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The Fairbanks Research GroupThe Chemistry Research Laboratory, Mansfield Road, Oxford, UK, OX1 3TA
e-mail: antony.fairbanks@chem.ox.ac.uk
tel + 44 (0)1865 275647 FAX + 44 (0)1865 275647
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Scientific Papers in Peer Reviewed Journals80. B. L. Wilkinson, H. Long, E. Sim, A. J. Fairbanks, Synthesis of Arabino Glycosyl Triazoles as Potential Inhibitors of Mycobacterial Cell Wall Biosynthesis, Bioorg. Med. Chem. Lett. 2008, 18, 6265-6267. - DOI 79. C. D. Heidecke, Z. Ling, N. C. Bruce, J. W. B. Moir, T. B. Parsons, A. J. Fairbanks, Enhanced Glycosylation with Mutants of Endohexosaminidase A (Endo A); Endohexosaminidase Glycosynthases, ChemBioChem, 2008, 9, 2045-2051. - DOI 78. Stanca-Kaposta, E. C.; Gamblin, D. P.; Cocinero, E. J.; Frey, J.; Kroemer, R. T.; Fairbanks, A. J.; Davis, B. G.; Simons, J. P., Solvent Interactions and Conformational Choice in a Core N-Glycan Segment: Gas Phase Conformation of the Central, Branching Trimannose Unit and its Singly Hydrated Complex, J. Am. Chem. Soc., 2008, 130, 10691-10696. - DOI 77. L. Drouin, A. R. Cowley, A. J. Fairbanks, A. L. Thompson, 4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-thio-a-D-mannopyranoside, Acta Cryst. 2008, E64, o1401. - DOI 76. B. L. Wilkinson, A. J. Fairbanks, One-pot synthesis of carbohydrate thionolactones from 1-thiosugars, Tetrahedron Lett. 2008, 49, 4941-4943. - DOI 75. T. W. D. F. Rising, C. D. Heidecke, J. W. B. Moir, Z. Ling, A. J. Fairbanks, Endohexosaminidase catalysed glycosylation with oxazoline donors: fine tuning of catalytic efficiency and reversibility, Chem. Eur. J. 2008, 14, 6444-6465. - DOI 74. L. Drouin, R. G. Compton, A. J. Fairbanks, Electrochemical glycosylation in the presence of a catalytic chemical mediator, J. Phys. Org. Chem. 2008, 21, 516-522 . - DOI 73. D. P. Gamblin, S. van Kasteren, G. J. L. Bernardes, J. M. Chalker, N. J. Oldham, A. J. Fairbanks and B. G. Davis, Chemical site-selective prenylation of proteins, Mol. BioSyst., 2008, 4, 558-561. - DOI 72. R. Danac, Lucy Ball, S. J. Gurr, A. J. Fairbanks, Synthesis of UDP-glucose derivatives modified at the 3-OH as potential chain-terminators of b-glucan biosynthesis, Carbohydr. Res. 2008, 343, 1012-1022. - DOI 71. L. Drouin, A. R. Cowley, A. J. Fairbanks, A. L. Thompson, 2,3,4,6-Tetra-O-benzoyl-4-nitrophenyl-1-thio-a-D-mannopyranoside-dichloromethane-diethyl ether mixed solvate (1/0.53/0.38), Acta Cryst. 2008, E64, o236. - DOI 70. L. Drouin, R. G. Compton, N. Fietkau, A. J. Fairbanks, Protecting Group and Solvent Effects in Electrochemical Glycosylation, Synlett 2007, 2711-2717. - DOI 69. E. Attolino, T. W. D. F. Rising, C. D. Heidecke, A. J. Fairbanks,Propargyl Mediated Intramolecular Aglycon Delivery (IAD): Applications to the Synthesis of Core N-Glycan Oligosaccharides, Tetrahedron: Asymmetry 2007, 18, 1721-1734. - DOI 68. T. Muller, R. Danac, L. Ball, S. J. Gurr, A. J. Fairbanks, Synthesis of UDP-GlcNAc Derivatives Modified at OH-4 as Potential Chain Terminators