ingraham, J.L.; Low, K.B.; Magasanik, B.; Schaechter, M.; Umbarger, H.E., Eds.; American Society for Microbiology: Washington, 1987, pp. 368-394.
    • (1987) American Society for Microbiology , pp. 368-394
    • Pittard, A.J.1
  • 14
    • 0028857259 scopus 로고
    • The shikimate pathway: Early steps in the biosynthesis of aromatic compounds
    • Herrmann K.M. The shikimate pathway: Early steps in the biosynthesis of aromatic compounds. Plant Cell, 1995, 7, 907-919.
    • (1995) Plant Cell , vol.7 , pp. 907-919
    • Herrmann, K.M.1
  • 17
    • 0003164468 scopus 로고
    • Dodge, A., Ed.; Cambridge University Press: Cambridge
    • Coggins, J.R. In: Herbicides and Plant Metabolism; Dodge, A., Ed.; Cambridge University Press: Cambridge, 1989, pp. 97-112.
    • (1989) Herbicides and Plant Metabolism , pp. 97-112
    • Coggins, J.R.1
  • 19
    • 0000902112 scopus 로고
    • Purification and characterisation of a bifunctional dehydroquinase- shikimate: NADP oxidoreductase from peas seedlings
    • Mousdale, D.M.; Campbell, M.S.; Coggins, J.R. Purification and characterisation of a bifunctional dehydroquinase-shikimate: NADP oxidoreductase from peas seedlings. Phytochemistry, 1987, 26, 2665-2670.
    • (1987) Phytochemistry , vol.26 , pp. 2665-2670
    • Mousdale, D.M.1    Campbell, M.S.2    Coggins, J.R.3
  • 21
    • 0023414737 scopus 로고
    • The pentafunctional arom enzyme of Saccharomyces cerevisiae is a mosaic of monofunctional domains
    • Duncan, K.; Edwards, R.M.; Coggins, J.R. The pentafunctional arom enzyme of Saccharomyces cerevisiae is a mosaic of monofunctional domains. Biochem. J., 1987, 246, 375-386.
    • (1987) Biochem. J. , vol.246 , pp. 375-386
    • Duncan, K.1    Edwards, R.M.2    Coggins, J.R.3
  • 24
    • 0001178304 scopus 로고
    • Reaction of (6R)-6-F-EPSP with recombinant Escherichia coli chorismate synthase generates a stable flavin mononucleotide semiquinone radical
    • Ramjee, M.K.; Balasubramanian, S.; Abell, C.; Coggins, J.R.; Davies, G.M.; Hawkes, T.R.; Lowe, D.J.; Thorneley, R.N.F. Reaction of (6R)-6-F-EPSP with recombinant Escherichia coli chorismate synthase generates a stable flavin mononucleotide semiquinone radical. J. Am. Chem. Soc., 1992, 114, 3151-3153.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 3151-3153
    • Ramjee, M.K.1    Balasubramanian, S.2    Abell, C.3    Coggins, J.R.4    Davies, G.M.5    Hawkes, T.R.6    Lowe, D.J.7    Thorneley, R.N.F.8
  • 26
    • 33847705622 scopus 로고    scopus 로고
    • Mycobacterial shikimate pathway enzymes as targets for drug design
    • DOI 10.2174/138945007780059004
    • Ducati, R.G.; Basso, L.A.; Santos, D.S. Mycobacterial shikimate pathway enzymes as targets for drug design. Curr. Drug Targets, 2007, 8, 423-435. (Pubitemid 46381293)
    • (2007) Current Drug Targets , vol.8 , Issue.3 , pp. 423-435
    • Ducati, R.G.1    Basso, L.A.2    Santos, D.S.3
  • 27
    • 0348047617 scopus 로고    scopus 로고
    • Crystal Structure of Chorismate Synthase from Aquifex aeolicus Reveals a Novel Beta Alpha Beta Sandwich Topology
    • DOI 10.1002/prot.10592
    • Viola, C.M.; Saridakis, V.; Christendat, D. Crystal structure of chorismate synthase from Aquifex aeolicus reveals a novel beta alpha beta sandwich topology. Proteins, 2004, 54(1), 166-169. (Pubitemid 38036925)
    • (2004) Proteins: Structure, Function and Genetics , vol.54 , Issue.1 , pp. 166-169
