Dr Benjamin Fraser, MRACI, CCHEM

Radiotracer Methods and Organic Chemistry Task Leader
Adjunct Lecturer positions: University of New South Wales and Monash University
Phone - +61 2 9717 3887
   
Fraser Ben research profile phots

Profile

 

Role at ANSTO

 

Ben has over fifteen years of experience in organic chemistry and radiochemistry and leads the organic chemistry capability and the radiotracer methods research theme in ANSTO LifeSciences.


This role includes management of the synthetic chemistry laboratories, development of new radiolabeling methods, directing staff on chemical synthesis projects and managing the supply of radiolabelling precursors and standards for the ANSTO radiochemistry team. Ben holds adjunct research appointments at both The University of New South Wales and Monash University.
 


Background


Ben completed a PhD in organic chemistry at Monash University in 2005. The topic of his thesis was the total synthesis of natural products and chemical reaction methodology.


After his PhD he undertook a two year post-doc on the development of X-ray imaging contrast agents before moving to the Melbourne- based drug discovery company Biota Holdings to work on anti-viral therapeutics.


During his time at Biota he established a collaboration with Nobel Laureate Prof. K. Barry Sharpless at the Scripps Research Institute on ‘click chemistry’ drug discovery. He then spent 18 months in Prof. Sharpless’ lab in the United States as an American Australian Association Fellow (2008) before returning to Australia in 2010 to take up his current role as Organic Chemistry Task Leader in ANSTO LifeSciences. In 2014 he took on the additional role of Radiotracer Methods Task Leader.


 

Research interests and areas of expertise


Ben’s main research interests are

  • Synthesis, radiolabeling and evaluation of small molecules, peptides and other biological vectors as potential new radiotracers and radiopharmaceuticals.
  • The development of new ways (faster, higher yielding, operationally straight-forward) for radiolabeling small molecules, peptides and other biological vectors with the radioisotopes fluorine-18, carbon-11, gallium-68/67 and iodine-125/124/131.
  • Labeling of radiotracers with deuterium to improve in vivo characteristics (NDF collaboration).
  • Synthesis of small compound libraries for evaluation as both medical imaging agents and regular pharmaceutical therapeutics.
  • Radiotracer / radiopharmaceutical development targeting diseases including Depression, Alzheimer’s and Multiple Sclerosis.

 

Ben has collaborative projects with Harvard Medical School (Boston, US), The National Deuteration Facility (NDF), Memorial Sloan-Kettering Cancer Centre (New York, US), The University of Texas (San Antonio, US), Curtin University (Perth, Australia) and Monash University (Melbourne, Australia). Ben continues his passion for teaching and education through lecturing on Fluorine-18 radiopharmaceuticals at Monash University (Melbourne), Curtin University (Perth) and The University of New South Wales (Sydney).
 


Qualifications & Achievements

 

The American Australian Association Dow Chemical Company Fellow (2008)
Biota Holdings Fellowship (2009)
Dux of Monash University Honours (2000)
Dean's Scholarship – Monash Science Scholar Program (1997-1999)


Bachelor of Science (Hons) - Monash University (2000)
PhD (Chemistry) - Monash University (2005)
 

Student supervision

 

At ANSTO Ben has co-supervised and/or is co-supervising six PhD students (USyd, Curtin, Monash, UWS) and three Honours students (UOW, UWS and USyd).


Professional service

 

Secretary of the Royal Australian Chemical Institute (RACI) Radiochemistry Division
RACI representative on the Australian Society for Molecular Imaging (ASMI) steering committee
AINSE Winter School and PGRA O-week presenter
 

 

 

Selected publications

Médoc, M., Dhilly, M., Matesic, L., Toutain, J., Krause-Heuer, A. M., Delamare, J., Fraser, B., Touzani, O., Barre, L., Greguric, I., Sobrio, F. In vivo evaluation of radiofluorinated caspase-3/7 inhibitors as radiotracers for apoptosis imaging and comparison with [18F]ML-10 in a stroke model in the rat. Molecular Imaging and Biology, 18(1), 117-126 (2016). doi: 10.1007/s11307-015-0865-1


D'Alessio, D.; Skelton, B. W.; Lengkeek, N. A.; Fraser, B. H.; Krause-Heuer, A. M.; Muzzioli, S. ; Stagni, S.; Massi, M.; Ogden, M. I. Ionophoric properties of a tetra- tetrazole functionalised calix[4] arene. Supramolecular Chemistry, 27(11-12), 787-791 (2015). doi: 10.1080/10610278.2015.1075536


