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Recent Publications

We are proud to share these representative examples of publications from the Organic Chemistry Graduate Program

Uncanonical Semi-reduction of Quinolines and Isoquinolines via Regioselective HAT-promoted Hydrosilylation. Hu, C.; Vu, C.; Merchant, R. R.; Chen, S.; Hughes, J. M. E.; Peters, B. K.; Qin, T. J. Am. Chem. Soc. 2023, 145, 25–31.

Catalytic Photochemical Enantioselective α-Alkylation with Pyridinium Salts. Santhivardhana Reddy Yetra, Nathan Schmitt, and Uttam K. Tambar Chemical Science 2022, 14, 586-592

A photo-cross-linking GlcNAc analog enables covalent capture of N-linked glycoprotein-binding partners on the cell surface. Han Wu, Asif Shajahan, Jeong-Yeh Yang, Emanuela Capota, Amberlyn M. Wands, Connie M. Arthur, Sean R. Stowell, Kelley W. Moremen, Parastoo Azadi, Jennifer J. Kohler Cell Chem. Biol. 2022, 29, 84–97.

Exo-Enzymatic Addition of Diazirine-Modified Sialic Acid to Cell Surfaces Enables Photocrosslinking of Glycoproteins. Nageswari Yarravarapu, Rohit Sai Reddy Konada, Narek Darabedian, Nichole J. Pedowitz, Soumya N. Krishnamurthy, Matthew R. Pratt, and Jennifer J. Kohler Bioconjug. Chem. 2022, 33, 781–787.

Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides. Vaishnavi N. Nair, Volga Kojasoy, Croix J. Laconsay, Dean J. Tantillo, and Uttam K. Tambar J. Am. Chem. Soc. 2021, 141, 9016-9025

An Intramolecular Coupling Approach to Alkyl Bioisosteres for the Synthesis of Multi-Substituted Bicycloalkyl Boronates. Yang, Y.*; Tsien, J.*; Hughes, J. M. E.; Peters, B. K.; Merchant, R. R.; Qin, T. Nat. Chem. 2021, 13, 950–955.

Practical and Modular Construction of C(sp3)-rich Alkyl Boron Compounds. Yang, Y.*; Tsien, J.*; Ben David, A.; Hughes, J. M. E.; Merchant, R. R.; Qin, T.J. Am. Chem. Soc. 2021, 143, 471–480.

Total Synthesis of (+)-Rubellin C. Jackson A. Gartman and Uttam K. Tambar Org. Lett. 2020, 22, 9145-9150

Controllable, Sequential, and Stereoselective C-H Allylic Alkylation of Alkenes. Ling Qin, Mohammed Sharique, and Uttam K. Tambar. J. Am. Chem. Soc. 2019, 141, 17305-17313

Development of the Vinylogous Pictet-Spengler Cyclization and Total Synthesis of (±)-Lundurine. A. Aaron Nash, Xiangbing Qi, Pradip Maity, Kyle Owens, and Uttam K. Tambar. Angew. Chem. Int. Ed. 2018, 57, 6888-6891

Catalytic allylic oxidation of internal alkenes to a multifunctional chiral building block. Liela Bayeh, Phong Q. Le, and Uttam K. Tambar. Nature 2017, 546, 196-200

Uncoupling of PARP1 Trapping and Inhibition Using Selective PARP1 Degradation. Wang, S.; Han, L.; Han, J.; Li, P.; Ding, Q.; Zhang, Q.-J.; Liu, Z.-P.; Chen, C.; Yu, Y. Nat.Chem.Biol. 2019, doi:10.1038/s41589-019-0379-2 [PMID: 31659317]

Stereoselective Fatty Acylation Is Essential for the Release of Lipidated WNT Proteins from the Acyltransferase Porcupine (PORCN). Tuladhar, R.; Yarravarapu, N.; Ma, Y.; Zhang, C.; Herbert, J.; Kim, J.; Chen, C.; Lum, L. J. Biol. Chem. 2019, 294, 6273–6282 [PMID: 30737280] [PDF] (supporting info)

cGAS Is Essential for the Antitumor Effect of Immune Checkpoint Blockade. Wang, H.; Hu, S.; Chen, X.; Shi, H.; Chen, C.; Sun, Li; Chen, Z. J. Proc. Natl. Acad. Sci. 2017, 114, 1637–1642 [PMID: 28137885] [PDF] (supporting info)

Isolation, Structure, and Total Synthesis of the Marine Macrolide Mangrolide. D. Junyu Gong, Wei Li, Peng Fu, John MacMillan, and Jef K. De Brabander. Org. Lett. 2019, 21, 2957−2961.

Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC). Wentian Wang, Lu Zhang, Lorraine Morlock, Noelle S. Williams, Jerry W. Shay, and Jef K. De Brabander. Med. Chem. 2019, 62, 5217−5241.

Gboxin is an oxidative phosphorylation inhibitor that targets glioblastoma. Yufeng Shi, S. Kyun Lim, Qiren Liang, Swathi V. Iyer, Hua-Yu Wang, Zilai Wang, Xuanhua Xie, Daochun Sun, Yu-Jung Chen, Viviane Tabar, Philip Gutin, Noelle Williams, Jef K. De Brabander and Luis F. Parada. Nature 2019, 567, 341-346.

The human UDP-galactose 4’-epimerase (GALE) is required for cell-surface glycome structure and function. Broussard A, Florwick A, Desbiens C, Nischan N, Robertson C, Guan Z, Kohler JJ, Wells L, Boyce M.  J. Biol. Chem. (2019). doi:10.1074/jbc.RA119.009271

Photocrosslinking probes for capture of carbohydrate interactions. Wu H and Kohler J. Current Opinion in Chemical Biology. (2019). 53: 173-182

Structural basis of O-GlcNAc recognition by mammalian 14-3-3 proteins. CA Toleman, MA Schumacher, S-H Yu, W Zeng, NJ Cox, TJ Smith, EJ Soderblom, AM Wands, JJ Kohler, M Boyce. Proc. Natl. Acad. Sci. U. S. A. (2018). doi: 10.1073/pnas.1722437115

Thrombin-Activatable Microbubbles as Potential Ultrasound Contrast Agents for the Detection of Acute Thrombosis. Lux J, Vezeridis AM, Hoyt K, Adams SR, Armstrong AM, Sirsi SR, Mattrey RF ACS Appl Mater Interfaces 2017 Nov 9 43 37587-37596

Distinct ON/OFF fluorescence signals from dual-responsive activatable nanoprobes allows detection of inflammation with improved contrast. Viger ML, Collet G, Lux J, Nguyen Huu VA, Guma M, Foucault-Collet A, Olejniczak J, Joshi-Barr S, Firestein GS, Almutairi A Biomaterials 2017 Mar 133 119-131

Tandem Allylation/1,2-Boronate Rearrangement for the Asymmetric Synthesis of Indolines with Adjacent Quaternary Stereocenters. Panda S, Ready JM. J Am Chem Soc. 2018; 140:13242-13252. doi: 10.1021/jacs.8b06629.

Discovery of Cytochrome P450 4F11 Activated Inhibitors of Stearoyl Coenzyme A Desaturase. Winterton SE, Capota E, Wang X, Chen H, Mallipeddi PL, Williams NS, Posner BA, Nijhawan D, Ready JM. J Med Chem. 2018; 61:5199-5221. doi: 10.1021/acs.jmedchem.8b00052.

Prostaglandin dehydrogenase is a target for successful induction of cervical ripening. Kishore AH, Liang H, Kanchwala M, Xing C, Ganesh T, Akgul Y, Posner B, Ready JM, Markowitz SD, Word RA. Proc Natl Acad Sci U S A. 2017 Aug 1;114(31):E6427-E6436. doi: 10.1073/pnas.1704945114.

Dendrimer‐based lipid nanoparticles deliver therapeutic FAH mRNA to normalize liver function and extend survival in a mouse model of Hepatorenal Tyrosinemia Type I. Qiang Cheng, Tuo Wei, Yuemeng Jia, Lukas Farbiak, Kejin Zhou, Shuyuan Zhang, Yonglong Wei, Hao Zhu, and Daniel J. Siegwart.* Advanced Materials, 2018, 30, 1805308.

Non-viral CRISPR/Cas gene editing in vitro and in vivo enabled by synthetic nanoparticle co-delivery of Cas9 mRNA and sgRNA. Jason B. Miller, Shuyuan Zhang, Petra Kos, Hu Xiong, Kejin Zhou, Sofya S. Perelman, Hao Zhu, and Daniel J. Siegwart* Angewandte Chemie International Edition, 2017, 56, 1059-1063.

Functional polyesters enable selective siRNA delivery to lung cancer over matched normal cells. Yunfeng Yan, Li Liu, Hu Xiong, Jason B. Miller, Kejin Zhou, Petra Kos, Kenneth E. Huffman, Sussana Elkassih, John W. Norman, Ryan Carstens, James Kim, John D. Minna, and Daniel J. Siegwart.* Proceedings of the National Academy of Sciences, U.S.A., 2016, 113, E5702–E5710.