Associate Professor Peter Rutledge

BSc MSc Auckland; DPhil Oxford
Associate Professor
Associate Head of School (Teaching)

F11 - Chemistry Building
The University of Sydney

Telephone 61 2 9351 5020
Fax 61 2 9351 3329

Website Rutledge Group
Contact Details

Biographical details

Peter is a Senior Lecturer in the School of Chemistry at The University of Sydney. He received his BSc (Chemistry & Biochemistry) and MSc (Chemistry) from the University of Auckland, and completed his DPhil with Professor Sir Jack Baldwin at the Dyson Perrins Laboratory and Magdalen College in Oxford, working on penicillin biosynthesis.

He was appointed as a Post-doctoral Research Fellow in the Dyson Perrins on completing his DPhil and held College Lectureships at Magdalen College (2000-2001) and Somerville College (2001-2002). In 2003 he moved to a Lectureship in Chemical Biology in the newly established Centre for Synthesis & Chemical Biology at University College Dublin.

Peter took up his position in Sydney in February 2006 and was promoted to Senior Lecturer in 2008. He has held the RACI Athel Beckwith Lectureship (2007) and Nyholm Lectureship (2007–2009), and was awarded an AIPS Young Tall Poppy Award in 2008.

Peter has won the Vice-Chancellor’s Awards for Outstanding Teaching (2011) and Support of the Student Experience (2010), an Australian Learning and Teaching Council Citation for Teaching Excellence (2011), and the Pearson Education RACI Centenary of Federation Chemistry Educator of the Year Award (2012).

  • BSc & MSc (Hons I) The University of Auckland, New Zealand. (1991-1995)
  • DPhil The Dyson Perrins Laboratory & Magdalen College, Oxford, UK. (1995-1999)
  • Postdoctoral Research Fellow, The Dyson Perrins Laboratory, Oxford. (1999-2002)
  • Lecturer, Magdalen & Somerville Colleges, Oxford. (2000-2002)
  • Lecturer, Centre for Synthesis & Chemical Biology, University College Dublin. (2003-2006)
  • Lecturer, School of Chemistry, The University of Sydney (2006-2008)
  • Senior lecturer, School of Chemistry, The University of Sydney (2009-2013)
  • Visiting Fellow, The University of Warwick (2012)
  • Associate Professor, School of Chemistry, The University of Sydney (2014-)

Research interests

Hydrocarbon Oxidation and C-H Activation: The conversion of simple hydrocarbons (alkanes, alkenes and aromatic compounds) to functionalised targets is of great interest in synthetic and medicinal chemistry, but many of these key transformations are inaccessible with current synthetic methods. Nature uses highly efficient enzyme systems to oxidise hydrocarbons in high yield with complete selectivity. We are working to develop new catalysts inspired by these biological systems, and to use them for the selective oxidation of hydrocarbon substrates: new reagents for synthesis and for the environment. We have synthesised a series of small-molecule systems that mimic the non-heme iron oxidase (NHIO) active site and are developing these as catalysts for biomimetic hydrocarbon oxidation and iron-mediated C-H activation.

Antibiotics Chemistry: The rise and rise of the so-called 'Superbugs' is well documented in the media. Bacteria that are resistant to (i.e. not killed by) most current antibiotics are increasingly widespread, and the need for new drugs and new strategies to combat them grows ever more important. We are widely interested in antibiotics chemistry and antibiotic biosynthesis, and are pursuing a number of approaches to meet the challenges posed by antibiotic resistant bacteria. Current strategies include the synthesis of new cyclobutanone antibiotics and the design of antibiotics with novel 'double-punch' and 'resistance-activated' modes of action.

Mercury Binding: Heavy metals like cadmium and mercury form some of the most toxic materials known. Yet some plants and microbes have developed strategies to live in locales prone to high levels of cadmium and mercury pollution, using sulfur-rich proteins to bind and the toxic metal ions and sequester them away from the rest of the cell's machinery. These proteins incorporate high numbers of cysteine residues, which makes them effective agents for heavy metal sequestration: the numerous sulfur atoms bind tightly to mercury, cadmium and other metal ions. Our approach uses thiol- and sulfide-rich peptides as agents for binding and sensing mercury.