    • Viola, C.M.1    Saridakis, V.2    Christendat, D.3
  • 28
    • 0344868502 scopus 로고    scopus 로고
    • The Structure of Chorismate Synthase Reveals a Novel Flavin Binding Site Fundamental to a Unique Chemical Reaction
    • DOI 10.1016/j.str.2003.11.005
    • Maclean, J.; Ali, S. The structure of chorismate synthase reveals a novel flavin binding site fundamental to a unique chemical reaction. Structure, 2003, 11(12), 1499-1511. (Pubitemid 37510349)
    • (2003) Structure , vol.11 , Issue.12 , pp. 1499-1511
    • Maclean, J.1    Ali, S.2
  • 30
    • 1042275584 scopus 로고    scopus 로고
    • Crystal Structure of Chorismate Synthase: A Novel FMN-binding Protein Fold and Functional Insights
    • DOI 10.1016/j.jmb.2003.12.072
    • Ahn, H.J.; Yoon, H.J.; Lee, B.; Suh, S.W. Crystal structure of chorismate synthase: A novel FMN-binding protein fold and functional insights. J. Mol. Biol., 2004, 336(4), 903-915. (Pubitemid 38201539)
    • (2004) Journal of Molecular Biology , vol.336 , Issue.4 , pp. 903-915
    • Ahn, H.J.1    Yoon, H.-J.2    Lee, B.I.3    Suh, S.W.4
  • 33
    • 33947681716 scopus 로고    scopus 로고
    • Mutagenic analysis of an invariant aspartate residue in chorismate synthase supports its role as an active site base
    • DOI 10.1021/bi602420u
    • Rauch, G.; Ehammer, H.; Bornemann, S.; Macheroux, P. Mutagenic analysis of an invariant aspartate residue in chorismate synthase supports its role as an active site base. Biochemistry, 2007, 46, 3768-3774. (Pubitemid 46493476)
    • (2007) Biochemistry , vol.46 , Issue.12 , pp. 3768-3774
    • Rauch, G.1    Ehammer, H.2    Bornemann, S.3    Macheroux, P.4
  • 34
    • 34547917580 scopus 로고    scopus 로고
    • Conservation of NADPH utilization by chorismate synthase and its implications for the evolution of the shikimate pathway
    • DOI 10.1111/j.1365-2958.2007.05861.x
    • Ehammer, H.; Rauch, G.; Prem, A.; Kappes, B.; Macheroux, P. Conservation of NADPH utilization by chorismate synthase and its implications for the evolution of the shikimate pathway. Mol. Microbiol., 2007, 65(5), 1249-1257. (Pubitemid 47262823)
    • (2007) Molecular Microbiology , vol.65 , Issue.5 , pp. 1249-1257
    • Ehammer, H.1    Rauch, G.2    Prem, A.3    Kappes, B.4    Macheroux, P.5
  • 36
    • 0032944057 scopus 로고    scopus 로고
    • A unique reaction in a common pathway: Mechanism and function of chorismate synthase in the shikimate pathway
    • DOI 10.1007/s004250050489
    • Macheroux, P.; Schmid, J.; Amrhein, N.; Schaller, A. A unique reaction in a common pathway: Mechanism and function of chorismate synthase in the shikimate pathway. Planta, 1999, 207, 325-334. (Pubitemid 29055407)
    • (1999) Planta , vol.207 , Issue.3 , pp. 325-334
    • Macheroux, P.1    Schmid, J.2    Amrhein, N.3    Schaller, A.4
  • 37
    • 0035900664 scopus 로고    scopus 로고
    • Spectroscopic and kinetic characterization of the bifunctional chorismate synthase from Neurospora crassa: Evidence for a common binding site for 5-enolpyruvylshikimate 3-phosphate and NADPH
    • Kitzing. K.; Macheroux, P.; Amrhein, N. Spectroscopic and kinetic characterization of the bifunctional chorismate synthase from Neurospora crassa: Evidence for a common binding site for 5-enolpyruvylshikimate 3-phosphate and NADPH. J. Biol. Chem., 2001, 276(46), 42658-42666.
