Publications of Eric J. Toone

Books

  1. E.J. Toone, "Advances in Enzymology and Related Areas of Molecular Biology", edited by E.J. Toone , 2008, Wiley-Interscience.
  2. E.J. Toone, "Advances in Enzymology and Related Areas of Molecular Biology", edited by E.J. Toone , 2007, 75, Wiley-Interscience.

Papers Accepted

  1. Chakrapaani, H.; Bartberger, M. D.; Toone, E. J., "C-Nitroso Donors of Nitric Oxide", J. Org. Chem., 2008.

Papers Submitted

  1. Cheryian, M.; Toone, E. J.; Fierke, C. A., "Substrate specificity of the electrophilic binding site of KDPG aldolase is altered by mutagenesis", Bioorg. Med. Chem., 2007.
  2. Snyder, P.W.; Lee, G.; Marszalke, P.E.; Clark, R.L.; Toone, E.J., "Quantitative determination of analytes by force microscopy", J. Am. Chem. Soc., 2005.

Journal Articles

  1. Walters, M. J.; Srikannathasan, V.; McEwan, A. R.; Naismith, J. H.; Fierke, C. A.; Toone, E. J., "Characterization and crystal structure of Escherichia KDPGal aldolase", Bioorg. Med. Chem., 2008(16 (2)), 710-720.
  2. Lai, T.-S.; Liu, Y.; Tucker, T.; Daniel, K. R.; Sane, D. C.; Toone, E. J.; Burke, J. R.; Strittmatter, W. J.; Greenberg, C. S., "Identification of Chemical Inhibitors to Human Tissue Transglutamase by Screening Existing Drug Libraries", Chemistry & Biology, 2008(15), 969-978.
  3. Snyder, P. W.; Lee, G.; Marszalek, P. E.; Clark, R. L.; Toone, E. J., "Quantitative determination of analytes by force microscopy", Proc. Natl. Acad. Sci. USA, 2007(104), 2579-2584.
  4. Snyder, P. W.; Johannes, M. S.; Vogen, B. N.; Clark, R. L.; Toone, E. J., "Biocatalytic Micro-Contact Printing", Biocatalytic Micro-Contact Printing, 2007(72), 7459-7461.
  5. Matsuoka, K.; Goshu, Y.; Takezawa, Y.; Mori, T.; Sakamoto, J.-I.; Yamada, A.; Onaga, T.; Koyama, T.; Hatano, K.; Snyder, P. W.; Toone, E. J.; Terunuma, D., "Practical synthesis of fully protected globotriaose and its glycopolymers", Carbohydrate Polymers, 2007(69), 326-335.
  6. Walters, M. J.; Toone, E. J., "Pyruvate aldolases in chiral carbon-carbon bond formation", Nature: Methods, 2007(2), 1825-1830.
  7. Cheriyan, M.; Toone, E. J.; Fierke, C. A., "Mutagenesis of the phosphate binding pocket of KDPG aldolase enhances selectivity for hydrophobic substrates", Protein Science, 2007(16), 2368-2377.
  8. Shestopalov, A.; Clark, R. L., Toone, E. J., "Inkless Microcontact printing on self-assembled monolayers of Fmoc-protected aminothiols", J. Am. Chem. Soc., 2007(129), 13818-13819.
  9. Gooden, D.M.; Chakrapani, H.; Toone, E.J., "C-nitroso compounds: Synthesis, physicochemical properties and biological activities", Cur. Top. Med. Chem., 2005, 5(7), 687-706.
  10. Winter, A.M.; Baron, R.A.; Wong, W.; dela Cruz, J.; York, J.D.; Gooden, D.M.; Toone, E.J.; Casey, P.J., "A small molecule inhibitor of isoprenylcysteine carboxylmethyl transferase with antitumor activity in cancer cells", Proc. Natl. Acad. Sci. USA, 2005, 102(12), 4336-4341.