Nitrile Hydratase Mimics and Mechanism: Nitrile hydratase is an unusual metalloenzyme that brings about the selective conversion of nitriles to primary amides. Crystal structures of nitrile hydratases show a remarkable ligand environment in the active site. Two nitrogen atoms from main-chain amides bind to the metal (iron(III) or cobalt(III)), along with three sulfur atoms, each in a different oxidation state. And these five metal binding ligands are located in a short section of the primary sequence, spread across only six amino acids in one peptide chain. We are working to develop new peptide-based systems as bio-inspired catalysts for nitrile hydration, to study the unusual sulfur oxidation that occurs at the nitrile hydratase active site, and to elucidate a detailed mechanism for nitrile hydratase catalysis.

For further details on all of these areas, please visit http://sydney.edu.au/science/chemistry/~rutledge/

Awards and honours

  • Pearson Education RACI Centenary of Federation Chemistry Educator of the Year Award (2012)
  • Vice-Chancellor's Award for Outstanding Teaching (2011)
  • Vice-Chancellor's Award for Support of the Student Experience (2010)
  • RACI NSW President?s Citation (2009)
  • NSW and ACT Young Tall Poppy Science Award (2008)
  • RACI Athel Beckwith Lectureship (2007)
  • RACI Nyholm Lectureship (2006)

Honours project opportunities

  • Metal ion sensors for biology
  • Fluorescent imaging agents for cancer diagnostics
  • Biocatalysis and bio-inspired catalysis

Selected grants

2015

  • A new class of inhibitors for the treatment of tuberculosis; Triccas J, Rutledge P, West N, Todd M; National Health and Medical Research Council (NHMRC)/Project Grants.

2014

  • University of Sydney Automated Peptide Synthesis Platform; Payne R, Britton W, Byrne S, Chan H, Clarke R, Hunt N, Jolliffe K, Kassiou M, Lay P, Mackay J, Matthews J, McErlean C, New E, Rasmussen H, Rendina L, Rudrawar S, Rutledge P, Shepherd N; National Health and Medical Research Council (NHMRC)/Equipment Grants.

2012

  • Charting Intercellular Space; Todd M, Rutledge P, Smith P; Australian Research Council (ARC)/Discovery Projects (DP).

2010

  • Target Activated Therapeutics: A New Strategy for Monitoring and Treating Breast Cancer; Todd M, Rutledge P, Sutherland R, Butt A; National Breast Cancer Foundation/Pilot Study Grants.

2008

  • 800 MHz NMR spectrometer for biomolecular structure-function analysis; Mackay J, Otting G, Kuchel P, Matthews J, Gell D, Trewhella J, Rutledge P, Messerle B, Vadas M, Graham R, Vandenberg J, Stock D, Ball G, Fazekas de St Groth B, Shine J; Australian Research Council (ARC)/Linkage Infrastructure, Equipment and Facilities (LIEF).
  • 800 MHz NMR spectrometer for biomolecular structure function analysis; Vadas M, Stock D, Graham R, Shine J, Ball G, Matthews J, Gell D, Trewhella J, Rutledge P, Messerle B, Fazekas de St Groth B, Vandenberg J, Mackay J, Otting G, Kuchel P; Australian Research Council (ARC)/Linkage Infrastructure, Equipment and Facilities (LIEF).

2007

  • Biologically Inspired Catalysts for Nitrile Hydration: New Tools for Synthesis and Bioremediation; Rutledge P; University of Sydney/Bridging Support.

2006

  • An XAFS study of non-heme iron oxidase mimics; Rutledge P; Australian Nuclear Science and Technology Organisation/Australian Synchrotron Research Program.
  • New catalysts for hydrocarbon oxidation; Rutledge P; University of Sydney/Early Career Researcher.

2004

  • Enzyme mimics for the bioremediation of nitrile pollutants; Rutledge P; University College Dublin (Ireland)/President’s Award for Research.
  • Peptide mimics of nitrile hydratases: crystallographic and mechanistic studies; Rutledge P; Science Foundation Ireland/Research Grant.

2003

  • Enzymes and enzyme mimics for the bioremediation of polycyclic aromatic hydrocarbons; Rutledge P; Irish Research Council for Science/Postgraduate Award.
  • Enzyme mimics for bioremediation and environmental reclamation; Rutledge P; Higher Education Authority (Ireland)/Program for Research in Third Level Institutions, Cycle 3 Grant.

Selected publications

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Book Chapters

  • Rutledge, P. (2005). Nitriles with a heteroatom attached to the cyanocarbon. In Alan R Katritzky and Richard JK Taylor (Eds.), Comprehensive organic functional group transformationsII, (pp. 1023-1080). UK: Pergamon Elsevier.

