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Publications - University of Victoria

63. Natalia Milosevich, Zoey Warmerdam, and Fraser Hof* Structural aspects of small molecule inhibition of methyllysine reader proteins Future Med. Chem. 2016, in press.   


62. Fraser Hof* Host-guest chemistry that directly targets lysine methylation: synthetic host molecules as alternatives to bio-reagents Chem. Commun. 2016, Advance online article. web


61. Joanne K. Hobbs, Seunghyae M. Lee, Melissa Robb, Fraser Hof, Christopher Barr, Kento T. Abe, Jan Hendrik Hehemann, Richard McLean, D. Wade Abbott, and Alisdair B. Boraston* KdgF, the missing link in the microbial metabolism of uronate sugars from pectin and alginate Proc. Nat. Acad. Sci. USA. 2016, 113, 6188–6193. web   


60. Graham A.E. Garnett, Melissa J. Starke, Alok Shaurya, Janessa Li, and Fraser Hof* Supramolecular affinity chromatography for methylation-targeted proteomics, Anal. Chem. 2016, 88, 3697–3703. web   


                            


59. Graham A.E. Garnett, Kevin D. Daze, J. Peña Diaz, N. Fagen, Alok Shaurya, Manuel C.F. Ma, Mary S. Collins, Darren W. Johnson, Lev Zhakarov, and Fraser Hof* Attraction by repulsion: compounds with like charges undergo self-assembly in water that improves in high salt and persists in real biological fluids Chem. Commun. 2016, 52, 2768–2771 . web


                                   


58. Ronan P. Hanley, Shanti Horvath, Jianghong An, Fraser Hof, and Jeremy E. Wulff* Salicylates are interference compounds in TR-FRET assays  Bioorg Med. Chem. Lett. 2016, 26, 973–977 web


57. Natalia Milosevich and Fraser Hof* Chemical inhibitors of epigenetic methyl reader proteins Biochemistry 2016, 55, 1570–1583 . web


56. Natalia Milosevich, Michael C. Gignac, James McFarlane, Chakravarthi Simhadri, Shanti Horvath, Kevin D. Daze, Caitlin S. Croft, Aman Dheri, Taylor T.H. Quon, Sarah F. Douglas, Jeremy E. Wulff, Irina Paci,* and Fraser Hof* Selective inhibition of CBX6—a methyllysine reader protein in the polycomb family, ACS Med. Chem. Lett. 2016, 7, 139–144. web 


                                                   

55. Muzaffar Ali, Kevin D. Daze, Daniel E. Strongin, Scott B. Rothbart, Hector Rincon-Arano, Hillary F. Allen, Janessa Li, Brian D. Strahl, Fraser Hof* and Tatiana G. Kutateladze* Molecular insight into inhibition of the methylated histone-plant homeodomain complexes by calixarenes, J. Biol. Chem., 2015, 290, 22919–22930. web

                                                calix
 

54. Róise E. McGovern, Brendan D. Snarr, Joseph A. Lyons, James McFarlane, Amanda L. Whiting, Irina Paci, Fraser Hof and Peter B. Crowley* Structural study of a small molecule receptor bound to dimethyllysine in lysozyme Chemical Science, 2015, 6, 442–449. web

                                                                 


53.  Jian Wu, Wei Li, Ghazal Hajisalem, Ariella Lukach, Eugenia Kumacheva, Fraser Hof, and Reuven Gordon* Trace cancer biomarker quantification using polystyrene-functionalized gold nanorods Biomed. Optics Express, 2014, 5 (12), 4101–4107. web

 

52. Guangyi Cao, Ghazal Hajisalem, Wei Li, Fraser Hof, Reuven Gordon* Quantification of an Exogenous Cancer Biomarker in Urinalysis by Raman Spectroscopy The Analyst, 2014, 139, 5375–5378. web

51. Hillary F. Allen,1 Kevin D. Daze,1 Anne Lai, Catherine A. Musselman, Jennifer K. Sims, Paul A. Wade, Fraser Hof,* and Tatiana G. Kutateladze* Inhibition of histone readers by supramolecular hosts, Biochem. J.,2014, 459, 505–512.   web
                   


50. Chakravarthi Simhadri,1 Kevin D. Daze,1 Sarah F. Douglas, Taylor T.H. Quon, Amarjot Dev, Michael C. Gignac, Fangni Peng, Markus Heller, Martin Boulanger, Jeremy E. Wulff, and Fraser Hof* Chromodomain antagonists that target the polycomb-group methyllysine reader protein Chromobox homolog 7 (CBX7), J. Med. Chem., 2014, 57 (7), 2874–2883. web

       

