Peter Rutledge

Last updated

Peter J. Rutledge
Nationality New Zealand
Citizenship Australian New Zealand
Alma mater University of Auckland
University of Oxford
Scientific career
Fields Organic chemistry
Drug discovery
Institutions Magdalen College, Oxford
Somerville College, Oxford
University of Oxford
University College Dublin
University of Sydney
Doctoral advisor Jack Edward Baldwin
Website Rutledge Research Group

Peter Jonathan Rutledge is a New Zealand chemist and professor at the School of Chemistry, University of Sydney. His research has focused on drug development for tuberculosis, [1] [2] [3] [4] antibiotics, [5] and metal sensing. [6] [7] [8] [9] He has engaged in some research activity on catalysis. [10] [11]

Contents

Education

Rutledge received his BSc in chemistry and biochemistry from the University of Auckland in 1993. He received his MSc from the same institution with first class honours in chemistry in 1995. He left New Zealand in 1995 and obtained his DPhil at Magdalen College, Oxford working with Jack Edward Baldwin in 1999. He was a postdoctoral research fellow at the same institution until 2003. [12] [13]

Career and research

Rutledge has held college lectureships at Magdalen College, Oxford, from 2000 to 2001 and Somerville College, Oxford, from 2001 to 2002. In 2003, he moved to become a lecturer at the Centre for Synthesis and Chemical Biology at University College Dublin. In 2006, he relocated to the University of Sydney and was an associate professor during the years 2014 to 2019. In 2019, he was promoted to a full professor of chemistry. [14] At the University of Sydney, Rutledge regularly collaborated with the group of Matthew H. Todd until his departure to University College London in 2018. [15] [16] [17] [18] [19] [20] [21]

Honours and awards

Related Research Articles

<span class="mw-page-title-main">Phenols</span> Chemical compounds in which hydroxyl group is attached directly to an aromatic ring

In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (−OH) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, C
6
H
5
OH
. Phenolic compounds are classified as simple phenols or polyphenols based on the number of phenol units in the molecule.

In chemical synthesis, click chemistry is a class of simple, atom-economy reactions commonly used for joining two molecular entities of choice. Click chemistry is not a single specific reaction, but describes a way of generating products that follow examples in nature, which also generates substances by joining small modular units. In many applications, click reactions join a biomolecule and a reporter molecule. Click chemistry is not limited to biological conditions: the concept of a "click" reaction has been used in chemoproteomic, pharmacological, biomimetic and molecular machinery applications. However, they have been made notably useful in the detection, localization and qualification of biomolecules.

The azide-alkyne Huisgen cycloaddition is a 1,3-dipolar cycloaddition between an azide and a terminal or internal alkyne to give a 1,2,3-triazole. Rolf Huisgen was the first to understand the scope of this organic reaction. American chemist Karl Barry Sharpless has referred to this cycloaddition as "the cream of the crop" of click chemistry and "the premier example of a click reaction".

Tetrazoles are a class of synthetic organic heterocyclic compound, consisting of a 5-member ring of four nitrogen atoms and one carbon atom. The name tetrazole also refers to the parent compound with formula CH2N4, of which three isomers can be formulated.

Pentazole is an aromatic molecule consisting of a five-membered ring with all nitrogen atoms, one of which is bonded to a hydrogen atom. It has the molecular formula HN5. Although strictly speaking a homocyclic, inorganic compound, pentazole has historically been classed as the last in a series of heterocyclic azole compounds containing one to five nitrogen atoms. This set contains pyrrole, imidazole, pyrazole, triazoles, tetrazole, and pentazole.

A triazole is a heterocyclic compound featuring a five-membered ring of two carbon atoms and three nitrogen atoms with molecular formula C2H3N3. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring.

<span class="mw-page-title-main">Taribavirin</span> Antiviral drug

Taribavirin is an antiviral drug in Phase III human trials, but not yet approved for pharmaceutical use. It is a prodrug of ribavirin, active against a number of DNA and RNA viruses. Taribavirin has better liver-targeting than ribavirin, and has a shorter life in the body due to less penetration and storage in red blood cells. It is expected eventually to be the drug of choice for viral hepatitis syndromes in which ribavirin is active. These include hepatitis C and perhaps also hepatitis B and yellow fever.

<span class="mw-page-title-main">Cyclen</span> Chemical compound

Cyclen (1,4,7,10-tetraazacyclododecane) is a aza-crown ether with the formula (CH2CH2NH)4. It is a white solid. Being structurally simple, symmetrical, and polyfunctional, cyclen has been widely investigated.

Hans Charles Freeman AM, FAA was a German-born Australian bioinorganic chemist, protein crystallographer, and professor of inorganic chemistry who spent most of his academic career at the University of Sydney. His best known contributions to chemistry were his work explaining the unusual structural, electrochemical, and spectroscopic properties of blue copper proteins, particularly plastocyanin. He also introduced protein crystallography to Australia and was a strong advocate for courses to ensure Australian scientists have good access to "big science" facilities. Freeman has received numerous honours, including being elected a Fellow of the Australian Academy of Science (FAA) and appointed a Member of the Order of Australia (AM) by the Australian Government. He was a charismatic lecturer who voluntarily continued teaching well into his formal retirement and imbued his students with a love of science.

