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Volumn 52, Issue 17, 2009, Pages 5485-5495

Identification of critical ligand binding determinants in Mycobacterium tuberculosis adenosine-5′-phosphosulfate reductase

Author keywords

[No Author keywords available]

Indexed keywords

ADENYLYLSULFATE REDUCTASE; ENZYME INHIBITOR;

EID: 69949108708     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm900728u     Document Type: Article
Times cited : (27)

References (65)
  • 1
    • 33749675294 scopus 로고    scopus 로고
    • Sulfate metabolism in mycobacteria
    • Schelle, M. W.; Bertozzi, C. R. Sulfate metabolism in mycobacteria. ChemBioChem 2006, 7, 1516-1524.
    • (2006) ChemBioChem , vol.7 , pp. 1516-1524
    • Schelle, M.W.1    Bertozzi, C.R.2
  • 2
    • 0030159341 scopus 로고    scopus 로고
    • Biology of sulfur
    • Mitchell, S., Ed.; CRC Press: New York
    • Mitchell, S. Biology of sulfur. In Biological Interactions of Sulfur Compounds; Mitchell, S., Ed.; CRC Press: New York, 1996; Vol.1, pp 20-41.
    • (1996) Biological Interactions of Sulfur Compounds , vol.1 , pp. 20-41
    • Mitchell, S.1
  • 5
    • 0037031483 scopus 로고    scopus 로고
    • 5′-Adenosine phosphosulfate lies at a metabolic branch point in mycobacteria
    • Williams, S. J.; Senaratne, R. H.; Mougous, J. D.; Riley, L. W.; Bertozzi, C. R. 5′-Adenosine phosphosulfate lies at a metabolic branch point in mycobacteria. J. Biol. Chem. 2002, 277, 32606-32615.
    • (2002) J. Biol. Chem. , vol.277 , pp. 32606-32615
    • Williams, S.J.1    Senaratne, R.H.2    Mougous, J.D.3    Riley, L.W.4    Bertozzi, C.R.5
  • 6
    • 0037077247 scopus 로고    scopus 로고
    • The presence of an iron-sulfur cluster in adenosine 5′- phosphosulfate reductase separates organisms utilizing adenosine 5′-phosphosulfate and phosphoadenosine 5′-phosphosulfate for sulfate assimilation
    • Kopriva, S.; Buchert, T.; Fritz, G.; Suter, M.; Benda, R.; Schunemann, V.; Koprivova, A.; Schurmann, P.; Trautwein, A. X.; Kroneck, P. M.; Brunold, C. The presence of an iron-sulfur cluster in adenosine 5′-phosphosulfate reductase separates organisms utilizing adenosine 5′-phosphosulfate and phosphoadenosine 5′-phosphosulfate for sulfate assimilation. J. Biol. Chem. 2002, 277, 21786-21791.
    • (2002) J. Biol. Chem. , vol.277 , pp. 21786-21791
    • Kopriva, S.1    Buchert, T.2    Fritz, G.3    Suter, M.4    Benda, R.5    Schunemann, V.6    Koprivova, A.7    Schurmann, P.8    Trautwein, A.X.9    Kroneck, P.M.10    Brunold, C.11
  • 8
    • 33748419613 scopus 로고    scopus 로고
    • Novel targets for tuberculosis drug discovery
    • Mdluli, K.; Spigelman, M. Novel targets for tuberculosis drug discovery. Curr. Opin. Pharmacol. 2006, 6, 459-467.
    • (2006) Curr. Opin. Pharmacol. , vol.6 , pp. 459-467
    • Mdluli, K.1    Spigelman, M.2
  • 11
    • 27644479081 scopus 로고    scopus 로고
    • Investigation of the iron-sulfur cluster in Mycobacterium tuberculosis APS reductase: Implications for substrate binding and catalysis
    • Carroll, K. S.; Gao, H.; Chen, H.; Leary, J. A.; Bertozzi, C. R. Investigation of the iron-sulfur cluster in Mycobacterium tuberculosis APS reductase: implications for substrate binding and catalysis. Biochemistry 2005, 44, 14647-14657.
