Openings

Publications

Recent Publications from the Tang Lab: 2018 – present

Chemists and Biologists work collaboratively on most current projects in the Tang group.

  1. “Development of Phenyl-substituted Isoindolinone- and Benzimidazole-Type Cereblon Ligands for Targeted Protein Degradation” Nie, X.;‡ Zhao, Y.;‡ Tang, H.;‡ Zhang, Z.; Liao, J.; Almodóvar-Rivera, C. M.; Sundaresan, R.; Xie, H.; Guo, L.; Wang, B.; Guan, H.; Xing, Y.; and Tang, W.* ChemBioChem. 2024, 25, e202300685. Link. (‡Equal Contribution)
  2. “Stereo- and Site-selective Acylation in Carbohydrate Synthesis” Blaszczyk, S. A.; Li, X.; Wen, P.; and Tang, W.* Synlett. 2023, in press. (an account for our work in the past 8 years) Link.
  3. “Targeted Degradation of Extracellular Secreted and Membrane Proteins” Chen, X.; Zhou, Y. ; Zhao, Y.; and Tang, W.* Trends. Pharmacol. Sci. 2023, 44, 762-775. Link.
  4. “Development of Potent and Selective Coactivator-Associated Arginine Methyltransferase 1 (CARM1) Degraders” Xie, H.;‡ Bacbac, M. S.;‡ Ma, M.; Kim, E.-J.; Wang, Y.; Wu, W.; Li, L.; Xu, W.* and Tang, W.* J. Med. Chem. 2023, 66, 13028–13042. Link. (‡Equal Contribution).
  5. “Dynamic Kinetic Stereoselective Glycosylation via Rh(II) and Chiral Phosphoric Acid-Cocatalyzed Carbenoid Insertion to Anomeric OH Bond for the Synthesis of Glycoconjugates” Wu, J.;‡ Jia, P.;‡ Kuniyil, R.;‡ Liu, P.* and Tang, W.* Angew. Chem. In. Ed. 2023, 62, e202307144. Link. (‡Equal Contribution) Highlighted as “hot paper”
  6. “A Modular Chemistry Platform for the Development of a Cereblon E3 Ligase-based Partial PROTAC Library” Almodóvar-Rivera, C. M.; Zhang, Z.; Li, J.; Xie, H.; Zhao, Y.; Guo, L.; Mannhardt, M. G. and Tang, W.* ChemBioChem. 2023, 24, e202300482. Link.
  7. “A platform for the rapid synthesis of molecular glues (Rapid-Glue) under miniaturized conditions for direct biological screening” Li, J.;‡ Li, C.;‡ Zhang, Z.;‡ Zhang, Z.;‡ Wu, Z.; Liao, J.; Wang, Z.; McReynolds, M.; Xie, H.; Guo, L.; Fan, Q.; Peng, J. and Tang, W.* Eur. J. Med. Chem. 2023, 258, 115567. Link. (‡Equal Contribution) Image 1
  8. “Development of Oligomeric Mannose-6-phosphonate Conjugates for Targeted Protein Degradation” Stevens, C. M.‡; Zhou, Y.‡; Teng, P.‡; Rault, L. N.; Liao, Y.; Tang, W.* ACS Med. Chem. Lett. 2023, 14, 719-726. Link. (‡Equal Contribution)Figure 1
  9. “Development of Substituted Phenyl Dihydrouracil as the Novel Achiral Cereblon Ligands for Targeted Protein Degradation” Xie, H.‡; Li, C.‡; Tang, H.; Tandon, I.; Liao, J.; Roberts, B. L.; Zhao, Y.; Tang, W.* J. Med. Chem. 2023, 66, 2904-2917. Link. (‡Equal Contribution)Figure 1
  10. “LPA81: Discovery of an Exceptionally Potent Protac Degrading Native and Mutant BCR-ABL1 Oncoprotein in CML” Milad Rouhimoghadam, M.; Tang, H.; Liao, J.; Bates, B.; Uribe-Cano, D.; Zhao, H.; Tang, W.; Deininger, M. W. Blood 2022, 140 (Supplement 1), 485–486. Link.
