Charlie Fehl (gq0554)

University information

Title: Assistant Professor
Unit: Chemistry
Department: College of Liberal Arts & Science

Contact information


Cancer Biology Program

Phone: 313-577-5667
Title: Assistant Professor
Address: 5101 Cass Ave., Detroit, MI 48202
Office Address:

  Office: 469 Chem

Department:

 Chemistry

Laboratory Address:

Lab: 460 Chem

Laboratory Web Site:

https://fehl-lab.com/

Research Interests:

• Chemical tools to track how glycans change spatiotemporally during cell metabolism and signaling
• Biochemical studies to discover and predict functional effects of protein glycosylation
• Medicinal chemistry to inhibit metabolic risk factors in tumorigenic pathways

Research Description:

All cells use sugar, but a consequence of unbalanced sugar usage is disease through hexosamine sugar signaling pathways including glucosamines. To precisely define the roles of hexosamine sugar-driven effects, the Fehl Group designs chemical tools sensitive for live-cell applications, for example our light-controlled photosugars and our cell compartment-specific "GlycoID" labeling strategy. We apply chemical biology tools at the interface of metabolism disease and cancer pathways to discover new roles for glucose-driven events in cells and disease. A key target area is determining the mechanisms and potential treatment strategies for cancers that have elevated risk in patients with hyperglycemia.

 

Recent Publications:

Saheed Ayodeji, Emily A. Teslow, Lisa A. Polin, Greg Dyson, Aliccia Bollig-Fischer, and Charlie Fehl. Hyperglycemia and O-GlcNAc transferase activity drive a cancer stem cell pathway in triple-negative breast cancer. Cancer Cell International 2023;23:102.

Yimin Liu, Zachary M. Nelson, Ali Reda, and Charlie Fehl. Spatiotemporal Proximity Labeling Tools to Track GlcNAc Sugar-Modified Functional Protein Hubs during Cellular Signaling. ACS Chemical Biology 2022;17:2153.

Courtney A. Kon dor, Jaggaiah N. Gorantla, Garry D. Leonard, and Charlie Fehl. Synthesis and mammalian cell compatibility of light-released glycan precursors for controlled metabolic engineering. Bioorganic & Medicinal Chemical 2022;70:116918.

Charlie Fehl and John A. Hanover. Tools, Tactics, and Objectives to Interrogate Cellular Roles of O-GlcNAc in Disease. Nature Chemical Biology 2022;18:8-17.

Groenevelt, Jessica M.; Corey, Daniel J.; Fehl, Charlie. Chemical Synthesis and Biological Applications of O-GlcNAcylated Peptides and Proteins. ChemBioChem 2021;22:1854-70.

Josephson, Brian*; Fehl, Charlie*; Iseneggar, Patrick* [*equal contributors]; Nadal, Simon; Wright, Tom H.; Poh, Adeline W.J.; Bower, Ben J.; Giltrap, Andrew M.; Chen, Lifu; Batchelor-McAuley, Christopher; Roper, Grace; Arisa, Oluwatobi; Sap, Jeroen B.I.; Kawamura, Akane; Baldwin, Andrew; Mohammed, Shabaz; Compton, Richard G.; Gouverneur, Veronique; Davis, Benjamin. G. Mild, Light-Driven, Posttranslational Installation of Reactive Protein Side-Chains. Nature 2020;585: 530.

Yang, Min*; Fehl, Charlie* [*equal contributors]; Lees, Karen V.; Lim, Eng-Kiat; Offen, Wendy; Davies, Gideon J.; Bowles, Dianna J.; Roberts, Stephen J.; Davis, Benjamin G. Functional and informatics analysis enables glycosyltransferase activity prediction. Nature Chemical Biology 2018;14:1109.

Fehl, Charlie; Vogt, Caleb; Yadav, Rahul; Li, Kelin; Scott, Emily E.; Aubé, Jeffrey. Structure-based design of inhibitors with improved selectivity for steroidogenic cytochrome P450 17A1 over cytochrome P450 21A2. J. Med. Chem. 2018;61:4946.