Journals

  • Yu, M., Ast, S., Yu, Q., Lo, A., Flehr, R., Todd, M., Rutledge, P. (2014). Incorporating a piperidinyl group in the fluorophore extends the fluorescence lifetime of click-derived cyclam-naphthalimide conjugates. PLoS One, 9(7), e100761-1-e100761-12. [More Information]
  • Yu, M., Ryan, T., Ellis, S., Bush, A., Triccas, J., Rutledge, P., Todd, M. (2014). Neuroprotective peptide-macrocycle conjugates reveal complex structure-activity relationships in their interactions with amyloid beta. Metallomics, 6(10), 1931-1940. [More Information]
  • Yu, M., Yu, Q., Rutledge, P., Todd, M. (2013). A fluorescent "allosteric scorpionand" complex visualizes a biological recognition event. ChemBioChem: a European journal of chemical biology, 14(2), 224-229. [More Information]
  • Yu, M., Lim, N., Ellis, S., Nagase, H., Triccas, J., Rutledge, P., Todd, M. (2013). Incorporation of bulky and cationic cyclam-triazole moieties into marimastat can generate potent MMP inhibitory activity without inducing cytotoxicity. ChemistryOpen, 2(3), 99-105. [More Information]
  • Dungan, V., Poon, B., Barrett, E., Rutledge, P. (2013). L-Proline derived mimics of the non-haem iron active site catalyse allylic oxidation in acetonitrile solutions. Tetrahedron Letters, 54(10), 1236-1238. [More Information]
  • Cheung, S., McCarl, V., Holmes, A., Coleman, N., Rutledge, P. (2013). Substrate range and enantioselectivity of epoxidation reactions mediated by the ethene-oxidising Mycobacterium strain NBB4. Applied Microbiology and Biotechnology, 97(3), 1131-1140. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2013). The crystal structure of an isopenicillin N synthase complex with an ethereal substrate analogue reveals water in the oxygen binding site. FEBS Letters, 587(16), 2705-2709. [More Information]
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2013). The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue. Archives of Biochemistry and Biophysics, 530(1), 48-53. [More Information]
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2013). The Interaction of Isopenicillin N Synthase with Homologated Substrate Analogues delta-(L-alpha-Aminoadipoyl)-L-homocysteinyl-D-Xaa Characterised by Protein Crystallography. ChemBioChem: a European journal of chemical biology, 14(5), 599-606. [More Information]
  • Dungan, V., Mueller-Bunz, H., Rutledge, P. (2012). (2S,4S)-3-benzoyl-4-benzyl-2-tert-butyl-1,3-oxazolidin-5-one. Acta Crystallographica. Section E: Structure Reports Online, E68(9), sup-1-sup-7. [More Information]
  • Beare, K., Coster, M., Rutledge, P. (2012). Diketoacid Inhibitors of HIV-1 Integrase: From L-708,906 to Raltegravir and Beyond. Current Medicinal Chemistry, 19(8), 1177-1192. [More Information]
  • Barry, S., Mueller-Bunz, H., Rutledge, P. (2012). Investigating the oxidation of alkenes by non-heme iron enzyme mimics. Organic and Biomolecular Chemistry, 10(36), 7372-7381. [More Information]
  • Dungan, V., Wong, S., Barry, S., Rutledge, P. (2012). L-proline-derived ligands to mimic the '2-His-1-carboxylate' triad of the non-haem iron oxidase active site. Tetrahedron, 68(15), 3231-3236. [More Information]
  • Ast, S., Rutledge, P., Todd, M. (2012). Reversing the triazole topology in a cyclam-triazole-dye ligand gives a 10-fold brighter signal response to Zn(2+) in aqueous solution. European Journal of Inorganic Chemistry, 2012 (34), 5611-5615. [More Information]
  • Lau, N., Price, J., Todd, M., Rutledge, P. (2011). A Click Fluorophore Sensor that Can Distinguish Cu(II) and Hg(II) via Selective Anion-Induced Demetallation. Chemistry: A European Journal, 17(10), 2850-2858. [More Information]
  • Bridgeman, A., Rutledge, P., Todd, M., Connor, R. (2011). A treasure hunt for chemistry. Journal of Chemical Education, 88(4), 437-439. [More Information]
  • Lau, N., Rutledge, P., Watkinson, M., Todd, M. (2011). Chemical sensors that incorporate click-derived triazoles. Chemical Society Reviews, 40(5), 2848-2866. [More Information]