of Chitin Biosynthesis, Tetrahedron: Asymmetry 2007, 18, 1299-1307. - DOI 67. I. A. Smellie, S. Bhakta, E. Sim, A. J. Fairbanks, Synthesis of Putative Chain Terminators of Mycobacterial Arabinan Biosynthesis, Org. Biomol. Chem. 2007, 5, 2257-2266. - DOI 66. R. Danac, L. Ball, S. J. Gurr, T. Muller, A. J. Fairbanks,Carbohydrate Chain Terminators: Rational Design of Novel Carbohydrate-Based Antifungal Agents, ChemBioChem 2007, 8, 1241-1245. - DOI 65. T. W. D. F. Rising, C. D. Heidecke, A. J. Fairbanks, Observations on the Regioselectivity of Glycosylation of Mannose and Glucose: Selective Glycosylation of the Secondary 4-Hydroxyl of 4,6-Diol Acceptors, Synlett 2007, 1421-1425. - DOI 64. E. Attolino, A. J. Fairbanks, b-Mannosylation of N-acetyl glucosamine by propargyl mediated intramolecular aglycon delivery (IAD): synthesis of the core N-glycan pentasaccharide, Tetrahedron Lett. 2007, 48, 3061-3064. - DOI 63. T. W. D. F. Rising, T. D. W. Claridge, J. W. B. Moir, A. J. Fairbanks, Endohexosaminidase M: Exploring and Exploiting Enzyme Substrate Specificity, ChemBioChem 2006, 7, 1177-1180. - Pdf file 62. M. Mackeen, A. Almond, I. Cumpstey, S. C. Ennis, E. Kupce, T. D. Butters, A. J. Fairbanks, R. A. Dwek, M. R. Wormald, The importance of including local correlation times in the calculation of inter-proton distances from NMR measurements: ignoring local correlation times leads to significant errors in the conformational analysis of the Glca1-2Glc linkage by NMR spectroscopy, Org. Biomol. Chem.,2006, 4, 2241-2246. - Pdf file 61. K. Chayajarus, A. J. Fairbanks, Efficient Synthesis of Carbohydrate Thionolactones, Tetrahedron Lett., 2006, 47, 3517-3520. - Pdf file 60. E. Attolino, I. Cumpstey, A. J. Fairbanks,Synthesis of the Glc3Man N-Glycan Tetrasaccharide by Iterative Allyl IAD, Carbohydr. Res., 2006, 341, 1608-1618. - Pdf file 59. T. W. D. F. Rising, T. D. W. Claridge, N. Davies, D. P. Gamblin, J. W. B. Moir, A. J. Fairbanks,Synthesis of N-Glycan Oxazolines: Donors for Endohexosaminidase Catalysed Glycosylation, Carbohydr. Res., 2006, 341, 1574-1596. - Pdf file 58. Carcabal, P.; Hunig, I.; Gamblin, D. P.; Liu, B.; Jockush, R. A.; Kroemer, R. T.; Snoek, L. C. Fairbanks, A. J.; Davis, B. G.; Simons, J. P., Building Up Key Segments of N-Glycans in the Gas Phase: Intrinsic Structural Preferences of the a(1,3) and a(1,6) Dimannosides, J. Am. Chem. Soc., 2006, 128, 1976-1981.- Pdf file 57. Wain. A.J.; Streeter, I.; Thompson, M.; Fietkau, N.; Drouin, L.; Fairbanks, A. J.; Compton, R. G. Voltammetric and Electrochemical ESR Studies of Oxidation Reactions Mediated by Tris(4-bromophenyl)amine in Acetonitrile, J. Phys. Chem. B, 2006, 110, 2681-2691.