Education/Training:

Postdoc, 2018, University of Oxford - Chemical Biology
Ph.D. 2014, University of Kansas - Medicinal Chemistry
B.S. 2009, University of Michigan - Biochemistry

Charlie Fehl

College of Liberal Arts and Sciences

Department: Chemistry
Title: Assistant Professor
Phone: 313-577-5667
Fax: 313-577-8822
Office:

Chem 469

Curriculum Vitae: https://people.wayne.edu/profile/gq0554/1578/charlie_fehl_cv_may_2023_-_wsu.pdf 439104 1690490459 file
Website: https://fehl-lab.com
Social Media: https://twitter.com/FehlLab https://twitter.com/CharlieFehl
Research interest(s)/area of expertise:

Developing and utilizing highly selective chemical reactions that are able to occur in living cells to track sugar signaling motifs in disease states characterized by altered sugar metabolism

Research:

Dr. Charlie Fehl is a synthetic chemical biologist. His training--spanning the Atlantic ocean at times (University of Michigan / University of Kansas / Universität Regensburg (Germany)/Oxford University (United Kingdom)) – focused on chemical techniques in catalyst design, photochemistry and biocatalysis. These were applied to solve problems in drug design, protein synthesis + modification, epigenetic protein-protein interactions, and understanding complex enzymatic networks. Researchers in the Fehl Lab develop selective chemical and biochemical tools to unravel and treat complex problems in disease biology.

Education – Degrees, Licenses, Certifications: B.S., University of Michigan, 2009 Ph.D., University of Kansas, 2014 Postdoctoral Research Associate, University of Oxford, UK, 2014-2018
Awards and grants:

University Research Grant (WSU, 2019-2020)

Ebbing Faculty Development Award (WSU, 2020-2021)

 NIH R35 Grant (2021-2026): "Spatiotemporal tools to interrogate O-GlcNAc functions in cellular signaling"

 NSF CAREER award (2023-2028): "CAREER: Illuminating O-GlcNAc-driven functions of the human proteome"

 Mizutani Foundation for Glycoscience research grant (2023-2024): "Capturing real-time sugar signaling in cells with light-released O-GlcNAc probes"

Selected publications:

Journal articles

  • “Hyperglycemia and O-GlcNAc transferase activity drives cancer stem cell induction in triple-negative breast cancer.” Saheed Ayodeji, Emily A. Teslow, Lisa A. Polin, Greg Dyson, Aliccia Bollig-Fischer, and Charlie Fehl. Cancer Cell International (2023), volume 23: article 102. 
  • “Spatiotemporal Proximity Labeling Tools to Track GlcNAc Sugar-Modified Functional Protein Hubs during Cellular Signaling.” Yimin Liu, Zachary M. Nelson, Ali Reda, and Charlie Fehl. ACS Chemical Biology (2022) in-press. DOI: https://doi.org/10.1021/acschembio.2c00282
  • Synthesis and mammalian cell compatibility of light-released glycan precursors for controlled metabolic engineering.” Courtney A. Kondor, Jaggaiah N. Gorantla, Garry D. Leonard, and Charlie Fehl. Bioorganic & Medicinal Chemical (2022) in-press. DOI: https://doi.org/10.1016/j.bmc.2022.116918
  • “Tools, Tactics, and Objectives to Interrogate Cellular Roles of O-GlcNAc in Disease.” Charlie Fehl and John A. Hanover. Nature Chemical Biology (2022) 18: 8-17. DOI: https://doi.org/10.1038/s41589-021-00903-6
  • “Chemical Synthesis and Biological Applications of O-GlcNAcylated Peptides and Proteins.” Groenevelt, Jessica M.; Corey, Daniel J.; Fehl, Charlie. ChemBioChem (2021) 22: 1854-1870. DOI: 10.1002/cbic.202000843
  • “Mild, Light-Driven, Posttranslational Installation of Reactive Protein Side-Chains.” Josephson, Brian*; Fehl, Charlie*; Iseneggar, Patrick* [*equal contributors]; Nadal, Simon; Wright, Tom H.; Poh, Adeline W.J.; Bower, Ben J.; Giltrap, Andrew M.; Chen, Lifu; Batchelor-McAuley, Christopher; Roper, Grace; Arisa, Oluwatobi; Sap, Jeroen B.I.; Kawamura, Akane; Baldwin, Andrew; Mohammed, Shabaz; Compton, Richard G.; Gouverneur, Veronique; Davis, Benjamin. G. Nature (2020) 585: 530. DOI: 10.1038/s41586-020-2733-7
  • “Functional and informatics analysis enables glycosyltransferase activity prediction.” Yang, Min*; Fehl, Charlie* [*equal contributors]; Lees, Karen V.; Lim, Eng-Kiat; Offen, Wendy; Davies, Gideon J.; Bowles, Dianna J.; Roberts, Stephen J.; Davis, Benjamin G. Nature Chemical Biology, 14, 1109. (2018). DOI: 10.1038/s41589-018-0154-9
  • “Structure-based design of inhibitors with improved selectivity for steroidogenic cytochrome P450 17A1 over cytochrome P450 21A2.” Fehl, Charlie; Vogt, Caleb; Yadav, Rahul; Li, Kelin; Scott, Emily E.; Aubé, Jeffrey. J. Med. Chem. 2018, 61, 4946. DOI: 10.1021/acs.jmedchem.8b00419
  • “Proteins as templates for complex synthetic metalloclusters: towards biologically programmed heterogeneous catalysis.” Fehl, Charlie; Davis, Benjamin G. Proc. Royal Soc. A: Math. Phys. Eng. Sci. 2016, 472, 20160078. DOI: 10.1098/rspa.2016.0078
  • “Temperature dependence of turnover in a Sc(OTf)3-catalyzed intramolecular Schmidt reaction.” Fehl, Charlie; Hirt, Erin. E.; Li, Sze-Wan; Aubé, Jeffrey. Tetrahedron Lett. 2015, 56, 3137. DOI: 10.1016/j.tetlet.2014.12.068
  • “Photocatalytic surface patterning of cellulose using diazonium salts and visible light.” Schroll, Peter; Fehl, Charlie; Dankesreiter, Stefan; König, Burkhard. Org. Biomol. Chem. 2013, 11, 6510. DOI: 10.1039/c3ob40990b
  • “Overcoming product inhibition in catalysis of the intramolecular Schmidt reaction.” Motiwala, Hashim F.; Fehl, Charlie; Li, Sze-Wan; Hirt, Erin E.; Porubsky, Patrick; Aubé, Jeffrey. J. Am. Chem. Soc. 2013, 135, 9000. DOI: 10.1021/ja402848c
  • “Use of a tandem Prins/Friedel-Crafts reaction in the construction of the indeno-tetrahydropyridine core of the haouamine alkaloids: formal synthesis of (-)-haouamine A.” Fenster, Erik; Fehl, Charlie; Aubé, Jeffrey. Org. Lett. 2011, 13, 2614. DOI: 10.1021/ol200725m

Book chapters

  • “Outperforming Nature’s Catalysts: Designing Metalloenzymes for Chemical Synthesis.” Fehl, Charlie; Jarvis, Amanda G.; Palm-Espling, Maria; Davis, Benjamin G.; Kamer, Paul C.J. In Modern Developments in Catalysis; World Scientific Press: Singapore, 2016; 89-122
  • “Hofmann, Curtius, Schmidt, Lossen and Related Reactions.” Fehl, Charlie; Liu, Ruzhang; McCleod, Michael; Motiwala, Hashim; Aubé, Jeffrey. In Comprehensive Organic Synthesis, 2nd Ed; Elsevier Limited: Amsterdam, 2014; 598-635

Patents

  • “Inhibitors of CYP17A1.” Fehl, Charlie; Scott, Emily E.; Aubé, Jeffrey. United States Patent 9,611,270. (April 4, 2017)
Incremental coursework:

CHM6270/7270: Drug Design (taught 2018, 2019, 2020, 2021)

CHM1240: Organic Chemistry 1 (taught 2019, 2020, 2021)

 CHM6240/7240: Organic Spectroscopy (taught 2022 - present)

 CHM6635/7635: Tools of Molecular Biology (taugh 2023 - present)

Charlie Fehl

Courses taught by Charlie Fehl

Winter Term 2024 (current)

Fall Term 2023

Winter Term 2023

Fall Term 2022

Winter Term 2022

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