49. Xing Wang, Joshua Post, Dennis K. Hore,* and Fraser Hof* A minimalist synthetic host with stacked guanidinium ions mimics the weakened hydration shells of protein-protein interaction interfaces, J. Org. Chem. 2014, 79 (1), 34–40. web
                                                             

 

48. Alok Shaurya, Krystyn I. Dubicki, and Fraser Hof* Chemical agents that bind post-translationally methylated lysines and arginines, Supramol. Chem., 2014, 26 (7-8), 583–590. (Invited Review) web

 

47. Sara Tabet, Sarah F. Douglas, Kevin D. Daze, Graham A. E. Garnett, Kevin J. H. Allen, Emma M. M. Abrioux, Taylor T.H. Quon, Jeremy E. Wulff, and Fraser Hof* Synthetic trimethyllysine receptors that bind histone 3, lysine 27 trimethylated (H3K27me3) and disrupt its interaction with the epigenetic reader protein CBX7, Bioorg. Med. Chem., 2013, 21 (22), 7004–7010. web


 

46.
Amanda L. Whiting, Krystyn I. Dubicki, and Fraser Hof* Synthesis of versatile nonsymmetric amine- and boron-functionalized Tröger’s base derivatives, including a Tröger’s base amino acid, Eur. J. Org. Chem., 2013, (30), 6802–6810. web


45. Kevin D. Daze, Catherine E. Jones, Brandin J. Lilgert, Cory S. Beshara, and Fraser Hof* Dissecting the effects of physiological salt, buffer, and temperature on the complexation of methylated ammonium ions and methyllysines by sulfonated calixarenes Can. J. Chem., 2013, 91 (10), 1072–1076. web
calix-lysine

44. Thomas Pinter, Chakravarthi Simhadri, and Fraser Hof* Dissecting the complex recognition interfaces of potent tetrazole- and pyrrole-based anion binders J. Org. Chem., 2013, 78 (10), 4642–4648web
(selected as a Feature Article)

tetrazoles

43. Kevin D. Daze and Fraser Hof* The cation-pi interaction at protein-protein interaction interfaces: developing and learning from synthetic mimics of proteins that bind methylated lysines Acc. Chem. Res., 2013, 78 (10), 4642–4648. web

42. Amanda L. Whiting and Fraser Hof* Binding cationic guests in water with a series of indole-derived hosts: large differences in affinity from subtle changes in structure Org. Biomol. Chem., 2012, 10 (34), 6885–6892. web

41. Jill I. Murray, Michelle L. Tonkin, Amanda L. Whiting, Fangni Peng, Benjamin Farnell, Jay T. Cullen, Fraser Hof and Martin J. Boulanger* Structural characterization of S100A15 reveals a novel zinc coordination site among S100 proteins and altered surface chemistry with functional implications for receptor binding BMC Structural Biology, 2012, 12: 16. web

40. Kevin D. Daze, Thomas Pinter, Cory S. Beshara, Andreas Ibraheem, Samuel A. Minaker, Manuel C.F. Ma, Rebecca J.M. Courtemanche, Robert E. Campbell,* and Fraser Hof* Supramolecular hosts that recognize methyllysines and disrupt the interaction between a modified histone tail and its epigenetic reader protein Chemical Science, 2012, 3 (9), 2695–2699. web


39. Samuel Minaker, Kevin D. Daze, Manuel C.F. Ma, and Fraser Hof* Antibody-free reading of the histone code using a simple chemical sensor array J. Am. Chem. Soc., 2012, 134 (28), 11674–11680. web


38. Subrata Jana, Amanda L. Whiting, Anita Hazra, Saikat Sen, Shyamaprosad Goswami, Goverdhan Mehta, Hoong-Kun Fun, and Fraser Hof* Anion recognition by a novel preorganized binding motif: amide-functionalized quinoliniums characterized in the solid state and in solution Supramol. Chem. 2012, 24 (6), 385–391. web

37. Kevin D. Daze, Manuel C.F. Ma, Florent Pineux, and Fraser Hof* Synthesis of new trisulfonated calix[4]arenes functionalized at the upper rim, and their complexation with the trimethyllysine epigenetic mark Org. Lett. 2012, 14 (6), 1512–1515. web 


36. Xing Wang and Fraser Hof* (How) does 1,3,5-triethylbenzene scaffolding work? Analyzing the abilities of 1,3,5-triethylbenzene- and 1,3,5-trimethylbenzene-based scaffolds to preorganize the binding elements of supramolecular hosts and to improve binding of targets. Beil. J. Org. Chem. 2012, 8, 1–10. web


35. Rebecca J.M. Courtemanche, Thomas Pinter, and Fraser Hof* Just add tetrazole: 5-(2-pyrrolo)tetrazoles are potent anion recognition elements Chem. Commun. 2011, 47, 12688–12690. web