    • (2005) Biochemistry , vol.44 , pp. 14647-14657
    • Carroll, K.S.1    Gao, H.2    Chen, H.3    Leary, J.A.4    Bertozzi, C.R.5
  • 12
    • 33750432874 scopus 로고    scopus 로고
    • Substrate recognition, protein dynamics, and iron-sulfur cluster in Pseudomonas aeruginosa adenosine 50-phosphosulfate reductase
    • Chartron, J.; Carroll, K. S.; Shiau, C.; Gao, H.; Leary, J. A.; Bertozzi, C. R.; Stout, C. D. Substrate recognition, protein dynamics, and iron-sulfur cluster in Pseudomonas aeruginosa adenosine 50-phosphosulfate reductase. J. Mol. Biol. 2006, 364, 152-169.
    • (2006) J. Mol. Biol. , vol.364 , pp. 152-169
    • Chartron, J.1    Carroll, K.S.2    Shiau, C.3    Gao, H.4    Leary, J.A.5    Bertozzi, C.R.6    Stout, C.D.7
  • 13
    • 4544226091 scopus 로고    scopus 로고
    • Sulfotransferases: Structure, mechanism, biological activity, inhibition, and synthetic utility
    • Chapman, E.; Best, M. D.; Hanson, S. R.; Wong, C. H. Sulfotransferases: structure, mechanism, biological activity, inhibition, and synthetic utility. Angew. Chem., Int. Ed. 2004, 43, 3526-3548.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 3526-3548
    • Chapman, E.1    Best, M.D.2    Hanson, S.R.3    Wong, C.H.4
  • 14
    • 57049122897 scopus 로고    scopus 로고
    • Crystal structure of Saccharomyces cerevisiae 3′-phosphoadenosine- 5′-phosphosulfate reductase complexed with adenosine 3′,5′- bisphosphate
    • Yu, Z.; Lemongello, D.; Segel, I. H.; Fisher, A. J. Crystal structure of Saccharomyces cerevisiae 3′-phosphoadenosine-5′-phosphosulfate reductase complexed with adenosine 3′,5′-bisphosphate. Biochemistry 2008, 47, 12777-12786.
    • (2008) Biochemistry , vol.47 , pp. 12777-12786
    • Yu, Z.1    Lemongello, D.2    Segel, I.H.3    Fisher, A.J.4
  • 16
    • 64849113665 scopus 로고    scopus 로고
    • Trapping moving targets with small molecules
    • Lee, G. M.; Craik, C. S. Trapping moving targets with small molecules. Science 2009, 324, 213-215.
    • (2009) Science , vol.324 , pp. 213-215
    • Lee, G.M.1    Craik, C.S.2
  • 17
    • 33745298429 scopus 로고    scopus 로고
    • Rational design of inhibitors that bind to inactive kinase conformations
    • Liu, Y.; Gray, N. S. Rational design of inhibitors that bind to inactive kinase conformations. Nat. Chem. Biol. 2006, 2, 358-364.
    • (2006) Nat. Chem. Biol. , vol.2 , pp. 358-364
    • Liu, Y.1    Gray, N.S.2
  • 18
    • 61349183785 scopus 로고    scopus 로고
    • Meropenem-clavulanate is effective against extensively drug-resistant Mycobacterium tuberculosis
    • Hugonnet, J. E.; Tremblay, L. W.; Boshoff, H. I.; Barry, C. E.III; Blanchard, J. S. Meropenem-clavulanate is effective against extensively drug-resistant Mycobacterium tuberculosis. Science 2009, 323, 1215-1218.
    • (2009) Science , vol.323 , pp. 1215-1218
    • Hugonnet, J.E.1    Tremblay, L.W.2    Boshoff, H.I.3    Barry III, C.E.4    Blanchard, J.S.5
  • 19
    • 68449086364 scopus 로고    scopus 로고
    • New anti-tuberculosis drugs: Strategies, sources and new molecules
    • Palomino, J. C.; Ramos, D. F.; da Silva, P. A. New anti-tuberculosis drugs: strategies, sources and new molecules. Curr. Med. Chem. 2009, 16, 1898-1904.