    • (2001) J. Biol. Chem. , vol.276 , Issue.46 , pp. 42658-42666
    • Kitzing, K.1    Macheroux, P.2    Amrhein, N.3
  • 38
    • 0032532029 scopus 로고    scopus 로고
    • Evidence for a major structural change in Escherichia coli chorismate synthase induced by flavin and substrate binding
    • Macheroux P.; Schonbrunn, E.; Svergun, D.I.; Volkov, V.V.; Koch, M.H.; Bornemann, S.; Thorneley, R.N. Evidence for a major structural change in Escherichia coli chorismate synthase induced by flavin and substrate Binding. Biochem. J., 1998, 335, 319-327. (Pubitemid 28491066)
    • (1998) Biochemical Journal , vol.335 , Issue.2 , pp. 319-327
    • Macheroux, P.1    Schonbrunn, E.2    Svergun, D.I.3    Volkov, V.V.4    Koch, M.H.J.5    Bornemann, S.6    Thorneley, R.N.F.7
  • 39
    • 33847723314 scopus 로고    scopus 로고
    • Chorismate synthase: An attractive target for drug development against orphan diseases
    • DOI 10.2174/138945007780058924
    • Dias, M.V.D.; Ely, F.; Palma, M.S.; de Azevedo Jr., W.F.; Basso, L.A.; Santos, D.S. Chorismate synthase: An attractive target for drug development against orphan diseases. Curr. Drug Targets, 2007, 8, 437-444. (Pubitemid 46381294)
    • (2007) Current Drug Targets , vol.8 , Issue.3 , pp. 437-444
    • Dias, M.V.B.1    Ely, F.2    Palma, M.S.3    De Azevedo Jr., W.F.4    Basso, L.A.5    Santos, D.S.6
  • 40
    • 0029157798 scopus 로고
    • Cloning and characterization of a heterologously expressed bifunctional chorismate synthase/flavin reductase from
    • Henstrand, J. M.; Amrhein, N.; Schmid, J. Cloning and characterization of a heterologously expressed bifunctional chorismate synthase/flavin reductase from Neurospora crassa. J. Biol. Chem., 1995, 270(35), 20447-20452.
    • (1995) Neurospora crassa. J. Biol. Chem. , vol.270 , Issue.35 , pp. 20447-20452
    • Henstrand, J.M.1    Amrhein, N.2    Schmid, J.3
  • 41
    • 0017803293 scopus 로고
    • Purification and properties of chorismate synthase from Bacillus subtilis
    • Hasan, N.; Nester, E.W. Purification and properties of chorismate synthase from Bacillus subtilis. J. Biol. Chem., 1978, 253, 4993-4998. (Pubitemid 8382170)
    • (1978) Journal of Biological Chemistry , vol.253 , Issue.14 , pp. 4993-4998
    • Hasan, N.1    Nester, E.W.2
  • 42
    • 56649103902 scopus 로고    scopus 로고
    • Searching protein structure databases with DaliLite v.3
    • DOI 10.1093/bioinformatics/btn507
    • Holm, L.; Kaariainen, S.; Rosenstrom, P.; Schenkel A. Searching protein structure databases with DaliLite v.3. Bioinformatics, 2008, 24, 2780-2781. (Pubitemid 352722625)
    • (2008) Bioinformatics , vol.24 , Issue.23 , pp. 2780-2781
    • Holm, L.1    Kaariainen, S.2    Rosenstrom, P.3    Schenkel, A.4
  • 44
    • 0028103275 scopus 로고
    • The CCP4 suite: Programs for protein crystallography
    • Collaborative Computational Project
    • Collaborative Computational Project. The CCP4 Suite: Programs for Protein Crystallography. Acta Cryst., 1994, 4 (D50), 760-763.
    • (1994) Acta Cryst. , vol.4 , Issue.D50 , pp. 760-763
  • 45
    • 0031715982 scopus 로고    scopus 로고
    • Protein structure alignment by incremental combinatorial extension (CE) of the optimal path
    • Shindyalov, I.N.; Bourne, P.E. Protein structure alignment by incremental combinatorial extension (CE) of the optimal path. Prot. Eng., 1998, 11(9), 739-747. (Pubitemid 28434482)
    • (1998) Protein Engineering , vol.11 , Issue.9 , pp. 739-747
    • Shindyalov, I.N.1    Bourne, P.E.2
  • 46
    • 0015500357 scopus 로고
    • Stereochemistry of the 3-deoxy-Darabino- heptulosonate 7-phosphate synthetase reaction and the chorismate synthetase reaction
    • Floss, H.G.; Onderka, D.K.; Carroll, M. Stereochemistry of the 3-deoxy-Darabino- heptulosonate 7-phosphate synthetase reaction and the chorismate synthetase reaction. J. Biol. Chem., 1972, 247, 736-744.