  11. Mori, T.; Hatano, K.; Matsuoka, K.; Esumi, Y.; Toone, E.J.; Terunuma, D., "Synthesis of Carbosilane Dendrimers Having Peripheral Mannose and Mannobiose", Tetrahedron, 2005, 61, 2751-2760.
  12. Fullerton, S.W. B.; Griffiths, J.S.; Merkel, A.B.; Wymer, N.J.; Hutchins, M.J.; Fierke, C.A.; Toone, E.J.; Naismith, J.H., "Mechanism of the class 1 KDPG aldolase", Bioorg. Med. Chem., 2005 (IN PRESS.).
  13. Griffith, J.S,; Cheriyan, M.; Corbell, J.B.; Pocivavsek, L.: Fierke, C.A.; Toone, E.J., "A bacterial selection for the directed evolution of pyruvate aldolases", Bioorg. Med. Chem., 2004, 12, 4067-4074.
  14. Zhao, Y.-L.; McCarren, P.R.; Houk, K.N.; Choi, B.Y.; Toone, E.J., "Nitrosonium-Catalyzed Decomposition of S-Nitrosothiols: A Theoretical and Experimental Study", J. Am. Chem. Soc., 2004, 127(31), 10917-10924.
  15. Christensen, T.; Gooden, D.M.; Kung, J.E.; Nasas, J.I.; Toone, E.J., "Additivity and the Physical Basis of Multivalency Effects. Thermodynamic Investigation of Metal Ion Binding", J. Am. Chem. Soc., 2003, 125, 7357-7366.
  16. Houk, K.N.; Heitbrink, B.N.; Bartberger, M.D.; McCarren, P.; Choi, B.Y.; Voyksner, R.D.; Stamler, J.S.; Toone, E.J., "Nitroxyl Dissulfides. Novel Intermediates in Transnitrosation Reactions", J. Am. Chem. Soc., 2003, 125, 6972-6976.
  17. Perry, J.L.; Christensen, T.; Goldsmith, M.R.; Toone, E.J.; Beratan, D.N.; Simon, J.D., "Binding of Ochratoxin A to Human Serum Albumin Stabilized by a Protein-Ligand Ion Pair", J. Phys. Chem. B, 2003, 107, 7884-7888.
  18. Debenham, S.D.; Snyder, P.W.; Toone, E.J., "Solid-Phase Synthesis for the Identification of High-Affinity Bivalent Lectin Ligands", J. Org. Chem., 2003, 68, 5805-5811.
  19. Griffiths, J.S.; Wymer, N.; Njolito, E.; Niranakumari, S.; Fierke, C.A.; Toone, E.J., "Cloning, Isolation and Characterization of the Thermotoga maritima KDPG Aldolase", Bioorg. Med. Chem., 2002, 10, 545-550.
  20. Lundquist, J.J.; Toone, E.J., "The Cluster Glycoside Effect", Chem. Rev., 2002, 102, 555-578.
  21. Jundquist, J.L.; Kiburz, B.M.; Wu, J.K.; Gibbs, K.D.; Toone, E.J., "Towards High Affinity Carbohydrate-Binding Proteins: Directed Evolution of a Murine Galectin-3", Can. J. Chem., 2002, 80, 999-1009.
  22. Stamler, J.S.; Toone, E.J., "The Decomposition of Thionitrites", Curr. Opin. Chem. Biol., 2002, 6, 779-785.
  23. Mehta, N.; Buchanan, L. V.; Pocivavsek, L; Niranfanakumari, S.; Fierke, C. A.; Toone, E. J.; Naismith, J. H., "Directed evolution of a new catalytic site in 2-keto-3-deoxy-6-phosphogluconate aldolase from Escherichia coli", Structure, 2001, 9, 1-9.
  24. Bartberger, M. D.; Mannion, J. D.; Powell, S. P.; Stamler, J. S.; Houk, K. N.; Toone, E. J., "S-N Dissociation Energies of S-Nitrosothiols: On The Origins of Nitrosothiol Decomposition Rates", J. Am. Chem. Soc., 2001, 123, 8868-9.