    • (2009) Curr. Med. Chem. , vol.16 , pp. 1898-1904
    • Palomino, J.C.1    Ramos, D.F.2    Da Silva, P.A.3
  • 20
    • 65249188733 scopus 로고    scopus 로고
    • Mycobacterial Subversion of Chemotherapeutic Reagents and Host Defense Tactics: Challenges in Tuberculosis Drug Development
    • Nguyen, L.; Pieters, J. Mycobacterial Subversion of Chemotherapeutic Reagents and Host Defense Tactics: Challenges in Tuberculosis Drug Development. Annu. Rev. Pharmacol. Toxicol. 2009, 49, 427-453.
    • (2009) Annu. Rev. Pharmacol. Toxicol. , vol.49 , pp. 427-453
    • Nguyen, L.1    Pieters, J.2
  • 21
    • 56249117015 scopus 로고    scopus 로고
    • Structure-based virtual screening and biological evaluation of Mycobacterium tuberculosis adenosine 5′-phosphosulfate reductase inhibitors
    • Cosconati, S.; Hong, J. A.; Novellino, E.; Carroll, K. S.; Goodsell, D. S.; Olson, A. J. Structure-based virtual screening and biological evaluation of Mycobacterium tuberculosis adenosine 5′-phosphosulfate reductase inhibitors. J. Med. Chem. 2008, 51, 6627-6630.
    • (2008) J. Med. Chem. , vol.51 , pp. 6627-6630
    • Cosconati, S.1    Hong, J.A.2    Novellino, E.3    Carroll, K.S.4    Goodsell, D.S.5    Olson, A.J.6
  • 22
    • 33748991984 scopus 로고    scopus 로고
    • Channeling in sulfate activating complexes
    • Sun, M.; Leyh, T. S. Channeling in sulfate activating complexes. Biochemistry 2006, 45, 11304-11311.
    • (2006) Biochemistry , vol.45 , pp. 11304-11311
    • Sun, M.1    Leyh, T.S.2
  • 23
    • 0027819337 scopus 로고
    • Hypersensitivity of an enzyme reaction to solvent water
    • DOI 10.1021/bi00086a020
    • Dzingeleski, G. D.; Wolfenden, R. Hypersensitivity of an enzyme reaction to solvent water. Biochemistry 1993, 32, 9143-9147. (Pubitemid 24186236)
    • (1993) Biochemistry , vol.32 , Issue.35 , pp. 9143-9147
    • Dzingeleski, G.D.1    Wolfenden, R.2
  • 24
    • 0032566330 scopus 로고    scopus 로고
    • Substrate connectivity effects in the transition state for cytidine deaminase
    • DOI 10.1021/bi980959n
    • Carlow, D.; Wolfenden, R. Substrate connectivity effects in the transition state for cytidine deaminase. Biochemistry 1998, 37, 11873-11878. (Pubitemid 28400059)
    • (1998) Biochemistry , vol.37 , Issue.34 , pp. 11873-11878
    • Carlow, D.1    Wolfenden, R.2
  • 25
    • 4644314829 scopus 로고    scopus 로고
    • Do electrostatic interactions with positively charged active site groups tighten the transition state for enzymatic phosphoryl transfer?
    • Nikolic-Hughes, I.; Rees, D. C.; Herschlag, D. Do electrostatic interactions with positively charged active site groups tighten the transition state for enzymatic phosphoryl transfer? J. Am. Chem. Soc. 2004, 126, 11814-11819.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 11814-11819
    • Nikolic-Hughes, I.1    Rees, D.C.2    Herschlag, D.3
  • 28
    • 0022418143 scopus 로고
    • Bond order and charge localization in nucleoside phosphorothioates
    • Frey, P. A.; Sammons, R. D. Bond order and charge localization in nucleoside phosphorothioates. Science 1985, 228, 541-545.