- Pdf file 56. D. J. Chambers, G. R. Evans, A. J. Fairbanks, An Approach to the Synthesis of a-(1-6)-C-Disaccharides by Tandem Tebbe Methylenation and Claisen Rearrangement, Tetrahedron, 2005, 61, 7184-7192. - Pdf file 55. D. J. Chambers, G. R. Evans, A. J. Fairbanks, Synthesis of C-Glycosyl Amino Acids: Scope and Limitations of the Tandem Tebbe / Claisen Approach, Tetrahedron: Asymmetry, 2005, 16, 45-55. - Pdf file 54. K. Chayajarus, D. J. Chambers, M. J. Chughtai, A. J. Fairbanks, Stereospecific synthesis of 1,2-cis glycosides by vinyl mediated IAD, Org. Lett, , 2004, 6, 3797-3800. - Pdf file 53. I. Cumpstey, K. Chayajarus, A. J. Fairbanks, A. J. Redgrave, C. M. P. Seward, Allyl Protecting Group Mediated Intramolecular Aglycon Delivery: Optimisation of Mixed Acetal Formation and Mechanistic Investigation, Tetrahedron: Asymmetry, 2004, 15, 3207-3221. - Pdf file 52. I. Cumpstey, A. J. Fairbanks, A. J. Redgrave, AllylProtecting Group Mediated Intramolecular Aglycon Delivery (IAD): Synthesis of a-Glucofuranosides and b-Rhamnopyranosides, Tetrahedron, 2004, 60, 9061-9074. - Pdf file 51. D. J. Chambers, G. R. Evans, A. J. Fairbanks, Elimination Reactions of Glycosyl Selenoxides, Tetrahedron, 2004, 60, 8411-8419. - Pdf file 50. R.R. France, R.G. Compton, A.J. Fairbanks, N.V Rees, J. D. Wadhawan , Selective Activation of Glycosyl Donors Utilising Electrochemical Techniques: a Study of Thermodynamic Oxidation potentials of a range of Chalcoglycosides, Org. Biomol. Chem.,2004, 2, 2188-2194. - Pdf file 49. R.R. France, R.G. Compton, B.G. Davis, A.J. Fairbanks, N.V Rees, J. D. Wadhawan, Selective Electrochemical Glycosylation by Reactivity Tuning, Org. Biomol. Chem.,2004, 2, 2195-2202. - Pdf file 48. D. P. Gamblin, P. Garnier, S. van Kasterten, N. J. Oldham, A. J. Fairbanks and B. G. Davis, Glyco-Ses: Selenylsulfide-Mediated Protein Glycosylation – a New Strategy in Post-Translational Modification, Angew. Chem. Int. Ed., 2004, 43, 828-833. - Pdf file 47. B.G.Davis, A.J.Fairbanks, D.P.Gamblin, P.Garnier, N.J.Oldham,, S.J.Ward, Glycosyl phenylthiosulfonates (Glyco-PTS): Novel Reagents for Glycoprotein Synthesis, Org. Biomol. Chem.,2003, 1, 3642-3644. - Pdf file 46. H. Yasmin Godage, David J. Chambers, Graham R. Evans and Antony J. Fairbanks, Stereoselective synthesis of C-glycosides from carboxylic acids: the tandem Tebbe–Claisen approach, Org. Biomol. Chem., 2003, 1, 3772-3786. - Pdf file 45. A.J. Fairbanks, Intramolecular Aglycon Delivery (IAD): the solution to 1,2-cis stereocontrol for oligosaccharide synthesis ?, Synlett, 2003, 1945-1958. - Pdf file 44. I. Cumpstey, T. D. Butters, R. J. Tennant-Eyles, A. J. Fairbanks, R. R. France, M. R. Wormald, Synthesis of fluorescence-labelled disaccharide substrates of glucosidase II, Carbohydr. Res., 2003, 338, 1397-1949. - Pdf file 43. D. J. Chambers, G. R. Evans, and A. J. Fairbanks, Efficient one-step synthesis of 2-hydroxy and 2-aminoglycals from selenoglycosides, Tetrahedron Lett., 2003, 44, 5221 – 5223. - Pdf file 42. D. J. Chambers, G. R. Evans and A. J. Fairbanks, A facile synthesis of 4,6-O-benzylidene D-glucal, Tetrahedron: Asymmetry, 2003, 14,1767-1769. - Pdf file 41. H. Y. Godage and A. J. Fairbanks, Synthesis of a-C-Glycosides via Tandem Tebbe Methylenation and Claisen Rearrangement, Tetrahedron Lett., 2003, 44, 3631-3635. - Pdf file 40. R. J. Tennant-Eyles, B. G. Davis and A. J. Fairbanks, Solid phase peptide templated glycosidic bond