  25. Moya, M. P.; Gow, A. J., McMahon, T. J.; Toone, E. J.; Cheifetz, I. M.; Goldberg, R. N.; Stamler, J. S., "S-Nitrosothiol Repletion by an Inhaled Gas Regulates Pulmonary Function", Proc. Natl. Acad. Sci. USA, 2001, 98, 5792-5797.
  26. Ditusa, C. A.; Fierke C. A.; Toone, E. J., "Thermodynamics of Metal Ion Bonding. II. Metal Ion Binding by Mutated Carbonic Anhydrases.", Biochemistry, 2001, 40(18), 5345-5351.
  27. Ditusa, C. A.; Fierke C. A.; Toone, E. J., "Thermodynamics of Metal Ion Bonding. I. Metal Ion Binding by Wild-Type Carbonic Anhydrase.", Biochemistry, 2001, 40(18), 5338-5344.
  28. Mehta, N.; Buchanan, L. V.; Pocivavsek, L.; Niranfanakumari, S.; Fierke, C. A.; Toone, E. J.; Naismith, J. H., "Directed evolution of a new catalytic site in 2-keto-3-deoxy-6-phosphogluconate aldonlase from Escherichia coli.", Structure, 2001, 9, 1-9.
  29. Debenham, S.; Toone, E. J., "A Facile Method for the Reductive Deprotection of Carbohydrate Benzylidene Protecting Groups.", Tetrahedron Asymm., 2000, 385-387.
  30. Corbell, J. B.; Lundquist, J. J.; Toone, E. J., "Biological and Calorimetric Analysis of Multivalent Glycodendrimers Ligands for Concanavalin A.", Tetrahedron Asymm., 2000, 11, 95-111.
  31. Lundquist, J. J.; Debenham, S. D.; Toone, E. J., "Calorimetric and Biological Evaluation of Shigalike Toxin1 Binding to Multivalent C-Linked Glycopeptides", J. Org. Chem., 2000, 65, 8245-8250.
  32. Wymer, N.; Toone, E. J., "Enzymatic Carbohydrate Synthesis", Current Opinion in Chemical Biology, 2000, 4, 110-119.
  33. Bartberger, M. D.; Houk, K. N.; Powell, S.; Mannion, J.; Lo, K. Y. K.; Stamler, J. S.; Toone, E. J., "Nuclear Magnetic Resonance and Visible Spectroscopy of S-Nitrosothiols. Conformational Distribution Dictates Spectroscopic Behavior.", J. Am. Chem. Soc., 2000, 122, 5889-5890.
  34. Trazaska, S.M.; Toone, E.J.; Crumbliss, A.L., "Microcalorimetric Determination of Thermodynamic Parameters for Ionophore-Siderophore Host-Guest Complex Formation", Inorganic Chem., 2000, 39, 1071-1075.
  35. Wymer, N.; Buchanan, L.V.; Mehta, N.; Pocivavsek, L.; Nirjanakumari, S.; Toone, E.J.; Naismith, J.H., "Initiating a Structural Study of KDPG Aldolase from Escherichia coli", Acta Cryst., 1999, D55, 1946-1948.
  36. Dimick, S. M.; Powell, S. C.; McMahon, S. A.; Moothoo, D. N.; Naismith, J. H.; Toone, E. J., "On the Meaning of Affinity: Cluster Glycoside Effects and Concanavalin", A. J. Am. Chem. Soc., 1999, 121, 10286-10296.
  37. Debenham, S.; Cossrow, J.; Toone, E.J., "Synthesis of α- and β-Carbon-linked Serine Analogues of the Pk Trisaccharide", J. Org. Chem., 1999, 64, 9153-9163.
  38. Cotterill, I.C.; Henderson, D.P.; Shelton, M.C.; Toone, E.J., "The Synthetic Utility of KDPGal Adolase", J. Mol. Catal. B: Enzymatic, 1998, 5, 103-111.