  • Yu, M., Price, J., Jensen, P., Lovitt, C., Shelper, T., Duffy, S., Windus, L., Avery, V., Rutledge, P., Todd, M. (2011). Copper, nickel, and zinc cyclam-amino acid and cyclam-peptide complexes may be synthesized with "click" chemistry and are noncytotoxic. Inorganic Chemistry, 50(24), 12823-12835. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2011). Isopenicillin N synthase binds delta-(L-alpha-aminoadipolyl)-L-Cysteinyl-D-thia-allo-Isoleucine through both Sulfur Atoms. ChemBioChem: a European journal of chemical biology, 12(12), 1881-1885. [More Information]
  • Lo, A., Salam, N., Hibbs, D., Rutledge, P., Todd, M. (2011). Polyamide-Scorpion Cyclam Lexitropsins Selectively Bind AT-Rich DNA Independently of the Nature of the Coordinated Metal. PLoS One, 6(5), e17446-1-e17446-13. [More Information]
  • Hosseini, S., Bhadbhade, M., Clarke, R., Rutledge, P., Rendina, L. (2011). Synthesis, carbohydrate- and DNA-binding studies of cationic 2,2':6',2"-terpyridineplatinum(II) complexes containing N- and S-donor boronic acid ligands. Dalton Transactions: an international journal of inorganic, organometallic and bioinorganic chemistry, 40(2), 506-513.
  • Scully, C., Lau, N., Jensen, P., Rutledge, P. (2011). Synthesis, electrochemistry and metal binding properties of monosubstituted ferrocenoyl peptides with thioether-containing sidechains. Journal of Organometallic Chemistry, 696(3), 715-721. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2011). The crystal structure of isopenicillin N synthase with delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-methionine reveals thioether coordination to iron. Archives of Biochemistry and Biophysics, 516(2), 103-107. [More Information]
  • Morrison, D., Issa, F., Bhadbhade, M., Groebler, L., Witting, P., Kassiou, M., Rutledge, P., Rendina, L. (2010). Boronated phosphonium salts containing arylboronic acid, closo-carborane, or nido-carborane: synthesis, X-ray diffraction, in vitro cytotoxicity, and cellular uptake. Journal of Biological Inorganic Chemistry, 15(8), 1305-1318. [More Information]
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2010). Crystallographic studies on the binding of selectively deuterated LLD- and LLL-substrate epimers by isopenicillin N synthase. Biochemical and Biophysical Research Communications, 398(4), 659-664. [More Information]
  • Dungan, V., Ortin, Y., Mueller-Bunz, H., Rutledge, P. (2010). Design and synthesis of a tetradentate '3-amine-1-carboxylate' ligand to mimic the metal binding environment at the non-heme iron(II) oxidase active site. Organic and Biomolecular Chemistry, 8(7), 1666-1673. [More Information]
  • Manos-Turvey, A., Bulloch, E., Rutledge, P., Baker, E., Lott, J., Payne, R. (2010). Inhibition studies of mycobacterium tuberculosis salicylate synthase (Mbtl). ChemMedChem: chemistry enabling drug discovery, 5(7), 1067-1079. [More Information]
  • Scully, C., Rutledge, P. (2010). Synthesis and electrochemical studies of disubstituted ferrocene/dipeptide conjugates with sulfur-containing side chains. Tetrahedron, 66(30), 5653-5659. [More Information]
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2010). The crystal structure of an LLL-configured depsipeptide substrate analogue bound to isopenicillin N synthase. Organic and Biomolecular Chemistry, 8(1), 122-127. [More Information]
  • Rutledge, P. (2009). Profile: Science in Sydney. Chemistry World, 6(9).
  • Ge, W., Clifton, I., Howard-Jones, A., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2009). Structural studies on the reaction of isopenicillin N synthase with a sterically demanding depsipeptide substrate analogue. ChemBioChem: a European journal of chemical biology, 10(12), 2025-2031. [More Information]
  • Barry, S., Rutledge, P. (2008). cis-Dihydroxylation of Alkenes by a Non-Heme Iron Enzyme Mimic. Synlett, 2008 (14), 2172-2174.
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2008). Isopenicillin N Synthase Mediates Thiolate Oxidation to Sulfenate in a Depsipeptide Substrate Analogue: Implications for Oxygen Binding and a Link to Nitrile Hydratase? Journal of the American Chemical Society, 130(31), 10096-10102.
