Publications
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78.
Alok Shaurya, Graham A.E. Garnett, Melissa J. Starke, Mark C. Grasdal, Charlotte C. Dewar, Anton Y. Kliuchynskyi, and Fraser Hof* An easily accessible, lower rim substituted calix[4]arene selectively binds N,N-dimethyllysine Org. Biomol. Chem. 2021, 19, 4961–4696. preprint / web
77.
Meagan A. Beatty and Fraser Hof* Host-guest binding in water, salty water, and biofluids: general lessons for synthetic, bio-targeted molecular recognition (A Tutorial Review) Chem. Soc. Rev. 2021, 50, 4812–4832. preprint / web
76.
Zoey Warmerdam, Bianca E. Kamba, Alok Shaurya, XuXin Sun, Mary K. Maguire, and Fraser Hof* Calix[4]arene sulfonate hosts selectively modified on the upper rim: a study of nicotine binding strength and geometry Supramol. Chem. 2021, 33, 88–96. preprint / web
75.
Sijie Wang, Kyle Denton, Kathryn Hobbs, Tyler Weaver, James McFarlane, Katelyn Connelly, Michael C. Gignac, Natalia Milosevich, Fraser Hof, Irina Paci, Catherine Musselman, Emily Dykhuizen, Casey Krusemark* Optimization of Ligands using Focused DNA-encoded Libraries to Develop a Selective, Cell-permeable CBX8 Chromodomain Inhibitor ACS Chem. Biol. 2020, 15, 112–131. web
74.
Natalia Milosevich, James McFarlane, Michael C. Gignac, Janessa Li, Tyler M. Brown, Chelsea R. Wilson, Lindsay Devorkin, Caitlin S. Croft, Rebecca Hof, Irina Paci, Julian J. Lum, and Fraser Hof* Pan-Specific and Partially Selective Dye-Labeled Peptidic Inhibitors of the Polycomb Paralog Proteins Bioorg. Med. Chem. 2020, 28, 115176. preprint / web
73.
Meagan A. Beatty, Allison J. Selinger, YuQi Li, and Fraser Hof* Parallel synthesis and screening of supramolecular chemosensors that achieve fluorescent turn-on detection of drugs in saliva J. Am. Chem. Soc. 2019, 141, 16763–16771. preprint / web
72.
Derek Blevins, Ronan P. Hanley, Trevor Bolduc, David Powell, Michael C. Gignac, Kayleigh Walker, Mark Carr, Fraser Hof, and Jeremy Wulff* In vitro assessment of putative PD-1/PD-L1 inhibitors: suggestions of an alternative mode of action ACS Med. Chem. Lett. 2019, 10, 1187–1192. web
71.
Chakravarthi Simhadri, Kevin D. Daze, Sarah F. Douglas, Natalia Milosevich, Leticia Monjas, Amarjot Dev, Tyler M. Brown, Anna K. H. Hirsch, Jeremy E. Wulff, and Fraser Hof* Rational adaptation of L3MBTL1 inhibitors to create small-molecule Cbx7 antagonists ChemMedChem. 2019, 14, 1444–1456. web
P3.
Graham A.E. Garnett and Fraser Hof* Compounds and conjugates for identifying and separating post-translationally modified analytes US Patent 10,338,037, issued July 2, 2019. web
70.
Meagan A. Beatty, Aidan T. Pye, Alok Shaurya, Belim Kim, Allison J. Selinger, Fraser Hof* Using reversible non-covalent and covalent bonds to create assemblies and equilibrating molecular networks that survive 5 molar urea Org. Biomol. Chem. 2019, 17, 2081–2086. web
69.
Meagan A. Beatty, Jil A. Busmann, Noah G. Fagen, Graham A. E. Garnett, Fraser Hof* A clip-like host that undergoes self-assembly and competitive guest-induced disassembly in water Supramol. Chem. 2019 31, 101–107. web
P2.
Reuven Gordon, Brian Cheng, Rashid Bux, Bram Ramjiawan, Aftab Ahmed, and Fraser Hof Detection and quantification of acetylamantadine in urine samples US Patent 10,175,226, Issued January 8, 2019. web
68.
Meagan A. Beatty, Jorge Borges-González, Nicholas J. Sinclair, Aidan T. Pye, Fraser Hof* Analyte-driven disassembly and turn-on fluorescent sensing in competitive biological media J. Am. Chem. Soc. 2018, 140, 3500–3504. web
P1.
Fraser Hof, Samuel Minaker, Kevin Daze, Sara Tabet, and Manual Ma Method and Array for Identifying Histone-Code-Related Analytes US Patent 9,879,300, issued January 30, 2018. web
67.
Kyle E. Denton, Sijie Wang, Michael C. Gignac, Natalia Milosevich, Fraser Hof, Emily C. Dykhuizen, Casey J. Krusemark* Robustness of In Vitro Selection Assays of DNA-Encoded Peptidomimetic Ligands to CBX7 and CBX8 SLAS Discovery 2018, 1–12. web
66.
Mariam Traoré, Michael Gignac, Ngoc-Duc Doan, Fraser Hof, and William D. Lubell* Aza-amino acid scanning of chromobox homolog 7 (CBX7) ligands J. Peptide Sci. 2017, 23, 266–271. web
65.
Chakravarthi Simhadri, Michael C. Gignac, Cameron J. Anderson, Natalia Milosevich, Aman Dheri, Nishant Prashar, Robert T. Flemmer, Amarjot Dev, Trevor G. Henderson, Sarah F. Douglas, Jeremy E. Wulff, Fraser Hof* Structure-activity relationships for Cbx7 inhibitors, including selectivity studies against other Cbx proteins ACS Omega 2016, 1, 541–551. web
64.
Wei Li, Nathan W. Kuehne, Erin Dallin, Reuven Gordon, Fraser Hof* A supramolecular indicator displacement assay for acetyl amantadine, a proxy biomarker for Spermidine/spermine N1-acetyltransferase (SSAT) activity Can. J. Chem. 2016, 94, 969–975. web
63.
Natalia Milosevich, Zoey Warmerdam, and Fraser Hof* Structural aspects of small molecule inhibition of methyllysine reader proteins Future Med. Chem. 2016, 13, 1681–1702. web
62.
Fraser Hof* Host-guest chemistry that directly targets lysine methylation: synthetic host molecules as alternatives to bio-reagents Chem. Commun. 2016, 52, 10093–10108. (Invited Feature 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 fluidsChem. 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
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,1Kevin D. Daze,1Sarah 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
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), 4642–4648. web
(selected as a Feature Article)
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 lysine, ChemBioChem, 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), 484-487. web
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), 3150-3153. web
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.
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