  11. “Diptoindonesin G is a middle domain HSP90 modulator for cancer treatment” Donahue, K.‡; Xie, H.‡; Li, M.; Gao, A.; Ma, M.; Wang, Y.; Tipton, R.; Semanik, N.; Primeau, T.; Li, S.; Li, L.; Tang, W.*; Xu, W.* J. Biol. Chem. 2022, 298 , 102700. Link. (‡Equal Contribution) (Editor’s pick)
  12. “Development of Selective FGFR1 Degraders using a Rapid Synthesis of Proteolysis Targeting Chimera (Rapid-TAC) Platform” Guo, L.‡; Liu, J.‡; Nie, X.‡; Wang, T.; Ma, Z.- X., Yin, D. Tang, W.* Bioorg. Med. Chem. Lett. 2022, 75, 128982. Link. (‡Equal Contribution)
  13. “Proteolysis-targeting chimera (PROTAC) delivery system: advancing protein degraders towards clinical translation” Chen, Y.; Tandon, I.; Heelan, W.; Wang, Y.; Tang, W.* and Hu, Q.* Chem. Soc. Rev. 2022, 51, 5330-5350. Link. Graphical abstract: Proteolysis-targeting chimera (PROTAC) delivery system: advancing protein degraders towards clinical translation
  14. “A Platform for the Rapid Synthesis of Proteolysis Targeting Chimeras (Rapid-TAC) under Miniaturized Conditions” Guo, L.‡; Zhou, Y.‡; Nie, X.‡; Zhang, Z.; Zhang, Z.; Li, C.; Wang, T.; and Tang, W.* Eur. J. Med. Chem. 2022, 236, 114317. Link. (‡Equal Contribution)
  15. “A General Strategy for the Synthesis of Rare Sugars via Ru(II)-catalyzed and Boron-mediated Selective Epimerization of 1,2-trans-diols to 1,2-cis-diols” Li, X.; Wu, J.; and Tang, W.* J. Am. Chem. Soc. 2022, 144, 3727-3736. Link. Highlighted in Organic Chemistry Highlight – Link.
  16. “Streamlined Iterative Assembly of Thio-oligosaccharides by Aqueous S-Glycosylation of Diverse Deoxythio Sugars” Peng, W.‡; Jia, P.‡; Fan, Q.; McCarty, B. J. and Tang, W.* ChemSusChem 2022, 15, e202102483. Link. (‡Equal Contribution)
  17. “In Silico Modeling and Scoring of PROTAC-Mediated Ternary Complex Poses” Liao, J.; Nie, X.; Unarta, I. C.; Ericksen, S. S.*; and Tang, W.* J. Med. Chem. 2022, 65, 6116-6132. Link.
  18. “Energy Decomposition Analysis Reveals the Nature of Lone Pair−π Interactions with Cationic π Systems in Catalytic Acyl Transfer Reactions” Hao, H.; Qi, X.; Tang, W.* and Liu, P.* Org. Lett. 2021, 23, 4411–4414. Link.
  19. “Development of Triantennary N-Acetylgalactosamine Conjugates as Degraders for Extracellular Proteins” Zhou, Y.; Teng, P.; Montgomery, N. T.; Li, X.; and Tang, W.* ACS Cent. Sci, 2021, 7, 499-506. Link.
  20. “Evaluation of the binding affinity of E3 ubiquitin ligase ligands by cellular target engagement and in-cell ELISA assay” Yang, K.;  Zhou, Y.; Roberts, R. L.; Nie, X.; Tang, W.* Star Protocols 2021, 2, 100288. Link.
  21. “A neuroanatomical mechanism linking perinatal TCDD exposure to lower urinary tract dysfunction in adulthood” Turco, A. E.; Oakes, S. R.; Stietz, K. P. K. Dunham, C. L.; Joseph, D. B.; Chathurvedula, T. S.; Girardi, N. M.; Schneider, A. J.; Gawdzik, J.; Sheftel, C. M.; Wang, P.; Wang, Z.; Bjorling, D. E.; Ricke, W. A.; Tang, W.; Hernandez, L. L.; Keast, J. R.; Bonev, A. D.; Grimes, M. D.; Strand, D. W.; Tykocki, N. R.; Tanguay, R. L.; Peterson, R. E.; Vezina, C. M. Dis. Models Mech. 2021, 14, dmm049068. Link.
