David O'Hagan

Search results

• 2013

  Synthesis and structure of large difluoromethylene containing alicycles by ring closing metathesis (RCM)

  Skibinski, M., Urbina-Blanco, C. A., Slawin, A. M. Z., Nolan, S. P. & O'Hagan, D., 21 Dec 2013, In: Organic & Biomolecular Chemistry. 11, 47, p. 8209-8213 5 p.

  Research output: Contribution to journal › Article › peer-review

  • Ring Closing Metathesis 100%
  • Dithiane 66%
  • Decane 33%
  • Cyclic Structure 33%
  • Tetradecane 33%

• Tumour imaging by Positron Emission Tomography using fluorinase generated 5-[¹⁸F]fluoro-5-deoxyribose as a novel tracer

  Dall'Angelo, S., Bandaranayaka, E. M. N. N., Windhorst, A. D., Vugts, D. J., van der Born, D., Ónega Pérez, M., Schweiger, L. F., Zanda, M. & O'Hagan, D., May 2013, In: Nuclear Medicine and Biology. 40, 4, p. 464-470 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Deoxyribose 100%
  • Neoplasm 100%
  • Tracer 100%
  • Fluorine 18 100%
  • Carcinoma 37%
• 2012

  [F-18]-5-Fluoro-5-deoxyribose, an efficient peptide bioconjugation ligand for positron emission tomography (PET) imaging

  Li, X.-G., Dall'Angelo, S., Schweiger, L. F., Zanda, M. & O'Hagan, D., 2012, In: Chemical Communications. 48, 43, p. 5247-5249 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Bioconjugation 100%
  • Positron 100%
  • Fluorine 50%

• 1,2-Difluoroethane: the angular dependance on (1)J(CF) coupling constants is independent of hyperconjugation

  Freitas, M. P., Buehl, M. & O'Hagan, D., 2012, In: Chemical Communications. 48, 18, p. 2433-2435 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Difluoroethane 100%
  • Hyperconjugation 100%

• 3-Fluoro-N-methyl-D-aspartic acid (3F-NMDA) Stereoisomers as Conformational Probes for Exploring Agonist Binding at NMDA Receptors

  Chia, P. W., Livesey, M. R., Slawin, A. M. Z., van Mourik, T., Wyllie, D. J. A. & O'Hagan, D., 9 Jul 2012, In: Chemistry - A European Journal. 18, 28, p. 8813-8819 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Aspartate 100%
  • Stereoisomer 100%
  • Aspartic Acid 100%
  • N-Methyl-D-Aspartic Acid 100%
  • Receptor 100%

• Allosteric agonists of the calcium receptor (CaR): fluorine and SF5 analogues of cinacalcet

  Chia, P. W., Brennan, S. C., Slawin, A. M. Z., Riccardi, D. & O'Hagan, D., 2012, In: Organic & Biomolecular Chemistry. 10, 39, p. 7922-7927 6 p.

  Research output: Contribution to journal › Article › peer-review

  • Agonist 100%
  • Diastereoisomer 100%
  • Receptor 100%
  • Cinacalcet 100%
  • Fluorination 50%

• A vapor phase deposition of self-assembled monolayers: Vinyl-terminated films of volatile silanes on silicon oxide substrates

  Adamkiewicz, M., O'Hara, T., O'Hagan, D. & Hähner, G., 1 Sept 2012, In: Thin Solid Films. 520, 22, p. 6719-6723 5 p.

  Research output: Contribution to journal › Article › peer-review

  • Oxide Compound 100%
  • Vapor Phase Deposition 100%
  • Silicon 100%
  • Silane 100%
  • Film 100%

• Flavonoid metabolism: the synthesis of phenolic glucuronides and sulfates as candidate metabolites for bioactivity studies of dietary flavonoids

  Zhang, Q., Raheem, K. S., Botting, N. P., Slawin, A. M. Z., Kay, C. D. & O'Hagan, D., 3 Jun 2012, In: Tetrahedron. 68, 22, p. 4194-4201 8 p.