formation, Tetrahedron: Asymmetry, 2003, 14, 1201-1210. - Pdf file 39. Ennis, S. C.; Cumpstey, I.; Fairbanks, A. J.; Butters, T. D.; Mackeen, M.; Wormald, M. R., Total synthesis of the Glc3Man N-glycan tetrasaccharide, Tetrahedron, 2002, 58, 9403-9411. Pdf file 38. Wadhawan, J. D.; Evans, R. G.; Banks, C. E.; Wilkins, S. J.; France, R. R.; Oldham, N. J.; Fairbanks, A. J.; Wood, B.; Walton, D. J.; Schroeder, U.E ; Compton, R. G. Voltammetry of Electroactive Oil Droplets: Electrochemically-Induced Ion Insertion, Expulsion and Reaction Processes at Microdroplets of N,N,N',N'-Tetraalkyl-para-phenylenediamines, J. Phys. Chem. B, 2002, 106, 9619-9632. Pdf file 37. M. Aloui, D. Chambers, I. Cumpstey, A. J. Fairbanks, A. J. Redgrave, and C. M. P. Seward Stereoselective 1,2-cisglycosylation of 2-O-allyl protected thioglycosides, Chem. Eur. J., 2002, 8, 2608-2621. Pdf file 36. I. Cumpstey, A. J. Fairbanks and A. J. Redgrave, Allyl Protecting Group Mediated Intramolecular Aglycon Delivery (IAD) of Glycosyl Fluorides, Monatshefte für Chemie, 2002, 133, 449-466. 35. V. Boyer, M. Stanchev, A. J. Fairbanks, and B. G. Davis, Ready Protease Catalysed Synthesis of Carbohydrate-Peptide Conjugates, Chem. Commun., 2001, 1908-1909. Pdf file 34. I. Cumpstey, A. J. Fairbanks and A. J. Redgrave, Stereospecific synthesis of 1,2-cis glycosides by allyl mediated IAD part II: the use of glycosyl fluorides, Org. Lett., 2001, 3, 2371-2374. Pdf file 33. M. Aloui and A. J. Fairbanks, Solvent Incorporation During N-Iodosaccharin Mediated Glycosylation: Facile Synthesis of Acetal Linked Disaccharides, Chem. Commun., 2001, 1406-1407. Pdf file 32. S. C. Ennis, A. J. Fairbanks, C.A. Slinn, R. J. Tennant-Eyles, and H. S. Yeates, N-Iodosuccinimide Mediated Intramolecular Aglycon Deilvery (IAD), Tetrahedron, 2001, 57, 4221-4230. Pdf file 31. M. Aloui and A. J. Fairbanks, N-Iodosaccharrin; a Potent New Activator for Thiophenylglycosides, Synlett, 2001, 797-799. 30. R. France, I. Cumpstey, T. D. Butters, A. J. Fairbanks, and M. R. Wormald, Scope and Limitations of 2-Aminobenzamide (2AB) Labeling of Carbohydrates, Tetrahedron: Asymmetry, 2000, 11, 4985-4994. Pdf file 29. H. Y. Godage and A. J. Fairbanks, Stereoselective Synthesis of C-Glycosides via Tebbe Methylenation and Claisen Rearrangement, Tetrahedron Lett., 2000, 41, 7589-7593. Pdf file 28. C. M. P. Seward, I. Cumpstey, M. Aloui, S. C. Ennis, A. J. Redgrave and A. J. Fairbanks, Stereoselective cis glycosylation of 2-O-allyl protected glycosyl donors by intramolecular aglycon delivery (IAD), Chem. Commun., 2000, 1409-1410. Pdf file 27. R. J. Tennant-Eyles, B. G. Davis and A. J. Fairbanks, Peptide Templated Glycosylation Reactions, Tetrahedron: Asymmetry, 2000, 11, 231-243. Pdf file 26. S. C. Ennis, A. J. Fairbanks, R. J. Tennant-Eyles, H. S. Yeates, Stereoselective synthesis of a-glucosides and b-mannosides : tethering and activation with N-Iodosuccinimide, Synlett, 1999, 1387-1390. 