  22. “Development of MDM2 Degraders Based on Ligands Derived from Ugi Reactions:
    Lessons and Discoveries” Wang, B.‡; Liu, J.‡; Tandon, I.; Wu, S.; Teng, P.; Liao, J.; and Tang, W.* Eur. J. Med. Chem. 2021, 219, 113425. Link. (‡Equal Contribution)
  23. “A dancing nickel in asymmetric catalysis: Enantioselective synthesis of boronic esters by 1,1-addition to terminal alkenes” McCarty, B. J. and Tang, W.* Green Syn. Cat. 2021, 2, 1-3. Link.
  24. “Transition Metal-Catalyzed Selective Carbon−Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions” Wang, J.; Blaszczyk, S. A.; Li, X.;* and Tang, W.* Chem. Rev. 2021, 121, 110-139. Link.
  25. “A marine microbiome antifungal targets urgent-threat drug-resistant fungi” Zhang, F.; Zhao, M.; Braun, D. R.; Ericksen, S. S.; Piotrowski, J. S.; Nelson, J.; Peng, J.; Ananiev, G. E. Chanana, S.; Barns, K.; Fossen, J.; Sanchez, H.; Chevrette, M. G.; Guzei, I. A.; Zhao, C.; Guo, L.; Tang, W.; Currie, C. R.; Rajski, S. R.; Audhya, A.; Andes, D. R.; Bugni, T. S. Science, 2020, 370 (issue 6519), 974-978. Link.
  26. “From Methylene Bridged Diindole to Carbonyl Linked Benzimidazoleindole: Development of Potent and Metabolically Stable PCSK9 Modulators” Xie, H.;‡ Yang, K.;‡ Winston-McPherson, G. N.; Stapleton, D. S.; Keller, M. P.; Attie, A. D.; Smith, K. A.; and Tang, W.* Eur. J. Med. Chem. 2020, 206, 112678-112692. Link. (‡Equal Contribution)
  27. “Mild Cu(OTf)2-mediated C-glycosylation with Chelation-Assisted Picolinate as a Leaving Group” Ye, W.;‡ Stevens, C. M.;‡ Wen, P.;‡ Simmons, C. J.; and Tang, W.* J. Org. Chem. 2020, 85, 16218–16225. Link. (‡Equal Contribution) (Special Issue on A New Era of Discovery in Carbohydrate Chemistry)
  28. “A Cell-based Target Engagement Assay for the Identification of Cereblon E3 Ubiquitin Ligase Ligands and Their Application in HDAC6 Degraders” Yang, K.;‡  Zhao, Y.;‡ Nie, X.; Wu, H.; Wang, B.; Almodovar-Rivera, C. M.; Xie, H.;* Tang, W.* Cell Chem. Biol. 2020, 27, 866-876. Link. (‡Equal Contribution)
  29. “Two-stage Strategy for Development of Proteolysis Targeting Chimeras and its Application for Estrogen Receptor Degraders” Roberts, B. L.;‡ Ma, Z.-X.;‡ Gao, A.; Leisten, E. D.; Yin, D.; Xu, W.; and Tang, W.* ACS Chem. Biol. 2020, 15, 1487–1496. Link. (‡Equal Contribution)
  30. “Chemical Synthesis and Biological Application of Modified Oligonucleotides” Glazier, D. A.;‡ Liao, J.;‡ Roberts, B. L.;‡ Li, X.; Yang, K.; Stevens, C. M.; and Tang, W.* Bioconjugate Chem. 2020, 31, 1213-1233. Link. (‡Equal Contribution)
  31. “Development of Selective Histone Deacetylase 6 (HDAC6) Degraders Recruiting Von Hippel–Lindau (VHL) E3 Ubiquitin Ligase” Yang, K.;‡ Wu, H.;‡ Zhang, Z.; Leisten, E. D.; Nie, X.; Liu, B.; Wen, Z.; Zhang, J.; Cunningham, M. D. and Tang, W.* ACS Med. Chem. Lett. 2020, 11, 575-581. Link. (‡Equal Contribution)
  32. “Synthesis of Glycosyl Chlorides and Bromides by Chelation Assisted Activation of Picolinic Esters under Mild Neutral Conditions” Wen, P.;‡ Simmons, C. J.;‡ Ma, Z.-X.; Blaszczyk, S. A.; Balzer, P. G.; Ye, W.; Duan, X.; Wang, H.-Y.; Yin, D.; Stevens, C. M.; and Tang, W.* Org. Lett. 2020, 22, 1495-1498. Link. (‡Equal Contribution)
  33. “Synthesis and Biological Evaluation of FICZ Analogues as Agonists of Aryl Hydrocarbon Receptor” Wu, H.;‡ Liu, B.;‡ Yang, K.;‡ Winston-McPherson, G. N.; Leisten, E. D.; Vezina, C. M.; Ricke, W. A.; Peterson, R. E.; and Tang, W.* Bioorg. Med. Chem. Lett. 2020, 30, 126959. Link. (‡Equal Contribution)
  34. “Rhodium-Catalyzed (5 + 2) and (5 + 1) Cycloadditions Using 1,4-Enynes as Five-Carbon Building Blocks” Blaszczyk, S. A.; Glazier, D. A.; and Tang, W.* Acc. Chem. Res. 2020, 53, 231-243. Link.