  39. Henderson, D.P.; Cotterill, I.C.; Shelton, M.C.; Toone, E.J., "2-Keto-3-Doxy-6-phosphogalactoate Aldolase as a Catalyst for Sterocontrolled Carbon-Carbon Bond Formation", J. Org. Chem., 1998, 63, 906-907.
  40. Cotterill, I.C.; Shelton, M.C.; Henderson, D.F.; Toone, E.J., "Phosphate as Both a Activating and Protecting Group in Aldolase-Based Syntheses", J. Chem. Soc. Perkin Trans. I, 1998, 7, 1335-1342.
  41. McMahon, S.A.; Dimick, S.; Moothoo, D.; Toone, E.J.; Naismith, J.H., "Crystallization of Succinylated Concanavalin A Bound to a Synthetic Bivalent Ligand and Preliminary Structural Analysis", Acta Cryst., 1998, D54, 1023.
  42. Oas, T.G.; Toone, E.J., "Thermodynamic Solvent Isotope Effects and Molecular Hydorphobicity", Adv. Biophys. Chem., 1997, 6, 1-52.
  43. Harris, S.L.; Craig, L.; Mehroke, J.S.; Rashed, M.; Zwick, M.B.; Kenar, K.; Toone, E.J.; Greenspan, N.; Auzanneau, F.-I.; Marion-Albenrnas, J.-R.; Pinto, B.M.; Scott, J.K., "Exploring the Basis of Peptide: Carbohydrate Cross-Reactivity: Evidence for Discrimination by Peptides Between Closely-Related, Anti-Carbohydrate Antibodies", Proc. Natl. Acad. Sci. USA, 1997, 94, 2454-2459.
  44. Stamler, J.S.; Toone, E.J.; Lipton, S.; Sucher, N., "(S)NO Signals: A Consensus Motif", Neuron, 1997, 18, 691.
  45. Henderson, D.F.; Shelton, M.J.; Toone, E.J., "Stereospecific Preparation of the N-Terminal Amino Acid Moiety of Nikkomycins Kx and Kz via a Multiple Enzyme Synthesis", J. Org. Chem., 1997, 62, 7910.
  46. Debenham, S.D.; Debenham, J.S.; Burk, M.J.; Toone, E.J., "Synthesis of Carbon-Linked Glycopeptides Through Catalytic Asymmetric Hydrogenation", J. Am. Chem. Soc., 1997, 119, 9897.
  47. Clark, C.; Bast, D.; Sharp, A.; St. Hilaire, P.; Agha, R.; Stein, P.; Toone, E.; Read, R.; Brunton, J., "Phenylalanine 30 Plays an Important Role in Receptor Binding of Verotoxin-1", Molecular Microbiology, 1996, 19, 891-899.
  48. Shelton, M.C.; Cotterill, I.C.; Novak, S.T.A.; Poonawala, R.M.; Sudarshan, S.; Toone, E.J., "Keto-3-Deoxy-6-Phosphogluconate Aldolases as Catalysts for Stereocontrolled Carbon-Carbon Bond Formation", J. Am. Chem. Soc., 1996, 118, 2117-2125.
  49. Weatherman, R.V.; Hortell, K.H.; Chervenak, M.C.; Kiessling, L.L.; Toone, E.J., "Specificity of C-Glycoside Complexation by Mannose/Glucose Specific Lectins", Biochemistry, 1996, 3619-3624.
  50. Chervenak, M.C.; Toone, E.J., "Analysis of the Binding Specificities of Oligomannoside-Binding Proteins Using Methylated Monosaccharides", Bioorg. Med. Chem., 1996, 4, 1963-1977.
  51. Gupta, D.; Oscarson, S.; Raju, T.S.; Stanley, P.; Toone, E.J.; Brewer, C.F., "A Comparison of the Fine Saccharide Binding Specificity of Dioclea grandiflora Lectin and Concanavalin A", Eur. J. Biochem., 1996, 242, 320-326.
  52. Chervenak, M.D.; Toone, E.J., "A Calorimetric Analysis of the Binding of Lectins with Overlapping Carbohydrate Binding Specificities", Biochemistry, 1995, 34, 5685-5695.