    • (1985) Science , vol.228 , pp. 541-545
    • Frey, P.A.1    Sammons, R.D.2
  • 29
    • 0001255059 scopus 로고
    • Adenosine-5′-O-(2-fluorodiphosphate) (ADP-β-F), an analog of adenosine-5′-phosphosulfate
    • Satishchandran, C.; Myers, C. B.; Markham, G. D. Adenosine-5′-O-(2- fluorodiphosphate) (ADP-β-F), an analog of adenosine-5′- phosphosulfate. Bioorganic Chem. 1992, 20, 107-114.
    • (1992) Bioorganic Chem. , vol.20 , pp. 107-114
    • Satishchandran, C.1    Myers, C.B.2    Markham, G.D.3
  • 31
    • 0015236388 scopus 로고
    • Adenylyl imidodiphosphate, an adenosine triphosphate analog containing a P-N-P linkage
    • Yount, R. G.; Babcock, D.; Ballantyne, W.; Ojala, D. Adenylyl imidodiphosphate, an adenosine triphosphate analog containing a P-N-P linkage. Biochemistry 1971, 10, 2484-2489.
    • (1971) Biochemistry , vol.10 , pp. 2484-2489
    • Yount, R.G.1    Babcock, D.2    Ballantyne, W.3    Ojala, D.4
  • 32
    • 0001159016 scopus 로고
    • Imidodiphosphate and pyrophosphate: Possible biological significance of similar structures
    • Larsen, M.; Willett, R.; Yount, R. G. Imidodiphosphate and pyrophosphate: possible biological significance of similar structures. Science 1969, 166, 1510-1511.
    • (1969) Science , vol.166 , pp. 1510-1511
    • Larsen, M.1    Willett, R.2    Yount, R.G.3
  • 33
    • 0020831515 scopus 로고
    • N-15 and O-17 NMR-studies of the proton binding-sites in imidodiphosphate, tetraethyl imidodiphosphate, and adenylyl imidodiphosphate
    • Reynolds, M. A.; Gerlt, J. A.; Demou, P. C.; Oppenheimer, N. J.; Kenyon, G. L. N-15 and O-17 NMR-studies of the proton binding-sites in imidodiphosphate, tetraethyl imidodiphosphate, and adenylyl imidodiphosphate. J. Am. Chem. Soc. 1983, 105, 6475-6481.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 6475-6481
    • Reynolds, M.A.1    Gerlt, J.A.2    Demou, P.C.3    Oppenheimer, N.J.4    Kenyon, G.L.5
  • 34
    • 0031571084 scopus 로고    scopus 로고
    • Crystal structure of phosphoadenylyl sulphate (PAPS) reductase: A new family of adenine nucleotide alpha hydrolase
    • Savage, H.; Montoya, G.; Svensson, C.; Schwenn, J. D.; Sinning, I. Crystal structure of phosphoadenylyl sulphate (PAPS) reductase: a new family of adenine nucleotide alpha hydrolases. Structure 1997, 5, 895-906. (Pubitemid 27324508)
    • (1997) Structure , vol.5 , Issue.7 , pp. 895-906
    • Savage, H.1    Montoya, G.2    Svensson, C.3    Schwenn, J.D.4    Sinning, I.5
  • 35
    • 0026800735 scopus 로고
    • Energy coupling in DNA gyrase: A thermodynamic limit to the extent of DNA supercoiling
    • Cullis, P. M.; Maxwell, A.; Weiner, D. P. Energy coupling in DNA gyrase: a thermodynamic limit to the extent of DNA supercoiling. Biochemistry 1992, 31, 9642-9646.
    • (1992) Biochemistry , vol.31 , pp. 9642-9646
    • Cullis, P.M.1    Maxwell, A.2    Weiner, D.P.3
  • 36
    • 28644452129 scopus 로고    scopus 로고
    • Phosphate isosteres in medicinal chemistry
    • Rye, C. S.; Baell, J. B. Phosphate isosteres in medicinal chemistry. Curr. Med. Chem. 2005, 12, 3127-3141.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 3127-3141
    • Rye, C.S.1    Baell, J.B.2
  • 37
    • 38149016915 scopus 로고    scopus 로고
    • Understanding organofluorine chemistry. An introduction to the C-F bond
    • O'Hagan, D. Understanding organofluorine chemistry. An introduction to the C-F bond. Chem. Soc. Rev. 2008, 37, 308-319.
