The Payne Group, University of Sydney, Australia

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 Richard J. Payne

Papers

  1. Hsieh, Y. S.; Wilkinson, B. L.; O'Connell, M. R.; Mackay, J. P.; Matthews, J. M.; Payne R. J. Synthesis of the bacteriocin glycopeptide sublancin 168 and S-glycosylated variants, Org. Lett., 2012, 14(7), 1910-1913. pdf
  2. Tran, A. T.; West, N. P.; Britton, W. J.; Payne, R. J. Elucidation of Mycobacterium tuberculosis Type II Dehydroquinase Inhibitors using a Fragment Elaboration Strategy, ChemMedChem, 2012.pdf
  3. Tan, J. H.; Canals, M.; Ludeman, J. P.; Wedderburn, J.; Boston, C.; Butler, S. J.; Carrick, A. M.; Parody, T. R.; Taleski, D.; Christopoulos, A.; Payne, R. J.; Stone, M. J. Design and receptor interactions of an obligate dimeric mutant of the chemokine monocyte chemoattractant protein-1 (MCP-1), J Biol Chem.pdf
  4. Wilkinson, B. L.; Stone, R. S.; Capiccioti, C. J.; Thaysen-Anderson, M.; Matthews, J. M.; Packer, N. H.; Ben, R. N.; Payne, R. J. Total Synthesis of Antifreeze Glycopeptides and Glycoproteins, Angew. Chem. Int. Ed., 2012, 51(15), 3606-3610. pdf
  5. Graham, M. E.; Stone, R. S.; Robinson, P. E.; Payne, R. J. Synthesis and Protein Binding Studies of a Peptide Fragment of Clathrin Assembly Protein 180 AP180 Bearing an O-Linked b-N-Acetylglucosaminyl-6-Phosphate Modification, Org. Biomol. Chem. 2012, 10, 2545-2551. pdf
  6. Hsieh, Y. S.; Taleski, D.; Wilkinson, B. L.; Wijeyewickrema, L. C.; Adams, T. E.; Pike, R. N.; Payne, RJ. Effect of O-glycosylation and tyrosine sulfation of leech-derived peptides on binding and inhibitory activity against thrombin. Chem. Commun. 2012, 48, 1547-1549. Included in the 2012 Emerging Investigators Issue)
  7. Thaysen-Andersen, M.; Wilkinson, B. L.; Payne, R. J.; Packer, N. H. Site-specific characterisation of densely O-glycosylated mucin-type peptides using electron transfer dissociation ESI-MS/MS. Electrophoresis 2011, 32(24), 3536-3545. pdf
  8. Conroy, T.; Guo, J. T.; Linington, R. G.; Hunt, N. H.; Payne RJ. Total synthesis, stereochemical assignment, and antimalarial activity of gallinamide A. Chem. Eur. J. 2011, 17(48), 13544-13552. pdf
  9. Thomas, G. L.; Hsieh, Y. S.; Chun, C. K. Y.; Cai, Z. L.; Reimers, J. R.; Payne, R. J. Peptide ligations accelerated by N-terminal aspartate and glutamate residues. Org Lett. 2011, 13(18), 4770-4773. pdf
  10. Taleski, D.; Butler, S. J.; Stone, M. J.; Payne, R. J. Divergent and Site-Selective Solid-Phase Synthesis of Sulfopeptides. Chem. Asian J. 2011, 6(6), 1316-1320. pdf
  11. Kakwere, H.; Payne, R. J.; Jolliffe, K. A. Perrier, S. Self-assembling macromolecular chimeras: Controlling fibrillization of a beta-sheet forming peptide by polymer conjugation. Soft Matter, 2011, 7 (8), 3754-3757. pdf
  12. West, N. P.; Cergol, K. M.; Xue, M.; Randall, E. J.; Britton, W. J.; Payne, R. J. Inhibitors of an essential mycobacterial cell wall lipase (Rv3802c) as tuberculosis drug leads. Chem. Commun. 2011, 47(18), 5166-5168. pdf (Included as cover picture.)
