Arising from Independent Career

63) Pentosinane, a post-translational modification of human proteins with underappreciated stability. deRamon EA, Sabbasani VR, Streeter MD, Liu Y, Newhouse TR, McDonald DM, Spiegel DA. JACS2022. Published Nov 21. doi: 10.1021/jacs.2c09626.

62) Bifunctional small molecules that mediate the degradation of extracellular proteins. Caianiello DF, Zhang M, Ray JD, Howell RA, Swartzel JC, Branham EMJ, Chirkin E, Sabbasani VR, Gong AZ, McDonald  DM, Muthusamy V, Spiegel DA. Nature Chemical Biology2021, Published Aug 19. doi: 10.1038/s41589-021-00851-1. **Highlighted in Nature and Science

61) Sirtuin 2 Regulates Protein LactoylLys Modifications. Jennings EQ, Ray JD, Zerio CJ, Trujillo MN, McDonald DM, Chapman E, Spiegel DA, Galligan JJ. ChemBioChem2021, Published Apr 9. doi: 10.1002/cbic.202000883.

60) Classically activated mouse macrophages produce methylglyoxal that induces TLR40 and RAGE-independent proinflammatory response. Prantner D, Nallar S, Richard K, Spiegel D, Collins KD, Vogel SN. J Leukoc Biol. 2021, Published July 17, 2020. doi: 10.1002/JLB.3A0520-745RR.

59) Generation and Characterization of Anti-Glycosepane Antibodies Enabling Direct Detection of Glucosepane in Retinal Tissue. Streeter MD, Rowan S, Ray J, McDonald DM, Volkin J, Clark J, Taylor A, Spiegel DA. ACS Chem Biol. 2020, Published Sep 25. doi: 10.1021/acschembio.0c00093.

58) Glycation and Serum Albumin Infiltration Contribute to the Structural Degeneration of Bioprosthetic Heart Valves. Frasca A, Xue Y, Kossar AP, Keeney S, Rock C, Zakharchenko A, Streeter M, Gorman RC, Grau JB, George I, Bavaria JE, Krieger A, Spiegel DA, Levy RJ, Ferrari G. JACC Basic Transl Sci. 2020doi: 10.1016/j.jacbts.2020.06.008.

57) Fluorescent stem peptide mimics: In situ probes for peptidoglycan crosslinking. Gautam S, Kim T, Howell R, Spiegel DA. Methods Enzymol. 2020, Published Apr 8. doi: 10.1016/bs.mie.2020.02.016.

56) Age-related changes in the physical properties, cross-linking and glycation of collagen from mouse tail tendon. Stammers M, Ivanova IM, Niewczas IS, Segonds-Pichon A, Streeter M, Spiegel DA, Clark J. J Biol Chem2020, Published May 7. doi: 10.1074/jbc.RA119.011031.

55) Regulatory myeloid cells paralyze T cells through cell-cell transfer of the metabolite methylglyoxal.Baumann T, Dunkel A, Schmid C, Schmitt S, Hiltensperger M, Lohr K, Laketa V, Donakonda S, Ahting U, Lorenz-Depiereux B, Heil JE, Schredelseker J, Simeoni L, Fecher C, Körber N, Bauer T, Hüser N, Hartmann D, Laschinger M, Eyerich K, Eyerich S, Anton M, Streeter M, Wang T, Schraven B, Spiegel D, Assaad F, Misgeld T, Zischka H, Murray PJ, Heine A, Heikenwälder M, Korn T, Dawid C, Hofmann T, Knolle PA, Höchst B. Nat Immunol2020, Published Apr 23. doi: 10.1038/s41590-020-0666-9.

54) A low glycemic diet protects disease-prone Nrf2-deficient mice against age-related macular degeneration. Rowan S, Jiang S, Chang ML, Volkin J, Cassalman C, Smith KM, Streeter MD, Spiegel DA, Moreira-Neto C, Rabbani N, Thornalley PJ, Smith DE, Waheed NK, Taylor A.Free Radic Biol Med2020, Published Feb 14. doi: 10.1016/j.freeradbiomed.2020.02.010.