    • (2008) Chem. Soc. Rev. , vol.37 , pp. 308-319
    • O'Hagan, D.1
  • 38
    • 69949095937 scopus 로고    scopus 로고
    • Cell chemistry and physiology: Part II
    • Bittar, E. E.; Bittar, N., Eds.; Elsevier: New York
    • Harris, D. A. Cell chemistry and physiology: part II. In Principles of Medical Biology; Bittar, E. E.; Bittar, N., Eds.; Elsevier: New York, 1996; Vol.4, p 27.
    • (1996) Principles of Medical Biology , vol.4 , pp. 27
    • Harris, D.A.1
  • 39
    • 0017146584 scopus 로고
    • 2- and other ions in solution. Calculation of the true concentrations of species present in mixtures of associating ions
    • 2- and other ions in solution. Calculation of the true concentrations of species present in mixtures of associating ions. Biochem. J. 1976, 159, 1-5.
    • (1976) Biochem. J. , vol.159 , pp. 1-5
    • Storer, A.C.1    Cornish-Bowden, A.2
  • 40
    • 0013882689 scopus 로고
    • Adenosine-5′-sulfatopyrophosphate, an analogue of adenosine triphosphate. I. Preparation, properties, and mode of cleavage by snake venoms
    • Yount, R. G.; Simchuck, S.; Yu, I.; Kottke, M. Adenosine-5′- sulfatopyrophosphate, an analogue of adenosine triphosphate. I. Preparation, properties, and mode of cleavage by snake venoms. Arch. Biochem. Biophys. 1966, 113, 288-295.
    • (1966) Arch. Biochem. Biophys. , vol.113 , pp. 288-295
    • Yount, R.G.1    Simchuck, S.2    Yu, I.3    Kottke, M.4
  • 41
    • 0041404014 scopus 로고    scopus 로고
    • C6 substitution of inosine using hexamethylphosphorous triamide in conjunction with carbon tetrahalide or N-halosuccinimide
    • Veliz, E. A.; Beal, P. A. C6 substitution of inosine using hexamethylphosphorous triamide in conjunction with carbon tetrahalide or N-halosuccinimide. Tetrahedron Lett. 2000, 41, 1695-1697.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 1695-1697
    • Veliz, E.A.1    Beal, P.A.2
  • 42
    • 0035861620 scopus 로고    scopus 로고
    • 6-Bromopurine nucleosides as reagents for nucleoside analogue synthesis
    • Veliz, E. A.; Beal, P. A. 6-Bromopurine nucleosides as reagents for nucleoside analogue synthesis. J. Org. Chem. 2001, 66, 8592-8598.
    • (2001) J. Org. Chem. , vol.66 , pp. 8592-8598
    • Veliz, E.A.1    Beal, P.A.2
  • 44
    • 0019327471 scopus 로고
    • A simple method for the preparation of adenosine with methyl iodide in anhydrous alkaline medium
    • Yano, J.; Kan, L. S.; Ts'o, P. O. P. A simple method for the preparation of adenosine with methyl iodide in anhydrous alkaline medium. Biochim. Biophys. Acta 1980, 629, 178-183.
    • (1980) Biochim. Biophys. Acta , vol.629 , pp. 178-183
    • Yano, J.1    Kan, L.S.2    Ts'O, P.O.P.3
  • 45
    • 0000347888 scopus 로고
    • Synthesis of nucleotide 5′-diphosphates from 5′-O-tosyl nucleosides
    • Davisson, V. J.; Davis, D. R.; Dixit, V. M.; Poulter, C. D. Synthesis of nucleotide 5′-diphosphates from 5′-O-tosyl nucleosides. J. Org. Chem. 1987, 52, 1794-1801.