  13. Dias, M.V.; Snee, W. C.; Bromfield, K. M.; Payne, R. J.; Palaninathan, S. K.; Ciulli, A.; Howard, N. I.; Abell, C.; Sacchettini, J. C.; Blundell, T. L. Structural investigation of inhibitor designs targeting 3-dehydroquinate dehydratase from the shikimate pathway of Mycobacterium tuberculosis. Biochem J. 2011, 436, 729-739. pdf
  14. Wilkinson, B. L.; Day, S.; Malins, L. R.; Apostolopoulos, V.; Payne, R. J. Self-Adjuvanting Multicomponent Cancer Vaccine Candidates Combining Per-Glycosylated MUC1 Glycopeptides and the Toll-like Receptor 2 Agonist Pam3CysSer. Angew. Chem. Int. Ed. 2011, 50, 1635-1639. pdf
  15. Thompson, R. E.; Jolliffe, K. A.; Payne, R. J. Total Synthesis of Microcin B17 via a Fragment Condensation Approach. Org. Lett. 2011, 13(4), 680-683. pdf
  16. Zhu, J. Z.; Millard, C. J.; Ludeman, J. P.; Simpson, L. S.; Clayton, D. J.; Payne, R. J.; Widlanski, T. S.; Stone, M. J. Tyrosine Sulfation Influences the Chemokine-Binding Selectivity of Peptides Derived from Chemokine Receptor CCR3. Biochemistry 2011, 50(9), 1524-1534. pdf
  17. Tran, A. T.; Cergol, K. M.; West, N. P.; Randall, E. J.; Britton, W. J.; Bokhari, S. A. I; Ibrahim, M.; Lapthorn, A. J; Payne, R. J. Synthesis and Evaluation of Potent Ene-yne Inhibitors of Type II Dehydroquinases as Tuberculosis Drug Leads. ChemMedChem, 2011, 6(2), 262-265. pdf (invited submission for special issue on rare and neglected diseases)
  18. Chim, N.; Habel, J. E.; Johnston, J. M.; Krieger, I.; Miallau, L.; Sankaranarayanan, R.; Morse, R. P.; Bruning, J.; Swanson, S.; Kim, H.; Kim, C. Y.; Li, H.; Bulloch, E. M.; Payne, R. J.; Manos-Turvey A.; Hung, L. W.; Baker, E. N.; Lott, J. S.; James, M. N.; Terwilliger, T. C.; Eisenberg, D. S.; Sacchettini, J. C.; Goulding, C. W.. The TB Structural Genomics Consortium: A decade of progress. Tuberculosis 2011, 91(2), 155-172. pdf
  19. Wilkinson, B. L.; Chun, C. K. Y.; Payne, R. J. Synthesis of MUC1 glycopeptide thioesters and ligation via direct aminolysis. Peptide Sci. 2011, 96(2), 137-146. pdf. (Special Issue: The Eighth Australian Peptide Conference: Peptides - Tools, Targets and Therapeutics.)
  20. Wilkinson, B. L.; Malins, L. R.; Chun, C. K.; Payne R. J. Synthesis of MUC1-lipopeptide chimeras. Chem Commun. 2010, 46(34), 6249-6251. pdf
  21. Conroy, T.; Guo, J. T.; Hunt, N. H.; Payne, R. J. Total Synthesis and Antimalarial Activity of Symplostatin 4. Org. Lett. 2010, 12(23), 5576-5579 pdf
  22. Tran, A. T.; Cergol, K. M.; Britton, W. J.; Bokhari, S. A. I.; Ibrahim, M.; Lapthorn, A. J.; Payne, R. J. Rapid assembly of potent type II dehydroquinase inhibitors via "Click" chemistry. Med. Chem. Commun. 2010, 1, 271-275. pdf
  23. Holt, D. J.; Payne, R.J.; Chow, W.Y. and Abell, C. Fluorosurfactants for microdroplets: interfacial tension analysis. Journal of Colloid and Interface Science, 2010, 350, 205-211. pdf
  24. Manos-Turvey A.; Bulloch, E. M. M.; Rutledge, P. J.; Baker, E. N.; Lott, J. S.; Payne, R. J. Inhibition studies of Mycobacterium tuberculosis salicylate synthase (MbtI). ChemMedChem 2010, 5, 1067-1079. (Included as cover picture) pdf
  25. Conroy, T.; Jolliffe, K. A.; Payne, R. J. Synthesis of N-linked glycopeptides via solid-phase aspartylation. Org. Biomol. Chem. 2010, 8, 3723-3733. pdf