53) Synthetic Rhamnose Glycopolymer Cell-Surface Receptor for Endogenous Antibody Recruitment. De Coen R, Nuhn L, Perera C, Arista-Romero M, Risseeuw MDP, Freyn A, Nachbagauer R, Albertazzi L, Van Calenbergh S, Spiegel DA, Peterson BR, De Geest BG. Biomacromolecules2020, Published Jan 8. doi: 10.1021/acs.biomac.9b01483.

52) Non-enzymatic Lysine Lactoylation of Glycolytic Enzymes.Gaffney DO, Jennings EQ, Angerson CC, Marentette JO, Shi T, Schou Oxvig AM, Streeter MD, Johannsen M, Spiegel DA, Chapman Em Roede JR, Galligan JJ. Cell Chem Biol2020, Published Nov 22, 2019. doi: 10.1016/j.chembiol.2019.11.005.

51) One-strep Synthesis of 2,5-Diaminoimidazoles and Total Synthesis of Methylglyoxal-Derived Imidazolium Crosslink (MODIC). Sabbasani VR, Wang KP, Streeter MD, Spiegel DA. Angewandte Chemie2019, Published Nov 12. doi: 10.1002/anie.201911156.

50) Biocatalytic Reversal of Advanced Glycation End-Product Modification. Kim NY, Goddard TN, Sohn S, Spiegel DA, Crawford JM. ChemBiochem, 2019, Published April 23. doi: 10.1002/cbic.201900158.

49) A Slick Solution to a Sticky Problem. Gautam S, Sharma L, Dela Cruz CS, Spiegel DA. Biochemistry. 2018, Published Oct 5. doi: 10.1021/acs.biochem.8b00916

48) Histones are Targets for Modification by the Glycolytic By-Product, Methylglyoxal. Galligan JJ, Wepy JA, Streeter MD, Kingsley PJ, Mitchener MM, Wauchope OR, Beavers WN, Rose KL, Wang T, Spiegel DA, Marnett LJ. Proc. Nat. Acad. Sci., 2018, 115, 9228–9233.

47) Glyoxalase Goes Green: The Expanding Roles of Glyoxalase in Plants. Sankaranarayanan S, Jamshed M, Kumar A, Skori L, Scandola S, Wang T, Spiegel DA, Samuel MA.Int. J. Molec. Sci., 2017, 18, 898, doi:10.3390/ijms18040898.

46) Hormetic Effect of Methylglyoxal in Favor of Cancer Growth In Vivo. Nokin M-J, Durieux F, Bellier J, Peulen O, Uchida K, Spiegel DA, Hutton CA, Castronovo V, Bellahcène A. Scientific Reports, 2017, doi: 10.1038/s41598-017-12119-7.

45) Neutralization of pathogenic fungi with small‐molecule immunotherapeutics. Chirkin, E.; Muthusamy, V.; Mann, P.; Roemer, T.; Nantermet, P. G.; Spiegel, D.  Angewandte Chemie International Edition 2017, doi: 10.1002/anie.201707536.

44) Encoded silicon-chip-based platform for combinatorial synthesis and screening. Vastl J, Wang T, Trinh TB, Spiegel DA. ACS Combi Sci. 2017, doi: 10.1021/acscombsci.6b00181. 

43) Methylglyoxal, a glycolysis side-product, induces Hsp90 glycation and YAP-mediated tumor growth and metastasis.  Nokin MJ, Durieux F, Peixoto P, Chiavarina B, Peulen O, Blomme A, Turtoi A, Costanza B, Smargiasso N, Baiwir D, Scheijen JL, Schalwijk CG, Leenders J, De Tullio P, Bianchi E, Thiry M, Uchida K, Spiegel DA, Cochrane JR, Hutton CA, De Pauw E, Delvenne P, Belpomme D, Castronovo V, Bellahcene A. Elife2016, 19;5. pii: e19375. doi: 10.7554/eLife.19375.

42)  Re-engineering the Immune Response to Metastatic Cancer: Antibody-Recruiting Small Molecules Targeting the Urokinase Receptor.  Rullo AF, Fitzgerald KJ, Muthusamy V, Liu M, Yuan C, Huang M, Kim M, Cho AE, Spiegel DA. AngewChem. Int. Ed. 2016, 7;55 (11), 3642-3646.