    • (1987) J. Org. Chem. , vol.52 , pp. 1794-1801
    • Davisson, V.J.1    Davis, D.R.2    Dixit, V.M.3    Poulter, C.D.4
  • 46
    • 0023922694 scopus 로고
    • Adenosine 5′-[α,β-imido]-triphosphate, a substrate for T7 RNA-polymerase and rabbit muscle creatine-kinase
    • Ma, Q.; Babbitt, P. C.; Kenyon, G. L. Adenosine 5′-[α,β- imido]-triphosphate, a substrate for T7 RNA-polymerase and rabbit muscle creatine-kinase. J. Am. Chem. Soc. 1988, 110, 4060-4061.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 4060-4061
    • Ma, Q.1    Babbitt, P.C.2    Kenyon, G.L.3
  • 47
    • 28744444216 scopus 로고    scopus 로고
    • An improved method for the synthesis of nucleoside triphosphate analogues
    • Mohamady, S.; Jakeman, D. L. An improved method for the synthesis of nucleoside triphosphate analogues. J. Org. Chem. 2005, 70, 10588-10591.
    • (2005) J. Org. Chem. , vol.70 , pp. 10588-10591
    • Mohamady, S.1    Jakeman, D.L.2
  • 48
    • 0033615294 scopus 로고    scopus 로고
    • Alpha-Thio-APS: A stereomechanistic probe of activated sulfate synthesis
    • Zhang, H. P.; Leyh, T. S. alpha-Thio-APS: A stereomechanistic probe of activated sulfate synthesis. J. Am. Chem. Soc. 1999, 121, 8692-8697.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 8692-8697
    • Zhang, H.P.1    Leyh, T.S.2
  • 49
    • 0014186966 scopus 로고
    • A novel method for phosphorylation of nucleosides to 5′-nucleotides
    • Yoshikawa, M.; Kato, T.; Takenishi, T. A novel method for phosphorylation of nucleosides to 5′-nucleotides. Tetrahedron Lett. 1967, 50, 5065-5068.
    • (1967) Tetrahedron Lett. , vol.50 , pp. 5065-5068
    • Yoshikawa, M.1    Kato, T.2    Takenishi, T.3
  • 50
    • 0033689049 scopus 로고    scopus 로고
    • Syntheses of nucleoside triphosphates
    • Burgess, K.; Cook, D. Syntheses of nucleoside triphosphates. Chem. Rev. 2000, 100, 2047-2059.
    • (2000) Chem. Rev. , vol.100 , pp. 2047-2059
    • Burgess, K.1    Cook, D.2
  • 51
    • 0242309001 scopus 로고
    • Synthesis of AMP and ATP analogues
    • Townsend, L. W., Tipson, R. S., Eds.; John Wiley & Sons: New York
    • Freist, W.; Cramer, F. Synthesis of AMP and ATP analogues. In In Nucleic Acid Chemistry, Part 2; Townsend, L. W., Tipson, R. S., Eds.; John Wiley & Sons: New York, 1978; pp 827-841.
    • (1978) In Nucleic Acid Chemistry, Part 2 , pp. 827-841
    • Freist, W.1    Cramer, F.2
  • 53
    • 33846419105 scopus 로고    scopus 로고
    • Noncovalent complexes of APS reductase from M-tuberculosis: Delineating a mechanistic model using ESI-FTICR MS
    • Gao, H.; Leary, J.; Carroll, K. S.; Bertozzi, C. R.; Chen, H. Y. Noncovalent complexes of APS reductase from M-tuberculosis: Delineating a mechanistic model using ESI-FTICR MS. J. Am. Soc. Mass Spectrom. 2007, 18, 167-178.
    • (2007) J. Am. Soc. Mass Spectrom. , vol.18 , pp. 167-178
    • Gao, H.1    Leary, J.2    Carroll, K.S.3    Bertozzi, C.R.4    Chen, H.Y.5
  • 55
    • 33947439042 scopus 로고
    • The acid strength of mono and diesters of phosphoric acid. the n-alkyl esters from methyl to butyl, the esters of biological importance, and the natural guanidine phosphoric acids
    • Kumler, W. D.; Eiler, J. J. The acid strength of mono and diesters of phosphoric acid. The n-alkyl esters from methyl to butyl, the esters of biological importance, and the natural guanidine phosphoric acids. J. Am. Chem. Soc. 1943, 65, 2355-2361.