  35. “Mechanism of Activation for the Sirtuin 6 Protein Deacylase” Klein, M. A., Liu, C.; Kuznetsov, V. I.; Feltenberger, J. B.; Tang, W.; Denu, J. M.* J. Biol. Chem. 2020, 295, 1385-1399. Link.
  36. “In utero and lactational 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) exposure exacerbates urinary dysfunction in hormone-treated C57BL/6J mice through a non-malignant mechanism involving proteomic changes in the prostate that differ from those elicited by testosterone and estradiol” Turco, A. E.; Thomas, S;  Crawford, L. K.; Tang, W.; Peterson, R. E.; Li, L.; Ricke, W. A.; Vezina, C. M.* Am. J. Clin. Exp. Urol. 2020, 8, 59. Link.
  37. “Tissue-specific quantification and localization of androgen and estrogen receptors in prostate cancer” Sehgal, P. D.; Bauman, T. M.; Nicholson, T. M.; Vellky, J. E.; Ricke, E. A.; Tang, W.; Xu, W.; Huang, W.; Ricke, W. A.* Hum. Pathol. 2019, 89, 99-108. Link.
  38. “Site- and Stereoselective O-Alkylation of Glycosides by Rh(II)-Catalyzed Carbenoid Insertion” Wu, J.;‡ Li, X.;‡ Qi, X.; Duan, X.; Cracraft, W. L.; Guizei, I. A.; Liu, P.;* and Tang, W.* J. Am. Chem. Soc. 2019, 141, 19902-19910. Link. (‡Equal Contribution) 
  39. “A general strategy for diversifying complex natural products to polycyclic scaffolds with medium-sized rings” Zhao, C.; Ye, Z.; Ma, Z.-X.; Wildman, S. A.; Blaszczyk, S. A.; Hu, L.; Guizei, I. A.; Tang, W.* Nat. Commun. 2019, 10, 4015. Link. 
  40. “Discovery of 2,3′-diindolylmethanes as a novel class of PCSK9 modulators” Winston-McPherson, G. N.;‡ Xie, H.;‡ Yang, K.;‡ Li, X.; Shu, D.; Tang, W.* Bioorg. Med. Chem. Lett. 2019, 29, 2345-2348. Link. (‡Equal Contribution)
  41. “Development of Multi-Functional Histone Deacetylase 6 Degraders with Potent Anti-Myeloma Activity” Wu, H.; ‡ Yang, K.; ‡ Zhang, Z.; Leisten, E. D.; Li, Z.; Xie, H.; Liu, J.; Smith, K. A.; Novakova, Z.; Barinka, C.; and Tang, W.* J. Med. Chem. 2019, 62, 7042-7057. Link. (‡Equal Contribution)
  42. “Site‐ and Stereoselective Phosphoramidation of Carbohydrates Using a Chiral Catalyst and a Chiral Electrophile” Glazier, D. A.; Schroeder, J. M.; Blaszczyk, S. A.; Tang, W.* Adv. Syn. Cat. 2019, 361, 3729-3732. Link.
