University of Otago, New Zealand

Chemistry

Te Tari Hua-Ruanuku

Professor David S. Larsen

contact photo
Professor David S. Larsen
Organic Chemistry
Tel: (03) 479 7816
Location: Science II, 2n11
dlarsen@chemistry.otago.ac.nz


Research

Urdamycinone B (an angucycline antibiotic)

My research interests are primarily in the development of methodology the syntheses of natural products and also in the area of the synthesis of carbohydrates, glycolipids and their analogues. On-going research projects are:

 

 Recent Publications

  1. Kueh, J. T. B.; Moodie, L. W. K.; Lucas, N. T.; Larsen, D. S., Synthesis of Acyloxy-Semicyclic Dienes Using an Enyne Metathesis/Ring Closing Metathesis Approach. Eur. J. Org. Chem., DOI: 10.1002/ejoc.201403482 (2015)
  2. Jimenez-Dalmaroni, M. J.; Radcliffe, C. M.; Harvey, D. J.; Wormald, M. R.; Verdino, P.; Ainge, G. D.; Larsen, D. S.; Painter, G. F.; Ulevitch, R.; Beutler, B.; Rudd, P. M.; Dwek, R. A.; Wilson, I. A., Soluble human TLR2 ectodomain binds diacylglycerol from microbial lipopeptides and glycolipids. Innate Immunity 21 (2), 175-193/1-175-193/19 (2015)
  3. Anderson, R. J.; Tang, C.-w.; Daniels, N. J.; Compton, B. J.; Hayman, C. M.; Johnston, K. A.; Knight, D. A.; Gasser, O.; Poyntz, H. C.; Ferguson, P. M.; Larsen, D. S.; Ronchese, F.; Painter, G. F.; Hermans, I. F., A self-adjuvanting vaccine induces cytotoxic T lymphocytes that suppress allergy. Nature Chemical Biology, 10 (11), 943-949 (2014)
  4. Al-Barwani, F.; Young, S. L.; Baird, M. A.; Larsen, D. S.; Ward, V. K., Mannosylation of virus-like particles enhances internalization by antigen presenting cells. PLoS One, 9 (8), e104523/1-e104523/10 (2014)
  5. Lee, A. M. M.; Painter, G. F.; Compton, B. J.; Larsen, D. S., Resolution of Orthogonally Protected myo-Inositols with Novozym 435 Providing an Enantio-Convergent Pathway to Ac2PIM1. J. Org. Chem. 79 (22), 10916-10931(2014)
  6. Logan, A.; Cocheme, H. M.; Li Pun, P. B.; Apostolova, N.; Smith, R. A. J.; Larsen, L.; Larsen, D. S.; James, A. M.; Fearnley, I. M.; Rogatti, S.; Prime, T. A.; Finichiu, P. G.; Dare, A.; Chouchani, E. T.; Pell, V. R.; Methner, C.; Quin, C.; McQuaker, S. J.; Krieg, T.; Hartley, R. C.; Murphy, M. P. Using exomarkers to assess mitochondrial reactive species in vivo. Biochimica et Biophysica Acta 1840 (2), 923-930 (2014)
  7. Murphy M. P.; Pun, P.; Logan, A.; Usmar, V. D.; Chack, B.; Johnson, M.; Huang, G.; Rogatti, S.; Prime, T.; Methner, C.; Krieg, T.; Fearnley, I.; Larsen, L.; Larsen, D. S; Katja M.; Collins Y.; James, A.; Kumar, K.; Richard Hartley, R. C. A mitochondria-targeted mass spectrometry probe to detect glyoxals: implications for diabetes. Free Radical Biol. Med. 67, 437-450 (2014).
  8. Hubert, M.; Larsen, D. S.; Hayman, C. M.; Rades, T.; Hook, S. Physical Characterization of Synthetic Phosphatidylinositol Dimannosides and Analogues in Binary Systems with Phosphatidylcholine. Mol. Pharm. 11 (3) 913-921 (2014).
  9. Moodie, L. W. K.; Larsen D. S.; A Ring-Closing Enyne Metathesis Approach to Functionalised Semi-cyclic Dienes: the Total Synthesis of (-)-Tetrangomycin. Eur. J. Org. Chem. 1684-1694 (2014).
  10. Logan, A.; Cocheme, H. M.; Pun, P. B. L.; Apostolova, N.; Smith, R. A. J.; Larsen, L.; Larsen, D. S.; James, A.M.; Fearnley, I. M.; Rogatti, S.; Tracy A.; Finichiu, P.G.; Dare, A.; Chouchani, E. T.; Pell, V. R.; Methner, C; Quin, C.; McQuaker, S. J.; Krieg, T.; Hartley, R. C.; Murphy, M. P. Using exomarkers to assess mitochondrial reactive species in vivo. Biochimica et Biophysica Acta,1840, 923-930 (2014).
  11. Rankin, G. M.; Maxwell-Cameron, I.; Painter, G. F.; Larsen, D. S.; The Dimethoxyphenylbenzyl Protecting Group: An Alternative to the p-Methoxybenzyl Group for Protection of Carbohydrates. J. Org. Chem. 78 (11), 5264-5272 (2013).
  12. Hubert, M; Compton, B. J.; Hayman, C. M.; Larsen, D. S.; Painter, G. F.; Rades, T.; Hook, S. Physicochemical and Biological Characterization of Synthetic Phosphatidylinositol Dimannosides and Analogues. Mol. Pharm. 10 (5) 1928-1939 (2013).
  13. Rankin, G. M.; J. Compton, B. J.; Johnston, K. A.; Hayman, C. M.; Painter G. F.; Larsen D. S. Synthesis and Mass Spectral Characterization of Mycobacterial Phosphatidylinositol and Its Dimannosides. J. Org. Chem. 77 (16), 6743-6759 (2012).
  14. Feltham, H. L. C.; Kloewer, F.; Cameron, S. A.; Larsen, D. S.; Lan, Y.; Tropiano, M.; Faulkner, S.; Powell, A. K.; Brooker, S., A family of 13 tetranuclear zinc(II)-lanthanide(III) complexes of a [3 + 3] Schiff-base macrocycle derived from 1,4-diformyl-2,3-dihydroxybenzene. Dalton Trans. 40 (43), 11425-11432 (2011)
  15. Ainge, G. D.; Martin, W. J.; Compton, B. J.; Hayman, C. M.; Larsen, D. S.; Yoon, S.-i.; Wilson, I. A.; Harper, J. L.; Painter, G. F., Synthesis and Toll-like Receptor 4 (TLR4) Activity of Phosphatidylinositol Dimannoside Analogs. J. Med. Chem. 54 (20), 7268-7279 (2011)
  16. Ainge, G. D.; Compton, B. J.; Hayman, C. M.; Martin, W. J.; Toms, S. M.; Larsen, D. S.; Harper, J. L.; Painter, G. F., Chemical Synthesis and Immunosuppressive Activity of Dipalmitoyl Phosphatidylinositol Hexamannoside. J. Org. Chem. 76 (12), 4941-4951 (2011)
  17. Harper, J. L.; Hayman, C. M.; Larsen, D. S.; Painter, G. F.; Singh-Gill, G., A PIM2 analogue suppresses allergic airway disease. Bioorg. Med. Chem. 19 (2), 917-925 (2011)