25. R. J. Tennant-Eyles, B. G. Davis and A. J. Fairbanks, Peptide templated glycosidic bond formation: a new strategy for oligosaccharide synthesis, J. Chem. Soc. Chem. Commun., 1999, 1037-1038. Pdf file 24. R. J. Tennant-Eyles and A. J. Fairbanks, Novel ester linked glycosyl amino acids: convenient building blocks for the synthesis of glycopeptide libraries, Tetrahedron: Asymmetry, 1999, 10, 391-401. Pdf file 23. J. C. Estevez, A.J. Fairbanks and G.W.J. Fleet, Synthesis of tetrahydropyrans from sugar lactones, Tetrahedron, 1998, 54, 13591-13620. 22. S.V. Ley, D.S. Brown, J.A. Clase, A.J. Fairbanks, I.C. Lennon, H.M.I. Osborn, E.S.E. Stokes and D.J. Wadsworth, Synthesis of the Acyl Tetronic Acid Ionophore Tetronasin (ICI M139603), J. Chem. Soc., Perkin Trans. 1, 1998, 2259-2276 21. A.J. Fairbanks, E. Perrin and P. Sinaÿ, Synthesis of the Carbon Skeleton of the Herbicidins via a Temporary Silaketal Tether, Synlett, 1996, 679. 20. A. Chénedé, P. Pothier, M. Sollogoub, A.J. Fairbanks and P. Sinaÿ, Samarium (II) Iodide Promoted Ring Contraction of Carbohydrate Derivatives: an Expeditious Synthesis of Functionalised Cyclopentanes, J. Chem. Soc., Chem. Commun., 1995, 1373. 19. A. J. Fairbanks and G.W.J. Fleet, Synthesis of 5-epiHydantocidin from D-Ribose, Tetrahedron, 1995, 51, 3881. 18. A. J. Fairbanks and P. Sinaÿ, Synthesis of the Bicyclic Moiety of the Miharamycins by Samarium (II) Iodide Induced Ring Closure, Synlett,1995, 277. 17. E. Untersteller, A. J. Fairbanks and P. Sinaÿ, Synthesis of Higher-Carbon Sugars With 1,3-Dioxolone-4-one Functionality Through Aldol Condensation of a Cyclic Glycolic Acid Derivative, Carbohydr. Lett., 1995, 1, 217. 16. A. J. Fairbanks and P. Sinaÿ, Synthesis of a Peracetylated Stereoisomer of De Rosa's Calditol: Some Questions About the Correctness of the Original Structure Assigned to this Natural Product, Tetrahedron Lett., 1995, 36, 893. 15. A. Hiu, A. J. Fairbanks, R. J. Nash, P. M. de Q. Lilley, R. Storer, D. J. Watkin; and G. W. J. Fleet, Aldol Equilibrations of Unprotected Trihydroxybicyclic Lactones: Enantiomeric Tetrahydroxy-a-Aminocyclopentane Carboxylic Acids from Epimeric Bicyclic Lactones, Tetrahedron Lett., 1994, 35, 8895. 14. A. J. Fairbanks, A. Hiu, B. M. Skead, P. M. de Q. Lilley, R. B. Lamont, R. Storer, J. Saunders, D. J. Watkin; and G. W. J. Fleet, Polyhydroxylated Cyclohexane and Cyclopentane a-Amino Acids from Cyclisations of an Azidolactone, Tetrahedron Lett., 1994, 35, 8891. 13. J.C. Estevez, A.J. Fairbanks, K.Y. Hsia, P. Ward and G.W.J. Fleet, Tetrahydropyran Derivatives from g- and d-Hexonolactones, Tetrahedron Lett., 1994, 35, 3361. 12. A. J. Fairbanks, R. P. Elliott, C. Smith, A. Hui, G. Way, R. Storer, H. Taylor, D. J. Watkin, B. G. Winchester and G. W. J. Fleet, Synthesis of Cyclopentane Spirohydantoins by Aldol Cyclisations: an Approach to Highly Substituted a-Cyclopentane Amino Acids, Tetrahedron Lett., 1993, 34, 7953. 11. R. P. Elliott, A. Hui, A. J. Fairbanks, R. J. Nash, B. G. Winchester, G. Way, C. Smith, R. B. Lamont, R. Storer and G. W. J. Fleet, Highly Substituted cis-b-Cyclopentane Amino Acids: an Approach to the Synthesis of Trehazolin Analogues, Tetrahedron Lett., 1993, 34, 7949. 