  53. Isbister, B.D.; St. Hilaire, P.M.; Toone, E.J., "Spatial Organization versus Total Surface Area as a Predictor of Protein Hydrophobicity. The Hydrophobicity of the Concanavalin A Binding Site", J. Am. Chem. Soc., 1995, 117, 12877-12878.
  54. Simon, S.A.; Sisalvo, E.A.; Gawrisch, K.; Borovyagin, V.; Toone, E.J.; Schiffman, S.S.; Needham, D.; McIntosh, T.J., "A Molecular Mechanism for Increasing Adhesion Between Neutral Lipid Membranes: Interbilayer Bridges Formed by Tannic Acid", Biophys. J., 1994, 66, 1943-1957.
  55. Chervenak, M.C. and Toone, E.J., "A Direct Measure of the Contribution of Solvent Reorganization to the Enthalpy of Binding", J. Am. Chem. Soc., 1994, 116, 10533-10539.
  56. St. Hilaire, P.M., and Toone, E.J., "The Interaction of the Shiga-Like Toxin Type 1 B-Subunit with its Carbohydrate Receptor", Biochemistry, 1994, 33, 14452-14463.
  57. E.J. Toone, "Structure and Energetics of Protein-Cabohydrate Complexes", edited by Bundle, D.R., Fiezi, T. , Current Opinion in Structural Biology, 1994, 4, 719-728.
  58. Shelton, M.C.; Toone, E.J., "Differential Dye-Ligand Chromatography as a General Purification Protocol for 2-Keto-3-deoxy-phosphogluconate Aldolases", Tetrahedron Asym., 1994, 6, 207-211.
  59. Williams, B.A.; Toone, E.J., "Calorimetric Evaluation of Enzyme Kinetic Parameters", J. Org. Chem., 1993, 58, 3507.
  60. Allen, S.T.; Heitzelman, G.R.; Toone, E.J., "Pyruvate Aldolases as Reagents for Stereospecific Aldol Condensation", J. Org. Chem., 1992, 57, 426.
  61. Toone, E.J.; Jones, J.B., "Enzymes in Organic Synthesis. 49. Resolution of Racemic Monocyclic Esters with Pig Liver Esterase", Tetrahedron Asym., 1991, 2, 207.
  62. Toone, E.J; Jones, J.B., "Enzymes in Organic Synthesis. 50. Probing the Dimensions of the Large Hydrophobic Binding Region of the Active Site of Pig Liver Esterase Using Substituted Aryl Malonate Substrates", Tetrahedron Asym., 1991, 2, 207.
  63. Toone, E.J.; Simon, E.S.; Whitesides, G.M., "Enzymatic Synthesis of Uridine 5'-Diphosphoglucuronic Acid on a Gram Scale", J. Org. Chem., 1991, 56, 5603.
  64. Toone, E.J.; Whitesides, G.M., "Enzymes as Catalysts in Carbohydrate Synthesis", edited by Bednarski, M.D.; Simn, E.S. , ACS Symposium Series 466, 1991, ACS: Wahsington, D.C..
  65. Toone, E.J.; Werth, M.; Jones, J.B., "Enzymes in Organic Synthesis. 47. An Active Site Model for Interpreting and Predicting the Specificity of Pig Liver Esterase", J. Am. Chem. Soc., 1990, 112, 4946.
  66. Van der Osten, C.H.; Gioannetti, C.; Barbas, C.; Pederson, R.L.; Wang, Y.F.; Wong, C.H.; Ozaki, A.; Toone, E.J.; Whitesides, G.M.; Sinskey, A.J., "Molecular Cloning of Aldolases for Synthetic Applcations", Enzyme Eng. 10, Ann. N.Y. Acad. Sci., 1990, 613, 771-5.