  Research output: Contribution to journal › Article › peer-review

  • Glucuronide 100%
  • Flavonoid 100%
  • Metabolite 100%
  • Sulfate 100%
  • Biological Activity 100%

• Fluorine in Peptides: The Synthesis of alpha-Fluoro-beta-Amino Dipeptides by Direct Deoxofluorination/Rearrangement of N-Seryl Dipeptides

  Smith, D. L., Slawin, A. M. Z. & O'Hagan, D., Dec 2012, In: Helvetica Chimica Acta. 95, 12, p. 2331-2347 17 p.

  Research output: Contribution to journal › Article › peer-review

  • Fluorine 100%
  • Dipeptide 100%
  • Carboxamide 80%
  • Fluorination 40%
  • Stereoselectivity 20%

• Fluorocyclohexanes: synthesis and structure of all-syn-1,2,4,5-tetrafluorocyclohexane

  Durie, A. J., Slawin, A. M. Z., Lebl, T., Kirsch, P. & O'Hagan, D., 2012, In: Chemical Communications. 48, 77, p. 9643-9645 3 p.

  Research output: Contribution to journal › Article › peer-review

  • NMR Spectroscopy 100%
  • X-Ray Crystallography 100%
  • Cyclohexane 100%

• Influence of the difluoromethylene group (CF2) on the conformation and properties of selected organic compounds

  O'Hagan, D., Wang, Y., Skibinski, M. & Slawin, A. M. Z., 2012, In: Pure and Applied Chemistry. 84, 7, p. 1587-1595 9 p.

  Research output: Contribution to journal › Article › peer-review

  • Organic Compound 100%
  • Phosphonate 50%
  • Fluorine Atom 50%
  • Dodecane 50%

• Insights into fluorometabolite biosynthesis in Streptomyces cattleya DSM46488 through genome sequence and knockout mutants

  Zhao, C., Li, P., Deng, Z., Ou, H.-Y., McGlinchey, R. P. & O'Hagan, D., Oct 2012, In: Bioorganic Chemistry. 44, p. 1-7 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Streptomyces 100%
  • Anabolism 100%
  • Transaldolase 100%
  • Deoxyadenosine 33%
  • Isomerase 33%

• Organofluorine Chemistry: Synthesis and Conformation of Vicinal Fluoromethylene Motifs

  O'Hagan, D., 20 Apr 2012, In: The Journal of Organic Chemistry. 77, 8, p. 3689-3699 11 p.

  Research output: Contribution to journal › Article › peer-review

  • Chemistry 100%
  • Fluorine 100%
  • Organic Chemistry 66%
  • Fluorine Atom 66%
  • Charge Density 66%

• Stereoelectronic Interactions and the One-Bond C-F Coupling Constant in Sevoflurane

  Freitas, M. P., Buehl, M., O'Hagan, D., Cormanich, R. A. & Tormena, C. F., 16 Feb 2012, In: Journal of Physical Chemistry A. 116, 6, p. 1677-1682 6 p.

  Research output: Contribution to journal › Article › peer-review

  • Sevoflurane 100%
  • Conformational Isomer 66%
  • Hyperconjugation 66%
  • Anomeric Effect 33%
  • DFT-B3LYP Calculation 33%

• The preferred conformation of erythro- and threo-1,2-difluorocyclododecanes

  Wang, Y., Kirsch, P., Lebl, T., Slawin, A. M. Z. & O'Hagan, D., 10 Aug 2012, In: Beilstein Journal of Organic Chemistry. 8, p. 1271-1278 8 p.

  Research output: Contribution to journal › Article › peer-review

  Open Access

  File

  • Conformational Isomer 100%
  • NMR Spectroscopy 100%
  • Threo Isomer 100%
  • Edge Location 100%
  • Conformers 100%

• The Synthesis of η-1,2,3,4,5,6-Hexafluorocyclohexane (Benzene Hexafluoride) from Benzene

  Durie, A., Slawin, A. M. Z., Lebl, T. & O'Hagan, D., 1 Oct 2012, In: Angewandte Chemie International Edition. 51, 40, p. 10086-10088 3 p.