  • Scully, C., Jensen, P., Rutledge, P. (2008). Mercury binding by ferrocenoyl peptides with sulfur-containing side chains: Electrochemical, spectroscopic and structural studies. Journal of Organometallic Chemistry, 693(17), 2869-2876.
  • Barry, S., Mueller-Bunz, H., Rutledge, P. (2008). tert-Butyldimethylsilanol hemihydrate. Acta Crystallographica. Section E: Structure Reports Online, E64(2008), o1174-U3051.
  • Stewart, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2007). A cyclobutanone analogue mimics penicillin in binding to isopenicillin N synthase. ChemBioChem: a European journal of chemical biology, 8(16), 2003-2007. [More Information]
  • Howard-Jones, A., Elkins, J., Clifton, I., Roach, P., Adlington, R., Baldwin, J., Rutledge, P. (2007). Interactions of isopenicillin N synthase with cyclopropyl-containing substrate analogues reveal new mechanistic insight. Biochemistry, 46(16), 4755-4762.
  • Murphy, P., Rutledge, P. (2006). Symbiosis in chemistry and biology. Nature Chemical Biology, 2(2), 59-62.
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2006). Unexpected oxidation of a depsipeptide substrate analogue in crystalline isopenicillin N synthase. ChemBioChem: a European journal of chemical biology, 7(2), 351-358. [More Information]
  • Krall, J., Rutledge, P., Baldwin, J. (2005). Design and synthesis of an isopenicillin N synthase mimic. Tetrahedron, 61, 137-143.
  • Long, A., Clifton, I., Roach, P., Baldwin, J., Rutledge, P., Schofield, C. (2005). Structural studies on the reaction of isopenicillin N synthase with the truncated substrate analogues delta-(L-apha-aminoadipoyl)-L-cysteinyl-D-alanine. Biochemistry, 44(17), 6619-6628.
  • Howard-Jones, A., Rutledge, P., Clifton, I., Adlington, R., Baldwin, J. (2005). Unique binding of a non-natural L,L,L-substrate by isopenicillin N synthase. Biochemical and Biophysical Research Communications, 336, 702-708. [More Information]
  • Grummitt, A., Rutledge, P., Clifton, I., Baldwin, J. (2004). Active-site-mediated elimination of hydrogen fluoride from a fluorinated substrate analogue by isopenicillin N synthase. Biochemical Journal, 382(2), 659-666.
  • Elkins, J., Rutledge, P., Burzlaff, N., Clifton, I., Adlington, R., Roach, P., Baldwin, J. (2003). Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue. Organic and Biomolecular Chemistry, 1, 1455-1460.
  • Long, A., Clifton, I., Roach, P., Baldwin, J., Schofield, C., Rutledge, P. (2003). Structural studies on the reaction of isopenicillin N synthase with the substrate analogue δ-(L-α-aminoadipoyl)-L-cysteinyl-D-α-aminobutyrate. Biochemical Journal, 372(3), 687-693.
  • Ferguson, A., Adlington, R., Martyres, D., Rutledge, P., Cowley, A., Baldwin, J. (2003). Total synthesis of a novel 2-thiabicyclo[3.2.0]heptan-6-one analogue of penicillin N. Tetrahedron, 59, 8233-8243.
  • Rutledge, P., Burzlaff, N., Elkins, J., Pickford, M., Baldwin, J., Roach, P. (2002). A device for the high-pressure oxygenation of protein crystals. Analytical Biochemistry, 308, 265-268.
  • Ogle, J., Clifton, I., Rutledge, P., Elkins, J., Burzlaff, N., Adlington, R., Roach, P., Baldwin, J. (2001). Alternative oxidation by isopenicillin N synthase observed by X-ray diffraction. Chemistry and Biology, 8(12), 1231-1237.
  • Hamilton, C., Yasuhara, A., Baldwin, J., Lloyd, M., Rutledge, P. (2001). Contrasting fates for 6-alpha-methylpenicillin N upon oxidation by deacetoxycephalosprin C synthase (DAOCS) and deacetoxy/deacetylcephalosporin C synthase (DAOC/DACS). Bioorganic and Medicinal Chemistry Letters: the tetrahedron journal for research at the interface of chemistry and biology, 11, 2511-2514.
  • Burzlaff, N., Rutledge, P., Clifton, I., Hensgens, C., Pickford, M., Adlington, R., Roach, P., Baldwin, J. (1999). The reaction cycle of isopenicillin N synthase observed by X-ray diffraction. Nature, 401(6754, 14 October 1999), 721-724.