34. Thomas Pinter, Subrata Jana, Rebecca J.M. Courtemanche, and Fraser Hof* The recognition properties of carboxylic acid bioisosteres: anion binding by tetrazoles, aryl sulfonamides and acyl sulfonamides on a calix[4]arene scaffold, J. Org. Chem., 2011, 76, 3733–3741. web


33. Jennifer Pape, Keri McQuinn, Fraser Hof, and J. Scott McIndoe* Blurring the line between solution and the gas phase: evaporation of water from hypersolvated lanthanide trications provides insights into solution acidity, New. J. Chem., 2011, 35, 1582–1587. web journal cover (pdf)

32. M. Adil Khan, Joel Moktar, Patrick Mott, Mary Vu, Aaron H. McKie, Thomas Pinter, Fraser Hof,* and Russell Bishop* Inscribing the perimeter of the PagP hydrocarbon ruler by site-specific chemical alkylation, Biochemistry, 2010, 49, 9046–9057. web

31. Cory S. Beshara and Fraser Hof* Modular incorporation of 1-benzyltryptophan into dipeptide hosts that bind acetylcholine in pure water, Can. J. Chem., 2010, 88, 1009–1016 (cover of Oct. 2010 issue). web

30. Cory S. Beshara, Catherine E. Jones, Kevin D. Daze, Brandin J. Lilgert, and Fraser Hof* A simple calixarene recognizes post-translationally methylated lysineChemBioChem, 2010, 11, 63–66. web

29. Nathan R. West, Benjamin Farnell, Jill I. Murray, Fraser Hof,* Peter H. Watson,* and Martin J. Boulanger,* Structural and functional characterization of a triple mutant form of S100A7 defective for Jab1 binding Protein Sci., 2009, 18, 2615–2623. web


28. Rafaél León, Jill I. Murray, Gina Cragg, Benjamin Farnell, Nathan R. West, Tamara Pace, Peter H. Watson, Cornelia Bohne,* Martin J. Boulanger,* and Fraser Hof* Identification and characterization of binding sites on S100A7, a participant in cancer and inflammation pathways Biochemistry, 2009, 48, 10591–10600. web


27. Amanda L. Whiting, Nicole M. Neufeld, Fraser Hof* A tryptophan-analog host whose interactions with ammonium ions in water are dominated by the hydrophobic effect Tet. Lett., 2009, 50, 7035–7037. web


26. Keri McQuinn, Fraser Hof,* J.S. McIndoe,* X. Chen, G. Wu, A.J.  Stace* Evidence of asymmetric cation solvation from the instability of [Pb(H2O)n]2+ complexes Chem. Commun. 2009, 4088–4091. web

24. Keri McQuinn, Fraser Hof,* and J. Scott McIndoe* Collision-induced dissociation of large protonated water clusters Int. J. Mass Spectrom. 2009, 279, 32–36. web

23. Aaron H. McKie, Sayuri Friedland, and Fraser Hof* Tetrazoles are potent anion binding elements that emulate the disfavoured anti conformation of carboxylic acids Org. Lett. 2008 10(20), 4653–4655. web


22. Keri McQuinn, J. Scott McIndoe*, and Fraser Hof* Insights into the post-translational methylation of arginine from studies of guanidinium-water nanodroplets Chem. Eur. J. 2008, 14(21), 6483–6489. web


21. Xing Wang, Olga V. Sarycheva, Bryan D. Koivisto, Aaron H. McKie, and Fraser Hof* A terphenyl scaffold for pi-stacked guanidinium recognition elements Org. Lett. 2008, 10(2), 297–300. web

 


20. Keri McQuinn, Fraser Hof*, and J. Scott McIndoe* Direct observation of ion evaporation from a triply charged nanodroplet
Chem. Commun. 2007, 4099–4101. web

19. Devin J. Mahnke, R. McDonald, and Fraser Hof* A shape-dependent hydrophobic effect for tetrazoles Chem. Commun. 2007, 3738–3740. web


17. Orion B. Berryman, Fraser Hof, Michael J. Hynes and Darren W. Johnson* Anion–pi interaction augments halide binding in solution Chem. Commun. 2006, 506–508. web


Post-doctoral work - with François Diederich, ETH Zurich

25. Martina Zürcher, Fraser Hof, Luzi Barandun, Andri Schütz, W. Bernd Schweizer, Solange Meyer, Daniel Bur, François Diederich Synthesis of exo-3-amino-7-azabicyclo[2.2.1]heptanes as a class of malarial aspartic protease inhibitors: exploration of two binding pockets Eur. J. Org. Chem. 2009, 1707–1719. web