  Research output: Contribution to journal › Article › peer-review
• 2011

  Agonist responses of (R)- and (S)-3-fluoro-gamma-aminobutyric acids suggest an enantiomeric fold for GABA binding to GABA(C) receptors

  Yamamoto, I., Deniau, G. P., Gavande, N., Chebib, M., Johnston, G. A. R. & O'Hagan, D., 2011, In: Chemical Communications. 47, 28, p. 7956-7958 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Gamma-Aminobutyric Acid 100%
  • Agonist 100%
  • 4 Aminobutyric Acid C Receptor 100%
  • 4 Aminobutyric Acid 100%
  • Enantiomer 50%

• Alicyclic Ring Structure: Conformational Influence of the CF₂ Group in Cyclododecanes

  Skibinski, M., Wang, Y., Slawin, A. M. Z., Lebl, T., Kirsch, P. & O'Hagan, D., 4 Nov 2011, In: Angewandte Chemie International Edition. 50, 45, p. 10581-10584 4 p.

  Research output: Contribution to journal › Article › peer-review

• Fluorine in medicinal chemistry: beta-fluorination of peripheral pyrrolidines attached to acridine ligands affects their interactions with G-quadruplex DNA

  Campbell, N. H., Smith, D. L., Reszka, A. P., Neidle, S. & O'Hagan, D., 2011, In: Organic & Biomolecular Chemistry. 9, 5, p. 1328-1331 4 p.

  Research output: Contribution to journal › Article › peer-review

  • Chemistry 100%
  • Acridine 100%
  • Fluorine 100%
  • Fluorination 100%
  • DNA 100%

• Single enantiomer synthesis of alpha-(trifluoromethyl)-beta-lactam

  Jurcik, V., Slawin, A. M. Z. & O'Hagan, D., 6 Jun 2011, In: Beilstein Journal of Organic Chemistry. 7, p. 759-766 8 p.

  Research output: Contribution to journal › Article › peer-review

  Open Access

  File

  • Beta-Lactam 100%
  • Enantiomer 100%
  • Beta Lactam 100%
  • Ethylamine 25%
  • Debenzylation 25%

• Synthesis and structure of all-syn-1,2,3,4-tetrafluorocyclohexane

  Durie, A. J., Slawin, A. M. Z., Lebl, T., Kirschb, P. & O'Hagan, D., 7 Aug 2011, In: Chemical Communications. 47, 29, p. 8265-8267 3 p.

  Research output: Contribution to journal › Article › peer-review

  • X Ray 100%
  • Conformation 100%
  • Coupling Constant 100%
  • Nuclear Magnetic Resonance 100%
• 2010

  A DFT study on the origin of the fluorine gauche effect in substituted fluoroethanes

  Buissonneaud, D. Y., van Mourik, T. & O'Hagan, D., 20 Mar 2010, In: Tetrahedron. 66, 12, p. 2196-2202 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Difluoroethane 100%
  • Fluoroethanes 100%
  • Density Functional Theory 100%
  • Fluorine 100%
  • Conformational Isomer 50%

• An enzymatic route to 5-deoxy-5-[F-18]fluoro-D-ribose, a [F-18]-fluorinated sugar for PET imaging

  Onega, M., Domarkas, J., Deng, H., Schweiger, L. F., Smith, T. A. D., Welch, A. E., Plisson, C., Gee, A. D. & O'Hagan, D., 7 Jan 2010, In: Chemical Communications. 46, 1, p. 139-141 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Positron Emission Tomography 100%
  • Ribose 100%
  • Biotransformation 50%

• Engineering Fluorometabolite Production: Fluorinase Expression in Salinispora tropica Yields Fluorosalinosporamide

  Eustaquio, A. S., O'Hagan, D. & Moore, B. S., Mar 2010, In: Journal of Natural Products. 73, 3, p. 378-382 5 p.