2014

  • Yu, M., Ast, S., Yu, Q., Lo, A., Flehr, R., Todd, M., Rutledge, P. (2014). Incorporating a piperidinyl group in the fluorophore extends the fluorescence lifetime of click-derived cyclam-naphthalimide conjugates. PLoS One, 9(7), e100761-1-e100761-12. [More Information]
  • Yu, M., Ryan, T., Ellis, S., Bush, A., Triccas, J., Rutledge, P., Todd, M. (2014). Neuroprotective peptide-macrocycle conjugates reveal complex structure-activity relationships in their interactions with amyloid beta. Metallomics, 6(10), 1931-1940. [More Information]

2013

  • Yu, M., Yu, Q., Rutledge, P., Todd, M. (2013). A fluorescent "allosteric scorpionand" complex visualizes a biological recognition event. ChemBioChem: a European journal of chemical biology, 14(2), 224-229. [More Information]
  • Yu, M., Lim, N., Ellis, S., Nagase, H., Triccas, J., Rutledge, P., Todd, M. (2013). Incorporation of bulky and cationic cyclam-triazole moieties into marimastat can generate potent MMP inhibitory activity without inducing cytotoxicity. ChemistryOpen, 2(3), 99-105. [More Information]
  • Dungan, V., Poon, B., Barrett, E., Rutledge, P. (2013). L-Proline derived mimics of the non-haem iron active site catalyse allylic oxidation in acetonitrile solutions. Tetrahedron Letters, 54(10), 1236-1238. [More Information]
  • Cheung, S., McCarl, V., Holmes, A., Coleman, N., Rutledge, P. (2013). Substrate range and enantioselectivity of epoxidation reactions mediated by the ethene-oxidising Mycobacterium strain NBB4. Applied Microbiology and Biotechnology, 97(3), 1131-1140. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2013). The crystal structure of an isopenicillin N synthase complex with an ethereal substrate analogue reveals water in the oxygen binding site. FEBS Letters, 587(16), 2705-2709. [More Information]
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2013). The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue. Archives of Biochemistry and Biophysics, 530(1), 48-53. [More Information]
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2013). The Interaction of Isopenicillin N Synthase with Homologated Substrate Analogues delta-(L-alpha-Aminoadipoyl)-L-homocysteinyl-D-Xaa Characterised by Protein Crystallography. ChemBioChem: a European journal of chemical biology, 14(5), 599-606. [More Information]

2012

  • Dungan, V., Mueller-Bunz, H., Rutledge, P. (2012). (2S,4S)-3-benzoyl-4-benzyl-2-tert-butyl-1,3-oxazolidin-5-one. Acta Crystallographica. Section E: Structure Reports Online, E68(9), sup-1-sup-7. [More Information]
  • Beare, K., Coster, M., Rutledge, P. (2012). Diketoacid Inhibitors of HIV-1 Integrase: From L-708,906 to Raltegravir and Beyond. Current Medicinal Chemistry, 19(8), 1177-1192. [More Information]
  • Barry, S., Mueller-Bunz, H., Rutledge, P. (2012). Investigating the oxidation of alkenes by non-heme iron enzyme mimics. Organic and Biomolecular Chemistry, 10(36), 7372-7381. [More Information]
  • Dungan, V., Wong, S., Barry, S., Rutledge, P. (2012). L-proline-derived ligands to mimic the '2-His-1-carboxylate' triad of the non-haem iron oxidase active site. Tetrahedron, 68(15), 3231-3236. [More Information]
  • Ast, S., Rutledge, P., Todd, M. (2012). Reversing the triazole topology in a cyclam-triazole-dye ligand gives a 10-fold brighter signal response to Zn(2+) in aqueous solution. European Journal of Inorganic Chemistry, 2012 (34), 5611-5615. [More Information]