41)  Peptidines: Glycine-Amidine-Based Oligomers for Solution- and Solid-Phase Synthesis.  Vastl J, Kartika R, Park K, Cho AE, Spiegel DA. Chem. Sci. 2016, doi: 10.1039/C5SC03882K.  

40)  A Nanobody Activation Immunotherapeutic That Selectively Destroys HER2-Positive Breast Cancer Cells.  Gray MA, Tao RN, DePorter SM, Spiegel DA, McNaughton B. Chembiochem, 2015doi:10.1002/cbic.201500591. 

39)  Wall Teichoic Acids Prevent Antibody Binding to Epitopes Within the Cell Wall of Staphylococcus Aureus.  Gautam S, Kim T, Lester E, Deep D, Spiegel DA. ACS Chem Biol20161, 25-30. 

38) Concise total synthesis of glucosepane.  Draghici, C, Wang, T, Spiegel, DA. Science2015350 (6258), 294-298.         **Featured in Science.

37)  Methylglyoxal, the Foe and Friend of Glyoxalase and Trx/TrxR Systems in HT22 Nerve Cells.  Dafre AL, Goldenberg J, Wang T, Spiegel DA, Maher PA. Free Rad. Bio. Med. 2015, 89, 8-19. 

36)  An Activity-based Probe for Studying Crosslinking in Live Bacteria.  Gautam S, Kim T, Shoda T, Deep D, Luthra R, Lester ET, Ferreira MT, Pinho MG, Spiegel DA.  Angew. Chem. Int. Ed. 2015, 54 (36), 10492-10496.

35)  Generation and Characerization of Antibodies Against Arginine-derived Advanced Glycation Endproducts.  Wang T, Streeter M, Spiegel DA.  Bioorg. Med. Chem. Lett. 2015, 25 (21), 4881-4886.

34)  Chemical Probes Reveal an Extraseptal Mode of Cross-linking in Staphylococcus Aureus.  Gautam S, Kim T, Spiegel DA. J. Am. Chem. Soc.. 2015, 137 (23), 7441-7447. 

33)  Click-coated, Heparinized, Decellularized Vascular Grafts.  Dimitrievska S, Cai C, Weyers A, Balestrini JL, Lin T, Sundaram S, Hatachi G, Spiegel DA., Kyriakides T.R., Miao J., Li G., Niklason L.E., Linhardt R.J. Acta Biomater., 2015, 13, 177-187. 

32)  Chemically Synthesized Molecules with the Targeting and Effector Functions of Antibodies.  McEnaney, PJ, Fitzgerald, KJ, Zhang, AX, Douglass, Jr., EF, Shan W, Balog A, Kolesnikova MD, Spiegel DA.
J. Am. Chem. Soc., 2014, 136 (52), 18034-18043.                                                                                                        **Featured in Nature News and Views, Chemical Engineering and News, and Scientific American.

31)  Illuminating HIV gp120–Ligand Recognition through Computationally-Driven Optimization of Antibody-Recruiting Molecules.  Parker CG, Dahlgren MK, Tao RN, Li DT, Douglass EF, Shoda T, Jawanda N, Spasov KA, Lee S, Zhou N, Domaoal RA, Sutton RE, Anderson KS, Jorgensen WL, Krystal M, Spiegel DA. Chem. Sci.20145 (6), 2311-2317. 

30)  Pushing the Bacterial Envelope: Strategies for Re-engineering Bacterial Surfaces with Heterologous Proteins and Sugars.  Gautam S, Spiegel, DA.  In Micro- and Nanoengineering of the Cell Surface, Weian Zhao and Jeffrey Karp, Eds. Elsevier, 2013, 63-97.

29)  Reversal of Hypertriglyceridemia, Fatty Liver Disease and Insulin Resistance by a Novel Liver-targeted Mitochondrial Uncoupler.  Perry RJ, Kim T, Zhang X-M, Lee H-Y, Pesta D, Zhang D, Rahimi Y, Jurczak M, Cline GC, Spiegel DA, Shulman GI. Cell Metabolism, 2013, 18 (5), 740-748. 

28)  Exploring Binding and Effector Functions of Natural Human Antibodies Using Synthetic Immunomodulators.  Jakobsche CE, Parker CG, Tao RN, Kolesnikova MD, Douglass Jr. EF, Spiegel DA. ACS Chem. Biol., 2013, 8 (11), 2404-2411. 