    • (1972) J. Biol. Chem. , vol.247 , pp. 736-744
    • Floss, H.G.1    Onderka, D.K.2    Carroll, M.3
  • 47
    • 0014197563 scopus 로고
    • The enzymic synthesis of chorismic and prephenic acids from 3-enolpyruvylshikimic acid 5- phosphate
    • Morell, H.; Clark, M.J.; Knowles, P.F.; Sprinson, D.B. The enzymic synthesis of chorismic and prephenic acids from 3-enolpyruvylshikimic acid 5- phosphate. J. Biol. Chem., 1967, 242, 82-90.
    • (1967) J. Biol. Chem. , vol.242 , pp. 82-90
    • Morell, H.1    Clark, M.J.2    Knowles, P.F.3    Sprinson, D.B.4
  • 48
    • 0005948379 scopus 로고
    • Stereochemistry of 1,4-conjugate elimination reactions
    • Hill, R.K.; Bock, M.G. Stereochemistry of 1,4-conjugate elimination reactions. J. Am. Chem. Soc., 1979, 100, 37-639.
    • (1979) J. Am. Chem. Soc. , vol.100 , pp. 37-639
    • Hill, R.K.1    Bock, M.G.2
  • 49
    • 0038631880 scopus 로고
    • Stereoselectivity associated with noncycloaddition to unsaturated bonds
    • Fukui, K. Stereoselectivity associated with noncycloaddition to unsaturated bonds. Tetrahedron Lett., 1965, 2427-2432.
    • (1965) Tetrahedron Lett. , pp. 2427-2432
    • Fukui, K.1
  • 50
    • 0000641993 scopus 로고
    • From glucose to aromatics: Recent developments in natural products of the shikimic acid pathway
    • Ganem, B. From glucose to aromatics: Recent developments in natural products of the shikimic acid pathway. Tetrahedron, 1978, 34, 3353-3383.
    • (1978) Tetrahedron , vol.34 , pp. 3353-3383
    • Ganem, B.1
  • 51
    • 0001383514 scopus 로고
    • Synthesis of 'iso-EPSP' and evaluation of its interaction with chorismate synthase
    • Bartlett, P.A.; Maitra, U.; Chouinard, P.M. Synthesis of 'iso-EPSP' and evaluation of its interaction with chorismate synthase. J. Am. Chem. Soc., 1986, 108, 8068-8071.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 8068-8071
    • Bartlett, P.A.1    Maitra, U.2    Chouinard, P.M.3
  • 52
    • 0002304382 scopus 로고    scopus 로고
    • Stevenson, K.J.; Massey, V.; Williams, C.H.J., Eds.; University of Calgary Press: Canada
    • Macheroux, P.; Bornemann, S.; Thorneley, R.N.F. In: Flavins and Flavoproteins 1996; Stevenson, K.J.; Massey, V.; Williams, C.H.J., Eds.; University of Calgary Press: Canada, 1997, pp. 113-122.
    • (1997) Flavins and Flavoproteins 1996 , pp. 113-122
    • Macheroux, P.1    Bornemann, S.2    Thorneley, R.N.F.3
  • 53
    • 0023897228 scopus 로고
    • The overexpression, purfication and complete amino acid sequence of chorismate synthase from Escherichia coli K12 and its comparison with the enzyme from Neurospora crassa
    • White, P.J.; Millar, G.; Coggins, J.R. The overexpression, purfication and complete amino acid sequence of chorismate synthase from Escherichia coli K12 and its comparison with the enzyme from Neurospora crassa. Biochem. J., 1988, 251, 313-322.
    • (1988) Biochem. J. , vol.251 , pp. 313-322
    • White, P.J.1    Millar, G.2    Coggins, J.R.3
  • 55
    • 4644328108 scopus 로고    scopus 로고
    • Elucidation of enzyme mechanisms using fluorinated substrate analogues
    • DOI 10.1016/j.bioorg.2004.06.012, PII S0045206804000616, Mechanic Enzymology
    • Pongdee, R.; Liu, H.W. Elucidation of enzyme mechanisms using fluorinated substrate analogues. Bioorg. Chem., 2004, 32, 393-437. (Pubitemid 39294572)
    • (2004) Bioorganic Chemistry , vol.32 , Issue.5 , pp. 393-437
    • Pongdee, R.1    Liu, H.-W.2


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