  26. Payne, R.J.; Bulloch, E. M. M.; Kerbarh, O.; Abell, C. Inhibition of chorismate-utilising enzymes by 2-amino-4-carboxypyridine and 4-carboxypyridone and 5-carboxypyridone analogues. Org. Biomol. Chem. 2010, 8, 3534-3542. pdf
  27. Kakwere, H.; Chun C. K. Y.; Jolliffe, K. A.; Payne, R. J.; Perrier S. Polymer-peptide chimeras for the multivalent display of immunogenic peptides. Chem. Commun. 2010, 46, 2188-2190. (Included as cover picture) pdf
  28. Holt, D. J.; Payne, R. J.; Abell, C. Synthesis of novel fluorous surfactants for microdroplet stabilisation in fluorous oil streams. J. Fluor. Chem. 2010, 131, 398-407. pdf
  29. Payne, R. J.; Wong, C-H. Advances in chemical ligation strategies for the synthesis of glycopeptides and glycoproteins. Chem. Commun., 2010, 46, 21-43. pdf
  30. Garner, J.; Jolliffe, K. A.; Harding, M. M.; Payne, R. J. Synthesis of homogeneous antifreeze glycopeptides via a ligation-desulfurisation strategy. Chem. Commun., 2009, 6925-6927. pdf
  31. Thomas, G. L.; Payne, R. J. Phosphate-assisted ligation. Chem. Commun. 2009, 4260-4262. pdf Highlighted in meet our authors section
  32. Chun, C. K. Y.; Payne, R. J. Synthesis of MUC1 peptide and glycopeptide dendrimers. Aust. J. Chem. 2009, 1339-1343 (invited submission for feature edition on Bioconjugate Chemistry). pdf
  33. Conroy, T.; Jolliffe, K. A.; Payne, R. J. Efficient use of the Dmab protecting group: applications for the solid-phase synthesis of N-linked glycopeptides. Org. Biomol. Chem. 2009, 7, 2255-2258. pdf
  34. Payne, R. J.; Bulloch, E. M. M.; Toscano, M. M.; Jones, M. A.; Kerbarh, O.; Abell, C. Synthesis and evaluation of 2,5-dihydrochorismate analogues as inhibitors of the chorismate-utilising enzymes, Org. Biomol. Chem. 2009, 7, 2421-2429. pdf
  35. Bennett, C. S.; Dean S. M.; Payne R.J.; Ficht S.; Brik A.; Wong C.-H. Sugar-Assisted Glycopeptide Ligation with Complex Oligosaccharides: Scope and Limitations. J. Am. Chem. Soc. 2008, 130, 11945-11952. pdf
  36. Payne, R. J.; Ficht, S.; Greenberg, W. A.; Wong, C.-H. Cysteine-Free Peptide and Glycopeptide Ligation by Direct Aminolysis. Angew. Chem. Int. Ed. Engl. 2008, 47, 4411-4415. pdf
  37. Ficht, S.; Payne, R. J.; Guy, R. T.; Wong, C.-H. Solid-Phase Synthesis of Peptide and Glycopeptide Thioesters through Side-Chain-Anchoring Strategies. Chemistry 2008 14, 3620-3629. pdf
  38. Payne, R. J.; Ficht, S.; Tang, S.; Brik, A.; Yang, Y-Y.; Case D.; Wong C.-H. Extended Sugar-Assisted Glycopeptide Ligations: Development, Scope and Applications. J. Am. Chem. Soc. 2007, 44, 13527-13536. pdf
  39. Ficht, S.; Payne, R. J.; Brik, A.; Wong, C.-H. Second-Generation Sugar-Assisted Ligation: A Method for the Synthesis of Cysteine-Containing Glycopeptides. Angew. Chem. Int. Ed. Engl. 2007, 46, 5975-5979. pdf
  40. Payne, R. J.; Peyrot, F.; Kerbarh, O.; Abell, A. D.; Abell, C. Rational Design, Synthesis, and Evaluation of Nanomolar Type II Dehydroquinase Inhibitors. ChemMedChem. 2007, 2(7), 1015-1029. pdf
  41. Payne, R. J.; Riboldi-Tunnicliffe, A.; Kerbarh, O.; Abell, A. D.; Lapthorn, A. J.; Abell, C. Design, Synthesis, and Structural Studies on Potent Biaryl Inhibitors of Type II Dehydroquinases. ChemMedChem. 2007, 2(7), 1010-1013. pdf