Liang, S. H., Southon, A. G., Fraser, B. H., Krause-Heuer, A, M., Zhang, B., Shoup, T. M., Lewis, R., Volitakis, I., Han, Y., Greguric, I., Bush, A. L., Vasdev, Y. Novel fluorinated 8-hydroxyquinoline based metal ionophores for exploring the metal hypothesis of Alzeimer's Disease. ACS Medicinal Chemistry Letters, 6(9), 1025-1029 (2015). doi: 10.1021/acsmedchemlett.5b00281


Roberts, M. P., Nguyen, V., Ashford, M. E., Berghofer, P., Wyatt, N. A., Krause-Heuer, A. M., Pham, T. Q., Taylor, S. R., Hogan, L., Jiang, C. D., Fraser, B. H., Lengkeek, N. A., Matesic, L., Gregoire, M. C., Denoyer, D., Hicks, R. J and Greguric, I. Synthesis and in vivo evaluation of [123I]melanin-targeted agents. Journal of Medicinal Chemistry, 58(15), 6214-6224 (2015). doi: 10.1021/acs.jmedchem.5b00777


Roberts, M. P., Pham, T. Q., Doan, J., Jiang, C. D., Hambley, T. W., Greguric, I., Fraser, B. H. Radiosynthesis and ‘click’ conjugation of ethynyl-4-[18F]fluorobenzene - an improved [18F]synthon for indirect radiolabeling. Journal of Labelled Compounds and Radiopharmaceuticals, 58(13-14), 473-478 (2015). doi: 10.1002/jlcr.3354
 

D'Alessio, D., Sobolev, A. N., Skelton, B. W., Fuller, R. O., Woodward, R. C., Lengkeek, N. A., Fraser, B. H., Massi, M., Ogden, M. I. Lanthanoid bottlebrush clusters: remarkably elongated metal-oxo core structures with controllable lengths. Journal of the American Chemical Society, 136(43), 15122-5 (2014). doi: 10.1021/ja506677h


Draffan, A. G., Frey, B., Fraser, B. H., et al. Derivatives of imidazotriazine and pyrrolotriazine C-nucleosides as potential new anti-HCV agents. Bioorganic & Medicinal Chemistry Letters, 24(21), 4984-8 (2014). doi: 10.1016/j.bmcl.2014.09.030


Pascali, G., Matesic, L., Collier, T. L., Wyatt, N., Fraser, B. H., Pham, T. Q., Salvadori, P. A., Greguric, I. Optimization of nucleophilic 18F-radiofluorinations using a microfluidic reaction approach. Nature Protocols, 9, 2017-2029 (2014). doi: 10.1038/nprot.2014.137


Fraser, B. H., Hamilton, S., Krause-Heuer, A. M., Wright, P., Greguric, I., Tucker, S., Draffan, A., Fokin, V., Sharpless, K. B. Synthesis of 1,4-triazole linked zanamivir dimers as highly potent inhibitors of influenza A and B MedChemComm, 2(4), 383-386 (2013). doi: 10.1039/C2MD20300F


Krause-Heuer, A. M., Howell, N. R., Matesic, L., Dhand, G., Young, E. L., Burgess, L., Jiang, C. D., Lengkeek, N. A., Fookes, C. J. R., Pham, T. Q., Sobrio, F., Greguric, I., Fraser, B. H. A new class of fluorinated 5-pyrrolidinylsulfonyl isatin caspase inhibitors for PET imaging of apoptosis. MedChemComm, 2(4), 347-352 (2013). doi: 10.1039/C2MD20249B


Matesic, L., Wyatt, N. A., Fraser, B. H., Roberts, M. P., Pham, T. Q., Greguric, I. Ascertaining the suitability of aryl sulfonyl fluorides for [18F]radiochemistry applications: a systematic investigation using microfluidics. Journal of Organic Chemistry, 78(22), 11262-11270 (2013). doi: 10.1021/jo401759z

 

Scicluna, T. R.; Fraser, B. H.; Gorham, N. T.; MacLellan, J. G.; M. Massi, Skelton, B. W. St Pierra T. G. and Woodward, R. C. Di[2,6-bis(5-phenylpyrazol-3-yl)pyridine]Co(II): an old coordination mode for a novel supramolecular assembly, Crystal Engineering Communications 2010, 12, 3422-3424.

 

Andrews, P. C.; Brown, D. H.; Fraser, B. H.; Gorham, N. T.; Junk, P. C.; Massi, M.; St. Pierre, T. G.; Skelton, B. W. and Woodward, R. C. Multifunctional hybrid materials based on transparent poly(methyl methacrylate) reinforced by lanthanoid hydroxo clusters, Dalton Transactions 2010, 39, 11227-11234.

