Synthesis and characterisation of 5-acyl-6,7-dihydrothieno[3,2-c]pyridine inhibitors of Hedgehog acyltransferase
Thomas Lanyon-Hogg,
Naoko Masumoto,
George Bodakh,
Antonio D. Konitsiotis,
Emmanuelle Thinon,
Ursula R. Rodgers,
Raymond J. Owens,
Anthony I. Magee,
Edward W. Tate
Affiliations
Thomas Lanyon-Hogg
Department of Chemistry, Imperial College London, SW7 2AZ, UK; Institute of Chemical Biology, Imperial College London, SW72AZ, UK
Naoko Masumoto
Department of Chemistry, Imperial College London, SW7 2AZ, UK; Institute of Chemical Biology, Imperial College London, SW72AZ, UK
George Bodakh
Department of Chemistry, Imperial College London, SW7 2AZ, UK; Institute of Chemical Biology, Imperial College London, SW72AZ, UK
Antonio D. Konitsiotis
Molecular Medicine Section, National Heart & Lung Institute, Imperial College London, London SW7 2AZ, UK
Emmanuelle Thinon
Department of Chemistry, Imperial College London, SW7 2AZ, UK; Institute of Chemical Biology, Imperial College London, SW72AZ, UK
Ursula R. Rodgers
Molecular Medicine Section, National Heart & Lung Institute, Imperial College London, London SW7 2AZ, UK
Raymond J. Owens
Oxford Protein Production Facility UK, The Research Complex at Harwell, Rutherford Appleton Laboratory, Harwell Science & Innovation Centre, Harwell OX11 0FA, UK
Anthony I. Magee
Molecular Medicine Section, National Heart & Lung Institute, Imperial College London, London SW7 2AZ, UK; Corresponding author at: Molecular Medicine Section, National Heart & Lung Institute, Imperial College London, London SW7 2AZ, UK. Tel.: +44 20 7594 3135.
Edward W. Tate
Department of Chemistry, Imperial College London, SW7 2AZ, UK; Institute of Chemical Biology, Imperial College London, SW72AZ, UK; Corresponding author at: Institute of Chemical Biology, Department of Chemistry, Imperial College London, London SW7 2AZ, UK. Tel.: +44 20 7594 3752.
In this data article we describe synthetic and characterisation data for four members of the 5-acyl-6,7-dihydrothieno[3,2-c]pyridine (termed “RU-SKI”) class of inhibitors of Hedgehog acyltransferase, including associated NMR spectra for final compounds. RU-SKI compounds were selected for synthesis based on their published high potencies against the enzyme target. RU-SKI 41 (9a), RU-SKI 43 (9b), RU-SKI 101 (9c), and RU-SKI 201 (9d) were profiled for activity in the related article “Click chemistry armed enzyme linked immunosorbent assay to measure palmitoylation by Hedgehog acyltransferase” (Lanyon-Hogg et al., 2015) [1]. 1H NMR spectral data indicate different amide conformational ratios between the RU-SKI inhibitors, as has been observed in other 5-acyl-6,7-dihydrothieno[3,2-c]pyridines. The synthetic and characterisation data supplied in the current article provide validated access to the class of RU-SKI inhibitors. Keywords: Synthesis, Inhibitors, Hedgehog acyltransferase, Conformation