  Research output: Contribution to journal › Article › peer-review

  • Pharmaceutical Industry 100%
  • Natural Product 100%
  • Chemistry 100%
  • Fluorine Organic Compounds 100%
  • formation 100%

• Fluorinase mediated chemoenzymatic synthesis of [F-18]-fluoroacetate

  Li, X.-G., Domarkasc, J. & O'Hagan, D., 2010, In: Chemical Communications. 46, 41, p. 7819-7821 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Deoxyadenosine 100%
  • Methionine 100%

• Fluorine in health care Organofluorine containing blockbuster drugs

  O'Hagan, D., Nov 2010, In: Journal of Fluorine Chemistry. 131, 11, p. 1071-1081 11 p.

  Research output: Contribution to journal › Article › peer-review

  • Ezetimibe 100%
  • Antibiotics 50%
  • Rosuvastatin 50%
  • Lansoprazole 50%
  • Celecoxib 50%

• Fluorosugars: synthesis of the 2,3,4-trideoxy-2,3,4-trifluoro hexose analogues of D-glucose and D-altrose and assessment of their erythrocyte transmembrane transport

  Bresciani, S., Lebl, T., Slawin, A. M. Z. & O'Hagan, D., 2010, In: Chemical Communications. 46, 30, p. 5434-5436 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Hexose 100%
  • Erythrocyte Membrane 50%

• Halomethane Biosynthesis: Structure of a SAM-Dependent Halide Methyltransferase from Arabidopsis thaliana

  Schmidberger, J. W., James, A. B., Edwards, R., Naismith, J. H. & O'Hagan, D., 10 May 2010, In: Angewandte Chemie International Edition. 49, 21, p. 3646-3648 3 p.

  Research output: Contribution to journal › Article › peer-review

• Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles

  Launay, G. G., Slawin, A. M. Z. & O'Hagan, D., 26 Apr 2010, In: Beilstein Journal of Organic Chemistry. 6, 6 p., 41.

  Research output: Contribution to journal › Article › peer-review

  Open Access

  File

  • Heterocyclic Compound 100%
  • Pyran 100%
  • Piperidine 100%
  • Fluorination 100%
  • Prins Reaction 66%

• Protein adsorption onto CF₃-terminated oligo(ethylene glycol) containing self-assembled monolayers (SAMs): the influence of ionic strength and electrostatic forces

  Bonnet, N., O'Hagan, D. & Hähner, G., 2010, In: Physical Chemistry Chemical Physics. 12, 17, p. 4367-4374 8 p.

  Research output: Contribution to journal › Article › peer-review

  • Self Assembled Monolayer 100%
  • Ionic Strength 100%
  • Ethylene Glycol 100%
  • Ethylene 100%
  • Atomic Force Microscopy 100%

• Stereospecific benzylic dehydroxyfluorination reactions using Bio's TMS-amine additive approach with challenging substrates

  Bresciani, S. & O'Hagan, D., 3 Nov 2010, In: Tetrahedron Letters. 51, 44, p. 5795-5797 3 p.

  Research output: Contribution to journal › Article › peer-review

  • Fluorination 100%

• The iconic curly arrow

  O'Hagan, D. & Lloyd, D., Apr 2010, In: Chemistry World. 7, 4, p. 54-57 4 p.

  Research output: Contribution to journal › Article › peer-review
• 2009

  A regio- and stereoisomeric study of allylic alcohol fluorination with a range of reagents

  Bresciani, S., Slawin, A. M. Z. & O'Hagan, D., Jun 2009, In: Journal of Fluorine Chemistry. 130, 6, p. 537-543 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Allylic Alcohol 100%
  • Fluorination 100%
  • Stereoselectivity 66%
  • Regioselectivity 66%
  • Carbocation 33%

• Diastereoselective Synthesis of 2,3,4,5,6-Pentafluoroheptanes

  Farran, D., Slawin, A. M. Z., Kirsch, P. & O'Hagan, D., 18 Sept 2009, In: The Journal of Organic Chemistry. 74, 18, p. 7168-7171 4 p.