  42. Abell, A. D.; Jones, M. A.; Neffe, A. T.; Aitken, S. G.; Cain, T. P.; Payne, R. J.; McNabb, S. B.; Coxon, J. M.; Stuart, B. G.; Pearson, D.; Lee, H. Y.-Y.; Morton, J. D. Investigation into the P3 Binding Domain of m-Calpain Using Photoswitchable Diazo- and Triazene-dipeptide Aldehydes: New Anticataract Agents. J. Med. Chem. 2007, 50(12), 2916-2920. pdf
  43. Toscano, M. D.; Payne, R. J.; Chiba, A.; Kerbarh, O.; Abell, C.. Nanomolar inhibition of type II dehydroquinase based on the enolate reaction mechanism. ChemMedChem 2007, 2(1), 101-112. pdf
  44. Payne, R. J.; Bulloch, E. M. M.; Abell, A. D.; Abell, C. Design and synthesis of aromatic inhibitors of anthranilate synthase. Org. Biomol. Chem. 2005, 3(20), 3629-3635. pdf
  45. Payne, R. J.; Toscano, M. D.; Bulloch, E. M. M.; Abell, A. D.; Abell, C. Design and synthesis of aromatic inhibitors of anthranilate synthase. Org. Biomol. Chem. 2005, 3(12), 2271-2281 (included as a cover picture). pdf
  46. Payne, R. J.; Kerbarh, O.; Miguel, R. N.; Abell, A. D.; Abell, C. Inhibition studies on salicylate synthase. Org. Biomol. Chem. 2005, 3(10), 1825-1827. pdf
  47. Payne, R.; Edmonds, M. Isolation of shikimic acid from star aniseed. J. Chem. Ed. 2005, 82(4), 599-600 (included as a cover picture). pdf
  48. Kerbarh, O.; Bulloch, E. M. M.; Payne, R. J.; Sahr, T.; Rebeille, F.; Abell, C.; Mechanistic and Inhibition Studies of Chorismate-Utilising Enzymes. Biochem. Soc. Trans. 2005, 33(4), 763-766. pdf
  49. Payne, R. J.; Daines, A. M.; Clark, B. M.; Abell, A. D. Synthesis and protein conjugation studies of vitamin K analogues. Bioorg. Med. Chem. 2004, 12(22), 5785-5791. pdf
  50. Payne, R. J.; Brown, K. M.; Coxon, J. M.; Morton, J. D.; Lee, H. Y.-Y.; Abell, A. D. Peptidic Aldehydes Based on α - and β -Amino Acids: Synthesis, Inhibition of m-Calpain, and Anti-Cataract Properties. Aust. J. Chem. 2004, 57(9), 877-884. pdf
  51. Daines, A. M.; Payne, R. J.; Humphries, M. E.; Abell, A. D. The synthesis of naturally occurring vitamin K and vitamin K analogues. Curr. Org. Chem. 2003, 7(16), 1625-1634. pdf
  52. de Zwart, F. J.; Slow, S.; Payne, R. J.; Lever, M.; George, P. M.; Gerrard, J. A.; Chambers, S. T. Glycine Betaine and Glycine Betaine Analogues in Common Foods; Food Chemistry, 2003, 83(2), 197-204. pdf
  53. Payne, R. J.; Abell, A. D. Protein binding studies of vitamin K analogues for use in an immunological assay. Chemistry in New Zealand, 2002, 66(1), 16-26.
  54. Lundy, S. D.; Payne, R. J.; Giles, K. R.; Garrill, A. Heavy metals have different effects on mycelial morphology of Achlya bisexualis as determined by fractal geometry. FEMS Microbiology Letters, 2001, 201(2), 259-263. pdf

Book chapters

Bennett, C. S.; Payne, R. J.; Koeller, K. M.; Wong, C.-H., Synthesis and applications of biologically relevant glycopeptides. Glycoscience (Vol III), 2008, Fraser-Reid, B.O.; Tatsuta, K.; Thiem, J.; Coté, G.L.; Flitsch, S.; Ito, Y.; Kondo, H.; Nishimura, S.; Yu, B. (Eds.) Springer Berlin Heidelberg, 1795-1857.

Patents

Brik, A.; Yang, Y.-Y.; Ficht, S; Payne, R. J.; Wong, C.-H. "Method of Preparing Glycopeptides," Application Serial Number-60/743,666, U.S. Patent Application filed March 22, 2007.