2011

  • Lau, N., Price, J., Todd, M., Rutledge, P. (2011). A Click Fluorophore Sensor that Can Distinguish Cu(II) and Hg(II) via Selective Anion-Induced Demetallation. Chemistry: A European Journal, 17(10), 2850-2858. [More Information]
  • Bridgeman, A., Rutledge, P., Todd, M., Connor, R. (2011). A treasure hunt for chemistry. Journal of Chemical Education, 88(4), 437-439. [More Information]
  • Lau, N., Rutledge, P., Watkinson, M., Todd, M. (2011). Chemical sensors that incorporate click-derived triazoles. Chemical Society Reviews, 40(5), 2848-2866. [More Information]
  • Yu, M., Price, J., Jensen, P., Lovitt, C., Shelper, T., Duffy, S., Windus, L., Avery, V., Rutledge, P., Todd, M. (2011). Copper, nickel, and zinc cyclam-amino acid and cyclam-peptide complexes may be synthesized with "click" chemistry and are noncytotoxic. Inorganic Chemistry, 50(24), 12823-12835. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2011). Isopenicillin N synthase binds delta-(L-alpha-aminoadipolyl)-L-Cysteinyl-D-thia-allo-Isoleucine through both Sulfur Atoms. ChemBioChem: a European journal of chemical biology, 12(12), 1881-1885. [More Information]
  • Lo, A., Salam, N., Hibbs, D., Rutledge, P., Todd, M. (2011). Polyamide-Scorpion Cyclam Lexitropsins Selectively Bind AT-Rich DNA Independently of the Nature of the Coordinated Metal. PLoS One, 6(5), e17446-1-e17446-13. [More Information]
  • Hosseini, S., Bhadbhade, M., Clarke, R., Rutledge, P., Rendina, L. (2011). Synthesis, carbohydrate- and DNA-binding studies of cationic 2,2':6',2"-terpyridineplatinum(II) complexes containing N- and S-donor boronic acid ligands. Dalton Transactions: an international journal of inorganic, organometallic and bioinorganic chemistry, 40(2), 506-513.
  • Scully, C., Lau, N., Jensen, P., Rutledge, P. (2011). Synthesis, electrochemistry and metal binding properties of monosubstituted ferrocenoyl peptides with thioether-containing sidechains. Journal of Organometallic Chemistry, 696(3), 715-721. [More Information]
  • Clifton, I., Ge, W., Adlington, R., Baldwin, J., Rutledge, P. (2011). The crystal structure of isopenicillin N synthase with delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-methionine reveals thioether coordination to iron. Archives of Biochemistry and Biophysics, 516(2), 103-107. [More Information]

2010

  • Morrison, D., Issa, F., Bhadbhade, M., Groebler, L., Witting, P., Kassiou, M., Rutledge, P., Rendina, L. (2010). Boronated phosphonium salts containing arylboronic acid, closo-carborane, or nido-carborane: synthesis, X-ray diffraction, in vitro cytotoxicity, and cellular uptake. Journal of Biological Inorganic Chemistry, 15(8), 1305-1318. [More Information]
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2010). Crystallographic studies on the binding of selectively deuterated LLD- and LLL-substrate epimers by isopenicillin N synthase. Biochemical and Biophysical Research Communications, 398(4), 659-664. [More Information]
  • Dungan, V., Ortin, Y., Mueller-Bunz, H., Rutledge, P. (2010). Design and synthesis of a tetradentate '3-amine-1-carboxylate' ligand to mimic the metal binding environment at the non-heme iron(II) oxidase active site. Organic and Biomolecular Chemistry, 8(7), 1666-1673. [More Information]
  • Manos-Turvey, A., Bulloch, E., Rutledge, P., Baker, E., Lott, J., Payne, R. (2010). Inhibition studies of mycobacterium tuberculosis salicylate synthase (Mbtl). ChemMedChem: chemistry enabling drug discovery, 5(7), 1067-1079. [More Information]
  • Scully, C., Rutledge, P. (2010). Synthesis and electrochemical studies of disubstituted ferrocene/dipeptide conjugates with sulfur-containing side chains. Tetrahedron, 66(30), 5653-5659. [More Information]
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2010). The crystal structure of an LLL-configured depsipeptide substrate analogue bound to isopenicillin N synthase. Organic and Biomolecular Chemistry, 8(1), 122-127. [More Information]

2009

  • Rutledge, P. (2009). Profile: Science in Sydney. Chemistry World, 6(9).
  • Ge, W., Clifton, I., Howard-Jones, A., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2009). Structural studies on the reaction of isopenicillin N synthase with a sterically demanding depsipeptide substrate analogue. ChemBioChem: a European journal of chemical biology, 10(12), 2025-2031. [More Information]

2008

  • Barry, S., Rutledge, P. (2008). cis-Dihydroxylation of Alkenes by a Non-Heme Iron Enzyme Mimic. Synlett, 2008 (14), 2172-2174.
  • Ge, W., Clifton, I., Stok, J., Adlington, R., Baldwin, J., Rutledge, P. (2008). Isopenicillin N Synthase Mediates Thiolate Oxidation to Sulfenate in a Depsipeptide Substrate Analogue: Implications for Oxygen Binding and a Link to Nitrile Hydratase? Journal of the American Chemical Society, 130(31), 10096-10102.
  • Scully, C., Jensen, P., Rutledge, P. (2008). Mercury binding by ferrocenoyl peptides with sulfur-containing side chains: Electrochemical, spectroscopic and structural studies. Journal of Organometallic Chemistry, 693(17), 2869-2876.
  • Barry, S., Mueller-Bunz, H., Rutledge, P. (2008). tert-Butyldimethylsilanol hemihydrate. Acta Crystallographica. Section E: Structure Reports Online, E64(2008), o1174-U3051.