  43. “Development of selective small molecule MDM2 degraders based on nutlin” Wang, B.;# Wu, S.;# Liu, J.; Yang, K.; Xie, H.; and Tang, W.* Eur. J. Med. Chem. 2019, 176, 476-491. Link.(#Equal Contribution)Image 1
  44. “S‐Adamantyl Group Directed Site‐Selective Acylation and Its Applications in the Streamlined Assembly of Oligosaccharides” Blaszczyk. S. A.;#  Xiao, G.;# Wen, P.;# Hao, H.; Wu, J.; Wang, B.; Carattino, F.; Li, Z.; Glazier, D. A.; McCarty, B. J.; Liu, P.* and Tang, W.* Angew. Chem. Int. Ed. 2019, 58, 9542-9546. Link. (#Equal Contribution) 
  45. “Finding the Sweet Spot in SAX-ERLIC Mobile Phase for Simultaneous Enrichment of N-glyco and Phospho- peptides” Cui, Y.; Yang, K.; Tabang D. N.; Huang, J.; Tang, W., Li, L.* J. Am. Soc. Mass Spectrom. 2019, 30, 2491–2501. Link.
  46. “Identification of a novel class of RIP1/RIP3 dual inhibitors that impede cell death and inflammation in mouse abdominal aortic aneurysm models” Zhou, T.; Wang, Q.; Phan, N.; Ren, J.; Yang, H.; Feldman, C. C.; Feltenberger, J. B.; Ye, Z.; Wildman, S. A.; Tang, W., Liu, B.* Cell Death & Disease 2019, 10, 226. Link.
  47. “Intermolecular Regio- and Stereoselective Hetero-[5+2] Cycloaddition of Oxidopyrylium Ylides and Cyclic Imines” Zhao, C.; Glazier, D. A.; Yang, D.; Yin, D.; Guzei, I. A.; Aristov, M. M.; Liu, P.* and Tang, W.* Angew. Chem. Int. Ed.  2019, 58, 887-891. Link. 
  48. “Recent advances in site-selective functionalization of carbohydrates mediated by organocatalysts” Blaszczyk, S. A.; Homan, T. C.; Tang, W.* Carbohydr. Res. 2019, 471, 64-77. Link.
  49. “Organocatalyst-Mediated Dynamic Kinetic Enantioselective Acylation of 2-Chromanols” Glazier, D. A.; Schroeder, J. M.; Liu, J.; Tang, W.* Adv. Syn. Cat. 2018, 360, 4646-4649. Link.
  50. “Development of the first small molecule histone deacetylase 6 (HDAC6) degraders.” Yang, K.; Song, Y.; Xie, H.; Wu, H.; Wu, Y.-T.; Leisten, E. D.;  Tang W.* Bioorg. Med. Chem. Lett. 2018, 28, 2493-2497. Link.
  51. “Catalytic Asymmetric Synthesis of All Possible Stereoisomers of 2,3,4,6‐Tetradeoxy‐4‐Aminohexopyranosides” Zhu Z.; Glazier, D. A.; Yang D.; Tang, W.* Adv. Syn. Cat. 2018, 360, 2211-2215. Link.
  52. “Trace derivatives of kynurenine potently activate the aryl hydrocarbon receptor (AHR)” Seok, S.-H.; Ma, Z.-X.; Feltenberger, J. B.; Chen, H.; Chen, H.; Scarlett, C.; Lin, Z.; Satyshur, K. A.; Cortopassi, M.; Jefcoate, C. R.; Ge, Y.; Tang, W.; Bradfield, C. A.; and Xing, Y.* J. Biol. Chem. 2018, 293, 1994-2005. Link.
  53. “Iridium-Catalyzed Dynamic Kinetic Stereoselective Allylic Etherification of Achmatowicz Rearrangement Products.” Zhu, Z.‡; Wang, H.-Y.‡; Simmons, C. J.; Tseng, P.-S.; Qiu, X.; Zhang, Y.; Duan, X.; Yang, J.-K.; and Tang W.* Adv. Syn. Cat. 2018, 360, 595-599. (‡Equal Contribution) Link.
  54. “Chiral Reagents in Glycosylation and Modification of Carbohydrates.” Wang, H.-Y.; Blaszczyk, S. A.; Xiao, G.; and Tang W.* Chem. Soc. Rev. 2018, 47, 681-701. Link.