    • (1943) J. Am. Chem. Soc. , vol.65 , pp. 2355-2361
    • Kumler, W.D.1    Eiler, J.J.2
  • 56
  • 57
    • 69949103027 scopus 로고    scopus 로고
    • Acids and bases
    • McGraw-Hill Inc.: New York
    • Chang, R. Acids and bases. In General Chemistry, 8th ed.; McGraw-Hill Inc.: New York, 2005.
    • (2005) General Chemistry, 8th Ed.
    • Chang, R.1
  • 58
    • 0021161270 scopus 로고
    • Effect of the base stacking association on the phosphate ionization of 2′-deoxyguanosine 5′-monophosphate
    • Hirota, K.; Inoue, Y.; Chujo, R. Effect of the base stacking association on the phosphate ionization of 2′-deoxyguanosine 5′-monophosphate. Bull. Chem. Soc. Jpn. 1984, 57, 247-250.
    • (1984) Bull. Chem. Soc. Jpn. , vol.57 , pp. 247-250
    • Hirota, K.1    Inoue, Y.2    Chujo, R.3
  • 59
    • 0030996250 scopus 로고    scopus 로고
    • Enzymology of human cytosolic sulfotransferases
    • Falany, C. N. Enzymology of human cytosolic sulfotransferases. FASEB J. 1997, 11, 206-216.
    • (1997) FASEB J. , vol.11 , pp. 206-216
    • Falany, C.N.1
  • 61
    • 0026800735 scopus 로고
    • Energy coupling in DNA gyrase: A thermodynamic limit to the extent of DNA supercoiling
    • Cullis, P. M.; Maxwell, A.; Weiner, D. P. Energy coupling in DNA gyrase: a thermodynamic limit to the extent of DNA supercoiling. Biochemistry 1992, 31, 9642-9646.
    • (1992) Biochemistry , vol.31 , pp. 9642-9646
    • Cullis, P.M.1    Maxwell, A.2    Weiner, D.P.3
  • 62
    • 0020486596 scopus 로고
    • Phosphorus-31 nuclear magnetic resonance studies of the methylene and fluoro analogues of adenine nucleotides. Effects of pH and magnesium ion binding
    • Vogel, H. J.; Bridger, W. A. Phosphorus-31 nuclear magnetic resonance studies of the methylene and fluoro analogues of adenine nucleotides. Effects of pH and magnesium ion binding. Biochemistry 1982, 21, 394-401.
    • (1982) Biochemistry , vol.21 , pp. 394-401
    • Vogel, H.J.1    Bridger, W.A.2
  • 63
    • 28644452129 scopus 로고    scopus 로고
    • Phosphate isosteres in medicinal chemistry
    • Rye, C. S.; Baell, J. B. Phosphate isosteres in medicinal chemistry. Curr. Med. Chem. 2005, 12, 3127-3141.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 3127-3141
    • Rye, C.S.1    Baell, J.B.2
  • 64
    • 33947489053 scopus 로고
    • A study of hydrolysis of phosphoramides 0.2. Solvolysis of phosphoramidic acid and comparison with phosphate esters
    • Chanley, J. D.; Feageson, E. A study of hydrolysis of phosphoramides 0.2. Solvolysis of phosphoramidic acid and comparison with phosphate esters. J. Am. Chem. Soc. 1963, 85, 1181-1190.
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 1181-1190
    • Chanley, J.D.1    Feageson, E.2
  • 65
    • 69949103855 scopus 로고
    • Nucleosides, nucleotides, and nucleic acids
    • Fasman, G. D., Ed.; CRC Press: Cleveland
    • Singer, B. Nucleosides, nucleotides, and nucleic acids. In Practical Handbook of Biochemistry and Molecular Biology, 2nd ed.; Fasman, G. D., Ed.; CRC Press: Cleveland, 1989; Vol.1, pp 392-393.
    • (1989) Practical Handbook of Biochemistry and Molecular Biology, 2nd Ed. , vol.1 , pp. 392-393
    • Singer, B.1


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