  67. Ozaki, A.; Toone, E.J.; von der Osten, C.; Sinskey, A.J.; Whitesides, G.M., "Overproduction and Substrate Specificity of a Baterial Fuculose-1-Phosphate Aldolase: A New Enzymatic Catalyst for Stereocontrolled Aldol Condensation", J. Am. Chem. Soc., 1990, 112, 4970.
  68. Toone, E.J; Kobori, Y.; Myles, D.C.; Ozaki, A.; Schmid, W.; von der Osten, C.; Sinskey, A.J.; Whitesides, G.M., "Enzymes as Catalysts in Carbohydrate Synthesis", edited by Baldwin, T.O.; Raushel, F.M.; Scott, A.I. , Proceedings of the Texas A&M University IUCCP Eighth Annual Symposium on Chemical Aspects of Enzyme Biotechnology: Fundamentals, March 19-22, 1990, 1990, Plenum: New York.
  69. Simon, E.S.; Toone, E.J.; Ostroff, G.; Bednarski, M.D.; Whitesides, G.M., "Preparation of Cytidine 5'-Monophospho-N-Acetylneuraminic (CMP-NeuAc) and Uridine 5'-Diphosphoglucuronic Acid (UDPGlcUA); Syntheses of α-2,6-Sialyllactosmine, α-2-6-Sialyllactose, and Hyaluronic Acid", Methods Enzymol., 1989, 179, 275.
  70. Toone, E.J.; Simon, E.S.; Bednarski, M.D.; Whitesides, G.M., "Enzyme Catalyzed Synthesis of Carbohydrates", Tetrahedron, 1989, 45, 5365-5422.
  71. Lamm, L.K.P.; Brown, C.; DeJeso, B.; Lym, L.; Toone, E.J.; Jones,J.B., "Enzymes in Organic Synthesis. 42. Investigation of the Effects of the Isozymal Composition of Pig Liver Esterase on its Stereoselectivity in Preparative-Scale Hydroyses of Asymmetric Synthetic Values", J. Am. Chem. Soc., 1988, 110, 4409.
  72. Lemiere, G.L.; Dommisse, R.A.; Lepoivre, J.A.; Alderweireldt, F.C.; Hiemstra, H.; Wynberg, H.; Jones, J.C.; Toone, E.J., "Determination of the absolute configuration of six-membered-ring ketones by carbon-13 NMR", J. Am. Chem. Soc., 1987, 109, 1363-70.
  73. Toone, E.J.; Jones, J.B., "Enzymes in Organic Synthesis. 40. Evaluation of the Enantioselectivity of Pig Liver Esterase Catalyzed Hydrolyses of Racemic Piperdine Carboxyic Acid Esters", Can. J. Chem., 1987, 65, 2722.
  74. Bunce, N.J.; DeSchutter, C.T.; Toone, Eric J., "Photolysis of soe ortho-methylated monochlorobiphenyls", J. Chem. Soc., Perkin Trans. 2, 1983, 6, 859-61.
  75. Bune, N.J.; Toone Eric J., "Photochemistry of benzophenone in acidified methanol", J. Chem. Res. Snyop., 1983, 5, 115.

Chapter in Book

  1. Burkhalter, N.F.; Dimick, S.M.; Toone, E.J., "Protein-Carbohydrate Interaction. Fundamental Considerations", in Oligosaccharides in Chemistry and Biology: A Comprehensive Handbook, edited by Ernst, B. , 2000, VCH-Wiley.
  2. Henderson, D.F.; Toone, E.J., "Aldolases", in Comprehensive Natural Product Chemistry, Vol. 3 (Carbohydrates and Their Derivatives Including Tannins, Cellulose and Related Lignins), edited by Pinto, B.M. , 1999, 367-441, Elsevier: New York.

Other

  1. Toone, E.J.; Stamler, J.S., "Stable Derivatives of NO for Controlled Delivery of NO in Biomedical Applications", US/Int Patent Application, 2004.