27)  A “Turn-On” Fluorescent Sensor for Methylglyoxal.  Wang T, Douglass Jr. EF, Fitzgerald, KJ, Spiegel DA. J. Am. Chem. Soc., 2013, 135, 12429-12433.                                                                                                                                          **Featured in Chemical and Engineering News.

26)  Serendipitous Discovery of Two Highly Selective Inhibitors of Bacterial Luciferase.  Kim T, Spiegel DA. Tetrahedron, 2013, 36, 7692-7698.  *Invited submission for special issue honoring Professor Paul Wender.

25)  A Call to ARMs: The Promise of Small Molecule Immunotherapeutics for Treating Human Disease.  Spiegel DA. Expert Review of Clinical Pharmacology, 2013, 6, 223-225. 

24)  A Comprehensive Mathematical Model for Three-Body Binding Equilibria.  Douglass E F, Miller CJ, Sparer G, Shapiro H, Spiegel DA. J. Am. Chem. Soc., 2013, 135, 6092-6099.

23)  Synthetic Immunology.  McEnaney P, Padukkavidana T, Spiegel DA. In Biotherapeutics: Recent Developments using Chemical and Molecular Biology, Lyn Jones, Ed. (Royal Society of Chemistry, 2013), 1-35. 

22)  Exterior Design: Strategies for Redecorating the Bacterial Surface with Small Molecules.  Gautam S, Gniadek TJ, Kim T, Spiegel DA. Trends in Biotechnology, 2013, 31, 258-267. 

21)  The Unique Reactivity of N-phenacyl-derived Thiazolium Salts Toward Alpha-dicarbonyl Compounds.  Kim T, Spiegel DA. Rejuvenation Research, 2013, 16(1), 45-50.

20)  Antibody-recruiting Molecules: An Emerging Paradigm for Engaging Immune Function in Treating Human Disease.  McEnaney PJ, Parker CG, Zhang AX, Spiegel DA. ACS Chem. Biol., 2012, 1139-1151.

19)  Exploring Post-translational Arginine Modification Using Chemically Synthesized Methylglyoxal Hydroimidazolones.  Wang T, Kartika R, Spiegel DA. J. Am. Chem. Soc., 2012, 134, 8958–8967. 

18)  Reprogramming Urokinase into an Antibody-Recruiting Anticancer Agent.  Jakobsche CE, McEnaney PJ, Zhang AX, Spiegel DA. ACS Chem. Biol., 2012, 316–321. 

17)  A Chemically Induced Vaccine Strategy for Prostate Cancer.  Dubrovska A, Kim C, Elliott J, Shen W, Kuo T-H, Koo D-I, Li C, Tuntland T, Chang J, Groessl T, Wu X, Gorney V, Ramirez-Montagut T, Spiegel DA, Cho CY, Schultz PG. ACS Chem. Biol.2011, 1223-1231.

16)  Rapid Clearance of Transfused Murine RBCs is Associated with Recipient Cytokine Storm and Enhanced Alloimmunogenicity
Hendrickson JE, Hod EA, Cadwell CM, Eisenbarth SC, Spiegel DA, Tormey CA, Spitalnik SL, Zimring JC. Transfusion 2011, 51, 2445–2454. 

15)  Synthetic Immunology to Engineer Human Immunity.  Spiegel DA. Nature Chemical Biology 20106, 871-872.  *Chosen as one of eight recipients of the 2010 Grand Challenges in Chemical Biology Competition.

14)  A Biosynthetic Strategy for Re-engineering the S. aureus Cell Wall with Non-Native Small Molecules.  Nelson JW, Chamessian AG, McEnaney PJ, Kazmierczak, BI, Spiegel DA. ACS Chem. Biol., 2010, 5, 1147-1155. (see also addition 2011, 971).    **Featured as Leading Edge Article in Cell.

13)  A Remote Arene-Binding Site on Prostate Specific Membrane Antigen Revealed by Antibody-Recruiting Small Molecules.  Zhang AX, Murelli RP, Barinka C, Michel J, Cocleaza A, Jorgensen WL, Lubkowski J, Spiegel DA. J. Am. Chem. Soc. 2010, 132, 12711-12716.                                                                                                                                                                     **Featured as Research Highlight in Nature Chemical Biology, 2010, 6, 698, and as a Science and Technology Concentrate in Chemical and Engineering News C&E News 2010, 88 [36], 58.