 

Andrews, P. C.; Fraser, B. H.; Gee, W. J.; Giera, D.; Junk, P. C.; Massi, M. and Tuck, K. L. A study of the formation and application of new chiral water soluble lanthanoid benzoates using real time infra-red spectroscopy, Polyhedron 2010, 29, 1764-1770.

 

Andrews, P. C.; Tobias, B.; Fraser, B. H.; Junk P. C.; Massi, M.; Moubaraki, B. and Murray K. S. Functionalised-diketonate polynuclear lanthanoid hydroxo clusters: synthesis, characterization, and magnetic properties, Polyhedron 2009, 28, 2123-2130.

 

Andrews, P. C.; Deacon, G. B.; Frank, R.; Fraser, B. H.; Junk P. C.; MacLellan, J. G.; Massi, M.; Moubaraki, B.; Murray K. S. and Silberstein, M. Formation of Ho(III) trinuclear clusters and Gd(III) monodimensional polymers induced by ortho and para regioisomers of pyridyl-functionalised -diketones: synthesis, structure and magnetic properties, European Journal of Inorganic Chemistry 2009, 6, 744-751.

 

Andrews, P. C.; Fraser, B. H.; Junk, P. C.; Massi, M.; Perlmutter, P.; Thienthong, N. and Wijesundera, C. Large Scale Synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid, Tetrahedron 2008, 64(39), 9197-9202.

 

Wijesundera, C.; Claudio, C.; Watkins, P.; Fagan, P.; Fraser, B. H.; Thienthong, N. and Perlmutter, P. Docosahexaenoic acid is more stable to oxidation when located at the sn-2 position of triacylglycerol compared to sn-1(3). The Journal of the American Oil Chemist's Society 2008, 85(6), 543-548.

 

Andrews, P. C.; Bull, S.; Fraser, B. H.; Jensen, P. and Minopoulos, M. A new aza-ally-Michael addition ring closure sequence and its application in the construction of seven contiguous stereogenic centres, Chemical Communications 2007, 34, 3580-3582.

 

Andrews, P. C.; Beck, T.; Forsyth, C. M.; Fraser, B. H.; Junk, P. C.; Massi, M. and Roesky, P. W. Templated assembly of a μ-6 CO32- dodecanuclear lanthanum dibenzoylmethanide hydroxo cluster with concomitant formation of phenylglyoxylate, Journal of the Chemical Society: Dalton Transactions 2007, 48, 5651-5654 (front cover).

 

Andrews, P. C.; Fraser, B. H.; Junk, P. C.; Massi, M. and Silberstein, M. Diol functionalized benzoates as novel linkers for the formation of co-ordination polymers, Crystal Engineering Communications 2007, 9, 282-285.

 

Fraser, B. H.; Perlmutter P. and Wijesundera, C. Practical Synthesis of mono- and tri-acyl glycerol regioisomers containing long chain polyunsaturated fatty acids, The Journal of the American Oil Chemist’s Society 2007, 84, 11-21.

 

Andrews, P. C.; Blair, M.; Fraser, B. H.; Junk, P. C.; Massi, M. and Tuck, K. L. Water soluble lanthanoid benzoate complexes for the kinetic separation of cis/trans limonene oxide, Tetrahedron Asymmetry 2007, 17, 2833-2838.

 

Andrews, P. C.; Beck, T.; Fraser, B. H.; Junk, P. C. and Massi, M. Synthesis and structural characterization of cationic, neutral and hydroxo-bridged lanthanoid (La, Gd, Ho, Yb, Y) bis 5-(2-pyridyl)tetrazolate complexes, Polyhedron 2007, 10, 5406-5413.

 

Andrews, P. C.; Beck, T.; Fraser, B. H.; Junk, P. C.; Massi, M. and Tuck, K. L. Facile methods for the separation of the cis/trans diastereomers of limonene 1,2-oxide and convenient routes to di-axial and di-equatorial diols, Synthesis 2007, 10, 1523-1527.

 

Fraser, B. H.; Mulder, R. and Perlmutter P. The total synthesis of pamamycin-607. Part 2. Synthesis of the C6-C18 domain, Tetrahedron 2006, 62, 2857-2867.

 

Fraser, B. H.; Gelman D. M.; Perlmutter, P. and Vounatsos, F. Diethylborontriflate promoted anti aldol additions of Oppolzer's sultam, Tetrahedron: Asymmetry 2006, 17, 1152-1155.

 

Fraser, B. H. and Perlmutter P. A nucleophilic addition ring closure [NARC]-based synthesis of (+)-nonactic acid, Journal of the Chemical Society, Perkins Transactions 1 2002, 24, 2896-2899.