2007

  • Stewart, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2007). A cyclobutanone analogue mimics penicillin in binding to isopenicillin N synthase. ChemBioChem: a European journal of chemical biology, 8(16), 2003-2007. [More Information]
  • Howard-Jones, A., Elkins, J., Clifton, I., Roach, P., Adlington, R., Baldwin, J., Rutledge, P. (2007). Interactions of isopenicillin N synthase with cyclopropyl-containing substrate analogues reveal new mechanistic insight. Biochemistry, 46(16), 4755-4762.

2006

  • Murphy, P., Rutledge, P. (2006). Symbiosis in chemistry and biology. Nature Chemical Biology, 2(2), 59-62.
  • Daruzzaman, A., Clifton, I., Adlington, R., Baldwin, J., Rutledge, P. (2006). Unexpected oxidation of a depsipeptide substrate analogue in crystalline isopenicillin N synthase. ChemBioChem: a European journal of chemical biology, 7(2), 351-358. [More Information]

2005

  • Krall, J., Rutledge, P., Baldwin, J. (2005). Design and synthesis of an isopenicillin N synthase mimic. Tetrahedron, 61, 137-143.
  • Rutledge, P. (2005). Nitriles with a heteroatom attached to the cyanocarbon. In Alan R Katritzky and Richard JK Taylor (Eds.), Comprehensive organic functional group transformationsII, (pp. 1023-1080). UK: Pergamon Elsevier.
  • Long, A., Clifton, I., Roach, P., Baldwin, J., Rutledge, P., Schofield, C. (2005). Structural studies on the reaction of isopenicillin N synthase with the truncated substrate analogues delta-(L-apha-aminoadipoyl)-L-cysteinyl-D-alanine. Biochemistry, 44(17), 6619-6628.
  • Howard-Jones, A., Rutledge, P., Clifton, I., Adlington, R., Baldwin, J. (2005). Unique binding of a non-natural L,L,L-substrate by isopenicillin N synthase. Biochemical and Biophysical Research Communications, 336, 702-708. [More Information]

2004

  • Grummitt, A., Rutledge, P., Clifton, I., Baldwin, J. (2004). Active-site-mediated elimination of hydrogen fluoride from a fluorinated substrate analogue by isopenicillin N synthase. Biochemical Journal, 382(2), 659-666.

2003

  • Elkins, J., Rutledge, P., Burzlaff, N., Clifton, I., Adlington, R., Roach, P., Baldwin, J. (2003). Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue. Organic and Biomolecular Chemistry, 1, 1455-1460.
  • Long, A., Clifton, I., Roach, P., Baldwin, J., Schofield, C., Rutledge, P. (2003). Structural studies on the reaction of isopenicillin N synthase with the substrate analogue δ-(L-α-aminoadipoyl)-L-cysteinyl-D-α-aminobutyrate. Biochemical Journal, 372(3), 687-693.
  • Ferguson, A., Adlington, R., Martyres, D., Rutledge, P., Cowley, A., Baldwin, J. (2003). Total synthesis of a novel 2-thiabicyclo[3.2.0]heptan-6-one analogue of penicillin N. Tetrahedron, 59, 8233-8243.

2002

  • Rutledge, P., Burzlaff, N., Elkins, J., Pickford, M., Baldwin, J., Roach, P. (2002). A device for the high-pressure oxygenation of protein crystals. Analytical Biochemistry, 308, 265-268.

2001

  • Ogle, J., Clifton, I., Rutledge, P., Elkins, J., Burzlaff, N., Adlington, R., Roach, P., Baldwin, J. (2001). Alternative oxidation by isopenicillin N synthase observed by X-ray diffraction. Chemistry and Biology, 8(12), 1231-1237.
  • Hamilton, C., Yasuhara, A., Baldwin, J., Lloyd, M., Rutledge, P. (2001). Contrasting fates for 6-alpha-methylpenicillin N upon oxidation by deacetoxycephalosprin C synthase (DAOCS) and deacetoxy/deacetylcephalosporin C synthase (DAOC/DACS). Bioorganic and Medicinal Chemistry Letters: the tetrahedron journal for research at the interface of chemistry and biology, 11, 2511-2514.

1999

  • Burzlaff, N., Rutledge, P., Clifton, I., Hensgens, C., Pickford, M., Adlington, R., Roach, P., Baldwin, J. (1999). The reaction cycle of isopenicillin N synthase observed by X-ray diffraction. Nature, 401(6754, 14 October 1999), 721-724.

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