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• Journal article
  Ciepla P, Magee AI, Tate EW, 2015,
  , BIOCHEMICAL SOCIETY TRANSACTIONS, Vol: 43, Pages: 262-267, ISSN: 0300-5127
  • Cite
  • Citations: 15
• Journal article
  Wright MH, Paape D, Storck EM, Serwa RA, Smith DF, Tate EWet al., 2015,
  , CHEMISTRY & BIOLOGY, Vol: 22, Pages: 342-354, ISSN: 1074-5521
  • Cite
  • Citations: 71
• Journal article
  Lanyon-Hogg T, Ritzefeld M, Masumoto N, Magee AI, Rzepa HS, Tate EWet al., 2015,
  , Journal of Organic Chemistry, Vol: 80, Pages: 4370-4377, ISSN: 1520-6904

  2-Substituted N-acyl-piperidine is a widespread and important structuralmotif, found in approximately 500 currently available structures, and present in nearly30 pharmaceutically active compounds. Restricted rotation of the acyl substituent insuch molecules can give rise to two distinct chemical environments. Here wedemonstrate, using NMR studies and density functional theory modeling of the lowestenergy structures of 5-acyl-6,7-dihydrothieno[3,2-c]pyridine derivatives, that the amideE:Z equilibrium is affected by non-covalent interactions between the amide oxygen andadjacent aromatic protons. Structural predictions were used to design molecules that promote either the E- or Z-amideconformation, enabling preparation of compounds with a tailored conformational ratio, as proven by NMR studies. Analysis ofthe available X-ray data of a variety of published N-acyl-piperidine-containing compounds further indicates that these moleculesare also clustered in the two observed conformations. This finding emphasizes that directed conformational isomerism hassignificant implications for the design of both small molecules and larger amide-containing molecular architectures.

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• Journal article
  Konitsiotis AD, Jovanovic B, Ciepla P, Spitaler M, Lanyon-Hogg T, Tate EW, Magee AIet al., 2015,
  , JOURNAL OF BIOLOGICAL CHEMISTRY, Vol: 290, Pages: 3293-3307
  • Cite
  • Citations: 51
• Journal article
  Tate EW, Kalesh KA, Lanyon-Hogg T, Storck EM, Thinon Eet al., 2015,
  , CURRENT OPINION IN CHEMICAL BIOLOGY, Vol: 24, Pages: 48-57, ISSN: 1367-5931
  • Cite
  • Citations: 91
• Journal article
  Douse CH, Vrielink N, Zhang W, Cota E, Tate EWet al., 2015,
  , CHEMMEDCHEM, Vol: 10, Pages: 134-143, ISSN: 1860-7179
  • Cite
  • Citations: 18
• Journal article
  Furse S, Mak L, Tate EW, Templer RH, Ces O, Woscholski R, Gaffney PRJet al., 2015,
  , ORGANIC & BIOMOLECULAR CHEMISTRY, Vol: 13, Pages: 2001-2011, ISSN: 1477-0520
  • Cite
  • Citations: 8
• Journal article
  Yu Z, Brannigan JA, Rangachari K, Heal WP, Wilkinson AJ, Holder AA, Leatherbarrow RJ, Tate EWet al., 2015,
  , MEDCHEMCOMM, Vol: 6, Pages: 1767-1772, ISSN: 2040-2503
  • Cite
  • Citations: 15
• Journal article
  Kelly DJ, Warren SC, Alibhai D, Kumar S, Alexandrov Y, Munro I, Margineanu A, McCormack J, Welsh NJ, Serwa RA, Thinon E, Kongsema M, McGinty J, Talbot C, Murray EJ, Stuhmeier F, Neil MAA, Tate EW, Braga VMM, Lam EW-F, Dunsby C, French PMWet al., 2015,
  , ANALYTICAL METHODS, Vol: 7, Pages: 4071-4089, ISSN: 1759-9660
  • Cite
  • Citations: 10
• Journal article
  Kalesh KA, Clulow JA, Tate EW, 2015,
  , CHEMICAL COMMUNICATIONS, Vol: 51, Pages: 5497-5500, ISSN: 1359-7345
  • Cite
  • Citations: 29

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