12)  Chemical Control over Immune Recognition: A Class of Antibody-Recruiting Small Molecules That Target Prostate Cancer.  Murelli RP, Zhang AX, Michel J, Jorgensen WL, Spiegel DA. J. Am. Chem. Soc. 2009131, 17090-17092.                       **Featured in ChemBioChem as the focus of a review article entitled “Antibody Recruiting Small Molecules: A New Option for Prostate Tumor Therapy by PSMA Targeting”, 2010, 11, 1052-4.  Also featured as a news story in ACS Chem. Biol., 2009, 4, 975.

11)  Spatiotemporal Control over Molecular Delivery and Cellular Encapsulation from Electropolymerized Micro- and Nanopatterned Surfaces.  Stern E.; Jay SM,; Demento SL, Murelli RP, Reed MA, Malinski T, Spiegel DA, Mooney DJ, Fahmy TM. Adv. Funct. Mater. 200919, 2888-2895.

10)  An Antibody-Recruiting Small Molecule That Targets HIV gp120.  Parker CG, Domaoal RA, Anderson KS, Spiegel DA. J. Am. Chem. Soc. 2009, 131, 16392-16394.                                                                                                                         **Featured as a news story in ACS Chem. Biol., 2009, 4, 975.

Arising from Graduate/Postdoctoral Work

9)  Towards the Synthesis of Phomoidride D.  Murphy, G. K.; Shirahata, T.; Hama, N.; Bedermann, A.; Dong, P.; McMahon, T.; Twenter, B.; Spiegel, D. A.; McDonald, I.; Tanaguchi, N.; Inoue, M.; Wood, J. L.  J. Org. Chem., 2013, 78, 477–489. 

8)  Wharton-fragmentation-based Approach to the Carbocyclic Core of the Phomoidrides.  Murphy, G. K.; Hama, N.; Bedermann, A.; Dong, P.; Schneider, C .M;, McMahon, T. C.; Tao, R. N.; Twenter, B. M.; Spiegel, D. A.; Wood, J. L. Org. Lett., 2012, 4544-4547. 

7)  An Oligomer-based Approach to Skeletal Diversity in Small-molecule Synthesis.  Spiegel, D. A.; Schroeder, F. C.; Duvall, J.; Schreiber, S. L. J. Am. Chem. Soc., 2006; 128: 14766-14767.                                                                                           **Featured as a Science and Technology Concentrate in C&E News 2006, 84 [46], 35. and as a news story in C&E News 2005, 83 [35], 9.

6)  Deoxygenation of Alcohols Using Water as the Hydrogen Atom Source.  Spiegel, D. A.; Wiberg, K. B.; Schacherer, L. N.; Medeiros, M. R.; Wood, J. L. J. Am. Chem. Soc., 2005; 127: 12513-12515.  

5)  Expanding the Scope of Trialkylborane/Water-Mediated Radical Reactions.  Medeiros, M. R.; Schacherer, L. N.; Spiegel, D. A.; Wood, J. L. Org. Lett., 2007; 9; 4427-4429. 

4)  The Art of Innovation in Organic Chemistry: Synthetic Efforts Toward the Phomoidrides.  Spiegel, D. A.; Njardarson, J. T.; McDonald, I. M.; Wood, J. L. Chem. Rev., 2003; 103; 2691-2727. 

3)  CP-263,114 synthetic studies.  Construction of an isotwistane ring system via rhodium carbenoid C–H insertion.  Spiegel, D. A.; Njardarson, J. T.; Wood, J. L.  Tetrahedron 2002; 58; 6545-6554. 

2)  An expeditious approach toward the total synthesis of CP-263,114.  Njardarson, J. T.; McDonald, I. M.; Spiegel, D. A.; Inoue, M.; Wood, J. L. Org. Lett., 2001; 3; 2435-2438. 

1)  Central Nervous System Toxicities of Local Anesthetic Mixtures in the Rat.  Spiegel, D. A.; Dexter, F.; Warner, D. S.; Baker, M. T.; Todd, M. M. Anesthesia and Analgesia 1992; 75; 922-928.