10. J. W. Burton, J. C. Son, A. J. Fairbanks, S. S. Choi, H. Taylor, D. J. Watkin, B. G. Winchester and G. W. J. Fleet, Anomeric Spirohydantoins of Mannofuranose: Approaches to Novel Anomeric Amino Acids by Oxidative Ring Contraction, Tetrahedron Lett., 1993, 34, 6119. 9. A. J. Fairbanks, P. S. Ford, D. J. Watkin and G. W. J. Fleet, Synthesis of 1-epiHydantocidin from D-Ribose, Tetrahedron Lett., 1993, 34, 3327-3330. 8. B. Winchester, S. Al-Daher, N. C. Carpenter, I. Ceni di Bello, S. S. Choi, A. J. Fairbanks and G. W. J. Fleet, The Structural Basis of the Inhibition of Human a-Mannosidases by Azafuranose Analogues of Mannose, Biochem. J., 1993, 290, 743-749. 7. P. M. Myerscough, A. J. Fairbanks, A. H. Jones, I. Bruce, S. S. Choi, G. W. J. Fleet, S. Al-Daher, I. Cenci de Bello and B. G. Winchester, Inhibition of a-Mannosidases by Seven Carbon Sugars: Synthesis of Some Seven Carbon Analogues of Mannofuranose, Tetrahedron, 1992, 48, 10177-10190. 6. S. S. Choi, P. M. Myerscough, A. J. Fairbanks, B. M. Skead, C. J. F. Bichard, S. J. Mantell, G. W. J. Fleet, J. Saunders, D. Brown, L. N. Johnson and K. A. Woods, The Ring Contraction of d-Lactones with Leaving Group a-Substituents: a Strategy for the Synthesis of 2,5-Disubstituted Highly Substituted Homochiral Tetrahydrofurans, J. Chem. Soc., Chem. Commun., 1992, 1605-1607. 5. A. J. Fairbanks, N. C. Carpenter, G. W. J. Fleet, N. G. Ramsden, I. Cenci de Bello, B. G. Winchester, S. S. Al-Daher, and G. Nagahashi, Synthesis of, and Lack of Inhibition of a Rhamnosidase by, Both Enantiomers of Deoxyrhamnojirimycin and Rhamnonolactam: b-Mannosidase Inhibition by d-Lactams, Tetrahedron, 1992, 48, 3365-3376. 4. S. Choi, I. Bruce, A. J. Fairbanks, G. W. J. Fleet, A. H. Jones, R. J. Nash and L. E. Fellows, Synthesis of Alexines from Heptonolactones, Tetrahedron Lett., 1991, 32, 5517. 3. Bichard, C. J. F., Fairbanks, A. J., Fleet, G. W. J., Ramsden, N. G., Vogt, K., Doherty, O., Pearce, L., and Watkin, D. J., Acetonides of a-Hydroxy-d-lactones, Tetrahedron: Asymm., 1991, 2, 901-912. 2. Beacham, A. R., Bruce, I., Choi, S., Doherty, O., Fairbanks, A. J., Fleet, G. W. J., Skead, B. M., Peach, J. M., Saunders, J., and Watkin, D. J., Acetonides of Heptonolactones: Powerful Chirons, Tetrahedron: Asymm., 1991, 2, 883-900. 1. A. J. Fairbanks, G. W. J. Fleet, A. H. Jones, I. Bruce, S. Al Daher, I. Cenci di Bello, B. Winchester, Synthesis from a Heptonolactone and Effect on Glycosidases of (1S,2R,6R,7S)-1,2,6,7-Tetrahydroxypyrrolizidine, Tetrahedron, 1991, 47, 131-138. Books and Book Chapters
Patents1. Davis, B.G., Fairbanks, A.J., Method For Preparing Ester-Linked Peptide Carbohydrate Conjugates, 2002, PCT/GB02/003704, WO 03/014371 A1 2. Davis, B.G., Gamblin, D.P., Fairbanks, A.J., Garnier, P. Reagents And Methods For The Formation Of Disulfide Bonds And The Glycosylation Of Proteins, 2005, PCT/GB2004/002706,WO 2005/000862 A2 3. Fairbanks, A. J., Oligosaccharide Biosynthesis Inhibitors, 2007, PCT/GB2007/000468. |
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