Read up on the latest publications in diversity-oriented synthesis, rational drug design, and chemical biology research from the Tan Lab!
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Wurst, J. M.; Liu, G.; Tan, D. S.* “Hydrogen-bonding catalysis and inhibition by simple solvents in the stereoselective kinetic epoxide-opening spirocyclization of glycal epoxides to form spiroketals.” J. Am. Chem. Soc. 2011, 133, 7916-7925.
[ Abstract | PDF | Supporting Info ]
Moura-Letts, G.; DiBlasi, C. M.; Bauer, R. A.; Tan, D. S.* “Solid-phase synthesis and chemical space analysis of a 190-membered alkaloid/terpenoid-like library.” Proc. Natl. Acad. Sci. USA 2011, 108, 6745-6750.
[ Abstract | PDF | Supporting Info ]
Bauer, R. A.; DiBlasi, C. M.; Tan, D. S.* “The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.” Org. Lett. 2010, 12, 2084-2087.
[ Abstract | PDF | Supporting Info | PMC ]
Bauer, R. A.; Wurst, J. M.; Tan, D. S.* “Expanding the range of 'druggable' targets with natural product-based libraries: An academic perspective.” Curr. Opin. Chem. Biol. 2010, 14, 308-314.
[ Abstract | PDF | Supporting Info ]
Olsen, S. K.; Capili. A. D.; Lu, X.; Tan, D. S.*; Lima, C. D.* “Active site remodelling accompanies thioester bond formation in the SUMO E1.” Nature 2010, 463, 906-912.
[ Abstract | PDF | Supporting Info | PMC ]
Highlighted in Nature, Chem. Eng. News, Nat. Rev. Mol. Cell Biol., Nat. Chem. Biol., Structure, ACS Chem. Biol., and Faculty of 1000 Biology
Lu, X.; Olsen, S. K.; Capili, A. D.; Cisar, J. S.; Lima, C. D.*; Tan, D. S.* “Designed semisynthetic protein inhibitors of Ub/Ubl E1 activating enzymes.” J. Am. Chem. Soc. 2010, 132, 1748-1749.
[ Abstract | PDF | Supporting Info | PMC ]
Highlighted in Chem. Eng. News, Nat. Rev. Mol. Cell Biol., Nat. Chem. Biol., ACS Chem. Biol., and Faculty of 1000 Biology
Liu, G.; Wurst, J. M.; Tan, D. S.* “Stereoselective synthesis of benzannulated spiroketals: Influence of the aromatic ring on reactivity and conformation.” Org. Lett. 2009, 11, 3670-3673.
[ Abstract | PDF | Supporting Info | PMC ]
Lu, X.; Zhang, H.; Tonge, P. J.*; Tan, D. S.* “Mechanism-based inhibitors of MenE, an acyl-CoA synthetase involved in bacterial menaquinone biosynthesis.” Bioorg. Med. Chem. Lett. 2008, 18, 5963-5966.
[ Abstract | PDF | Supporting Info | PMC ]
Cisar, J. S.; Tan, D. S.* “Small molecule inhibition of microbial natural product biosynthesis - An emerging antibiotic strategy.” Chem. Soc. Rev. 2008, 37, 1320-1329.
[ Abstract | PDF | PMC ]
Ferreras, J. A.; Stirrett, K. L.; Lu, X.; Ryu, J.-S.; Soll, C. E.; Tan, D. S.; Quadri, L. E. N.* “Mycobacterial phenolic glycolipid virulence factor biosynthesis: Mechanism and small-molecule inhibition of polyketide chain initiation.” Chem. Biol. 2008, 15, 51-61.
[ Abstract | PDF | Supporting Info | PMC ]
Highlighted in Chem. Biol.
Cisar, J. S.; Ferreras, J. A.; Soni, R. K.; Quadri, L. E. N.*; Tan, D. S.* “Exploiting ligand conformation in selective inhibition of non-ribosomal peptide synthetase amino acid adenylation with designed macrocyclic small molecules.” J. Am. Chem. Soc. 2007, 129, 7752-7753.
[ Abstract | PDF | Supporting Info | PMC ]
Highlighted in Faculty of 1000 Biology
Shang, S.; Iwadare, H.; Macks, D. E.; Ambrosini, L. M.; Tan, D. S.* “A unified synthetic approach to polyketides having both skeletal and stereochemical diversity.” Org. Lett. 2007, 9, 1895-1898.
[ Abstract | PDF | Supporting Info | PMC ]
Moilanen, S. B.; Potuzak, J. S.; Tan, D. S.* “Stereocontrolled synthesis of spiroketals via Ti(Oi-Pr)4-mediated kinetic spirocyclization of glycal epoxides with retention of configuration.” J. Am. Chem. Soc. 2006, 128, 1792-1793.
[ Abstract | PDF | Supporting Info | PMC ]
Highlighted in Nature
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Potuzak, J. S.; Moilanen, S. B.; Tan, D. S.* “Stereocontrolled synthesis of spiroketals via a remarkable methanol-induced kinetic spirocyclization reaction.” J. Am. Chem. Soc. 2005, 127, 13796-13797.
[ Abstract | PDF | Supporting Info ]
Tan, D. S.* “Diversity-oriented synthesis: Exploring the intersections between chemistry and biology.” Nature Chem. Biol. 2005, 1, 74-84.
[ Abstract | PDF ]
Highlighted in Nat. Chem. Biol.
Ferreras, J. A.; Ryu, J.-S.; Di Lello, F.; Tan, D. S.*, Quadri, L. E. N.* “Small-molecule inhibition of siderophore biosynthesis in Mycobacterium tuberculosis and Yersinia pestis.” Nature Chem. Biol. 2005, 1, 29-32.
[ Abstract | PDF | Supporting Info ]
Highlighted in Nature, Nat. Chem. Biol., Chem. Eng. News, and Mercosur Económico (PDF)
Shang, S.; Tan, D. S.* “Advancing chemistry and biology through diversity-oriented synthesis of natural product-like libraries.” Curr. Opin. Chem. Biol. 2005, 9, 248-258.
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DiBlasi, C. M.; Macks, D. E.; Tan, D. S.* “An acid-stable tert-butyldiarylsilyl (TBDAS) linker for solid-phase organic synthesis.” Org. Lett. 2005, 7, 1777-1780.
[ Abstract | PDF | Supporting Info ]
Highlighted in Lett. Org. Chem. (PDF)
Moilanen, S. B.; Tan, D. S.* “Enantioselective synthesis of erythro-4-deoxyglycals as scaffolds for target- and diversity-oriented synthesis: New insights into glycal reactivity.” Org. Biomol. Chem. 2005, 3, 798-803.
[ Abstract | PDF | Supporting Info ]
Potuzak, J. S.; Tan, D. S.* “Synthesis of C1-alkyl and C1-acylglycals from glycals using a B-alkyl Suzuki–Miyaura cross coupling approach.” Tetrahedron Lett. 2004, 45, 1797-1801.
[ Abstract | PDF | Supporting Info ]
Potuzak, J. S.; Tan, D. S.* “Synthesis of C1-alkyl and C1-acylglycals from glycals using a B-alkyl Suzuki–Miyaura cross coupling approach.” Tetrahedron Lett. 2004, 45, 1797-1801.
[ Abstract | PDF | Supporting Info ]