  Research output: Contribution to journal › Article › peer-review

  • Fluorination 100%
  • Epoxide 50%
  • Chemistry 50%
  • Diol 50%
  • Ring Opening Reaction 50%

• Mechanistic Insights into the Cytochrome P450-Mediated Oxidation and Rearrangement of Littorine in Tropane Alkaloid Biosynthesis

  Nasomjai, P., Reed, D. W., Tozer, D. J., Peach, M. J. G., Slawin, A. M. Z., Covello, P. S. & O'Hagan, D., 21 Sept 2009, In: ChemBioChem. 10, 14, p. 2382-2393 12 p.

  Research output: Contribution to journal › Article › peer-review

  • Hydroxylation 100%
  • Alkaloids Biosynthesis 100%
  • Cytochrome P450 100%
  • Hyoscyamine 50%
  • Stereoisomerism 50%

• Mechanistic Insights into Water Activation in SAM Hydroxide Adenosyltransferase (duf-62)

  Deng, H., McMahon, S. A., Eustaquio, A. S., Moore, B. S., Naismith, J. H. & O'Hagan, D., 12 Oct 2009, In: ChemBioChem. 10, 15, p. 2455-2459 5 p.

  Research output: Contribution to journal › Article › peer-review

• Synthesis and Structure of Stereoisomeric Multivicinal Hexafluoroalkanes

  Hunter, L., Kirsch, P., Slawin, A. M. Z. & O'Hagan, D., 13 Jul 2009, In: Angewandte Chemie International Edition. 48, 30, p. 5457-5460 4 p.

  Research output: Contribution to journal › Article › peer-review

• Synthesis and Vanilloid Receptor (TRPV1) Activity of the Enantiomers of alpha-Fluorinated Capsaicin

  Winkler, M., Moraux, T., Khairy, H. A., Scott, R. H., Slawin, A. M. Z. & O'Hagan, D., 23 Mar 2009, In: ChemBioChem. 10, 5, p. 823-828 6 p.

  Research output: Contribution to journal › Article › peer-review

• Synthesis of phosphonate and phostone analogues of ribose-1-phosphates

  Nasomjai, P., O'Hagan, D. & Slawin, A. M. Z., 27 Jul 2009, In: Beilstein Journal of Organic Chemistry. 5, 7 p., 37.

  Research output: Contribution to journal › Article › peer-review

  Open Access

  File

  • Phosphonate 100%
  • Ribose 100%

• The driving forces underlying the formation of chiral domains of fluorinated diacids on graphite

  Patole, S. N., Baddeley, C. J., Schueler, M., O'Hagan, D. & Richardson, N. V., 3 Feb 2009, In: Langmuir. 25, 3, p. 1412-1416

  Research output: Contribution to journal › Article › peer-review

  • Carboxamide 100%
  • Intermolecular Force 100%
  • Scanning Tunneling Microscopy 100%
  • formation 100%
  • Molecular Chirality 100%

• Three step synthesis of single diastereoisomers of the vicinal trifluoro motif

  Brunet, V. A., Slawin, A. M. Z. & O'Hagan, D., 5 Nov 2009, In: Beilstein Journal of Organic Chemistry. 5, 9 p., 61.

  Research output: Contribution to journal › Article › peer-review

  Open Access

  File

  • Fluorine Atom 100%
• 2008

  Catalytic asymmetric fluorination comes of age

  Brunet, V. A. & O'Hagan, D., 2008, In: Angewandte Chemie International Edition. 47, 7, p. 1179-1182 4 p.