18. Fraser Hof, Andri Schütz, Christoph Fäh, Solange Meyer, Daniel Bur, Jun Liu, Daniel E. Goldberg, and François Diederich Starving the Malaria Parasite: A New Class of Inhibitors Active Against the Aspartic Proteases Plasmepsins I, II, and IV Angew. Chem. Int. Ed. 2006, 45(13), 2138–2141. web


16. Fraser Hof, Sergey Sergeyev, Mikhail Shair, Denise M. Scofield, Felix Fischer, and François Diederich Preparation of Tröger Base Derivatives Using Cross-Coupling Methodologies Helv. Chim. Acta 2005, 88(8), 2333–2344.  web

15.  Fraser Hof, Denise M. Scofield, W. Bernd Schweizer, and François Diederich A Weak Attractive Interaction Between Organic Fluorine and an Amide Angew. Chem. Int. Ed. 2004, 43(38), 5056–5059.  web


14.  Fraser Hof and François Diederich Medicinal Chemistry in Academia: Molecular Recognition with Biological Receptors Chem. Commun. 2004, (5), 484-487web


Graduate studies - with Julius Rebek, Scripps Research Institute

13.  Shannon M. Biros, Elke C. Ullrich, Fraser Hof, Laurent Trembleau, and Julius Rebek, Jr. Kinetically Stable Complexes in Water: The Role of Hydration and Hydrophobicity J. Am. Chem. Soc. 2004, 126(9), 2870-2874.  web

12. Darren W. Johnson, Fraser Hof, Liam C. Palmer, Tomás Martín, Ulrike Obst, and Julius Rebek, Jr. Glycoluril Ribbons Tethered by Complementary Hydrogen Bonds Chem. Commun. 2003, 14, 1638-1639.  web 

11. Fraser Hof, Laurent Trembleau, Elke Christine Ullrich, and Julius Rebek, Jr. Acetylcholine Recognition by a Deep, Biomimetic Pocket Angew. Chem. Int. Ed. 2003, 42(27), 3150-3153web 

10. Darren W. Johnson, Fraser Hof, Peter M. Iovine, Colin Nuckolls, and Julius Rebek, Jr. Solid State and Solution Studies of a Tetrameric Hydrogen-Bonded Capsule and its Guests Angew. Chem. Int. Ed. 2002, 41(20), 3793-3796.  web

9. Darren W. Johnson, Liam C. Palmer, Fraser Hof, Peter M. Iovine, and Julius Rebek, Jr. New Supramolecular Organization for Glycoluril: Chiral Hydrogen-Bonded Ribbons Chem. Commun. 2002, 2228-2229.  web

8. Fraser Hof, Stephen L. Craig, Colin Nuckolls, and Julius Rebek, Jr. Molecular Encapsulation Angew. Chem. Int. Ed. 2002, 41(9), 1488-1508. (selected for cover of 2002 issue #9) web

7. Fraser Hof and Julius Rebek, Jr. Molecules-Within-Molecules: Molecular Recognition Through Self-Assembly Proc. Nat. Acad. Sci. U.S.A. 2002, 99(8), 4775-4777. web

6. Fraser Hof, Peter M. Iovine, Darren W. Johnson, and Julius Rebek, Jr. Highly Selective Synthesis of Heterosubstituted Aromatic Sulfamides Org. Lett. 2001, 3 (26), 4247-4249.  web

5. Fraser Hof, Liam C. Palmer, and Julius Rebek, Jr. Synthesis and Self-Assembly of the "Tennis Ball" Dimer and Subsequent Encapsulation of Methane: An Advanced Organic Chemistry Laboratory Experiment J. Chem. Ed. 2001, 78, 1519-1524. pdf

4. Fraser Hof, Colin Nuckolls, Stephen L. Craig, Tomas Martín, and Julius Rebek, Jr. Emergent Conformational Preferences of a Self-Assembling Small Molecule: Structure and Dynamics in a Tetrameric Capsule, J. Am. Chem. Soc. 2000, 122 (17), 10991-10996. web

3. Fraser Hof, Colin Nuckolls, and Julius Rebek, Jr. Diversity and Selection in Self-Assembled Tetrameric Capsules, J. Am. Chem. Soc. 2000, 122 (17), 4251-4252. web

2. Colin Nuckolls, Fraser Hof, Tomas Martín, and Julius Rebek, Jr. Chiral Microenvironments in Self-Assembled Capsules, J. Am. Chem. Soc. 1999, 121 (44), 10281-10285. web

Undergrad - University of Alberta

1. Marcelo M. M. Pelisson, Gil Valdo José da Silva, Derrick L. J. Clive, Don M. Coltart, and Fraser A. Hof Studies on the Preparation of 3,4-Disubstituted 2-Methoxypyridines, J. Het. Chem. 1999, 36, 653-658.