  Research output: Contribution to journal › Article › peer-review

• Fluorinase-Coupled Base Swaps: Synthesis of [¹⁸F]-5 '-Deoxy-5 '-fluorouridines

  Winkler, M., Domarkas, J., Schweiger, L. F. & O'Hagan, D., 15 Dec 2008, In: Angewandte Chemie International Edition. 47, 52, p. 10141-10143 3 p.

  Research output: Contribution to journal › Article › peer-review

• In Vitro Reconstituted Biotransformation of 4-Fluorothreonine from Fluoride Ion: Application of the Fluorinase

  Deng, H., Cross, S. M., McGlinchey, R. P., Hamilton, J. T. G. & O'Hagan, D., 22 Dec 2008, In: Chemistry and Biology. 15, 12, p. 1268-1276 9 p.

  Research output: Contribution to journal › Article › peer-review

  • Fluoride Ion 100%
  • Fructose Bisphosphate Aldolase 100%
  • Isomerase 100%
  • Biotransformation 100%
  • Enzyme 100%

• Multi-vicinal fluoroalkanes: a new class of organofluorine compounds

  Hunter, L. & O'Hagan, D., 21 Aug 2008, In: Organic & Biomolecular Chemistry. 6, 16, p. 2843-2848 6 p.

  Research output: Contribution to journal › Article › peer-review

  • Fluorine Organic Compounds 100%
  • Fluoroalkane 100%
  • Alkane 100%
  • Fluorine Atom 50%
  • Carbon Atom 50%

• Reversible exchange of self assembled monolayers of semi fluorinated n-alkanethiols and n-alkanethiols on Au/mica surfaces

  Patole, S. N., Baddeley, C. J., O'Hagan, D. & Richardson, N. V., 11 Sept 2008, In: Journal of Physical Chemistry C. 112, 36, p. 13997-14000

  Research output: Contribution to journal › Article › peer-review

  • Alkanethiol 100%
  • Self Assembled Monolayer 100%
  • Mica Surface 100%
  • Self-Assembled Monolayers 100%
  • Infrared Reflection Absorption Spectroscopy 50%

• S-Adenosyl-L-methionine:Hydroxide Adenosyltransferase: A SAM Enzyme.

  Deng, H., Botting, C. H., Hamilton, J., Russell, R. J. M. & O'Hagan, D., 7 Jul 2008, In: Angewandte Chemie International Edition. 47, 29, p. 5357-5361 5 p.

  Research output: Contribution to journal › Article › peer-review

• Synthesis of fluorinated analogues of the neurosteroid GABA(A) receptor antagonist, 17-PA

  Deniau, G. P., Sillar, K. T. & O'Hagan, D., Sept 2008, In: Journal of Fluorine Chemistry. 129, p. 881-887 7 p.

  Research output: Contribution to journal › Article › peer-review

  • Gamma-Aminobutyric Acid 100%
  • Agent Interacting With Transmitter, Hormone or Drug Receptor 100%
  • Neurosteroids 100%
  • Neurosteroid 100%
  • 4 Aminobutyric Acid A Receptor Blocking Agent 100%

• The multi-vicinal fluoroalkane motif: an examination of 2,3,4,5-tetrafluorohexane stereoisomers

  Hunter, L., Kirsch, P., Hamilton, J. T. G. & O'Hagan, D., 7 Sept 2008, In: Organic & Biomolecular Chemistry. 6, p. 3105-3108 4 p.

  Research output: Contribution to journal › Article › peer-review

  • Perfluorohexane 100%
  • Hexane 100%
  • Stereoisomer 100%
  • Fluorination 100%
  • Fluoroalkane 100%
• 2007

  An electrostatic gauche effect in β-fluoro and β-hydroxy-N-ethylpyridinium cations

  Gooseman, N. E. J., O'Hagan, D., Peach, M. J. G., Slawin, A. M. Z., Tozer, D. J. & Young, R. J., Aug 2007, In: Angewandte Chemie International Edition. 46, 31, p. 5904-5908 5 p.

  Research output: Contribution to journal › Article › peer-review