<span class="mw-page-title-main">Chi-Huey Wong</span> Taiwanese-American biochemist (born 1948)

Chi-Huey Wong is a Taiwanese-American biochemist. He is currently the Scripps Family Chair Professor at the Scripps Research Institute, California in the department of chemistry. He is a member of the United States National Academy of Sciences, as awarded the 2014 Wolf Prize in Chemistry and 2015 RSC Robert Robinson Award. Wong is also the holder of more than 100 patents and publisher of more 700 scholarly academic research papers under his name.

<span class="mw-page-title-main">Carbazole</span> Chemical compound

Carbazole is an aromatic heterocyclic organic compound. It has a tricyclic structure, consisting of two six-membered benzene rings fused on either side of a five-membered nitrogen-containing ring. The compound's structure is based on the indole structure, but in which a second benzene ring is fused onto the five-membered ring at the 2–3 position of indole.

The Kulinkovich reaction describes the organic synthesis of substituted cyclopropanols through reaction of esters with dialkyl­dialkoxy­titanium reagents, which are generated in situ from Grignard reagents containing a hydrogen in beta-position and titanium(IV) alkoxides such as titanium isopropoxide. This reaction was first reported by Oleg Kulinkovich and coworkers in 1989.

The School of Chemistry, University of Sydney is a school of the Faculty of Science at the University of Sydney.

<span class="mw-page-title-main">Cyclam</span> Chemical compound

Cyclam (1,4,8,11-tetraazacyclotetradecane) is an organic compound with the formula (NHCH2CH2NHCH2CH2CH2)2. Classified as an aza-crown ether, it is a white solid that is soluble in water. As a macrocyclic ligand, it binds strongly to many transition metal cations. The compound was first prepared by the reaction of 1,3-dibromopropane and ethylenediamine.

<span class="mw-page-title-main">1,1'-Azobis-1,2,3-triazole</span> Chemical compound

1,1-Azobis-1,2,3-triazole is a moderately explosive but comparatively stable chemical compound which contains a long continuous chain of nitrogen atoms, with an unbroken chain of eight nitrogen atoms cyclised into two 1,2,3-triazole rings. It is stable up to 194 °C. The compound exhibits cis–trans isomerism at the central azo group: the trans isomer is more stable and is yellow, while the cis isomer is less stable and is blue. The two rings are aromatic and form a conjugated system with the azo linkage. This chromophore allows the trans compound to be isomerised to the cis when treated with an appropriate wavelength of ultraviolet light.

The term bioorthogonal chemistry refers to any chemical reaction that can occur inside of living systems without interfering with native biochemical processes. The term was coined by Carolyn R. Bertozzi in 2003. Since its introduction, the concept of the bioorthogonal reaction has enabled the study of biomolecules such as glycans, proteins, and lipids in real time in living systems without cellular toxicity. A number of chemical ligation strategies have been developed that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes, between nitrones and cyclooctynes, oxime/hydrazone formation from aldehydes and ketones, the tetrazine ligation, the isocyanide-based click reaction, and most recently, the quadricyclane ligation.

Colin Llewellyn Raston is a Professor of Chemistry of Flinders University in Adelaide, South Australia and the Premier's Professorial Fellow in Clean Technology. In 2015, he was awarded an Ig Nobel Prize in "for inventing a chemical recipe to partially un-boil an egg". In 2016, Raston was made an Officer of the Order of Australia for his services to science.

Christopher Joseph Schofield is a Professor of Chemistry at the University of Oxford and a Fellow of the Royal Society. Chris Schofield is a professor of organic chemistry at the University of Oxford, Department of Chemistry and a Fellow of Hertford College. Schofield studied functional, structural and mechanistic understanding of enzymes that employ oxygen and 2-oxoglutarate as a co-substrate. His work has opened up new possibilities in antibiotic research, oxygen sensing, and gene regulation.

<span class="mw-page-title-main">Philip A. Gale</span>

Philip Alan Gale is an Australian/British chemist, Deputy Dean of Science and Professor of Chemistry at the Faculty of Science, University of Technology Sydney. He is notable for his work on the supramolecular chemistry of anions.

Elizabeth Joy New is an Australian chemist and Professor of the School of Chemistry, University of Sydney. She won the 2018 Australian Museum 3M Eureka Prize.

References

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  2. Yu, Mingfeng; Nagalingam, Gayathri; Ellis, Samantha; Martinez, Elena; Sintchenko, Vitali; Spain, Malcolm; Rutledge, Peter J.; Todd, Matthew H.; Triccas, James A. (2016). "Nontoxic Metal–Cyclam Complexes, a New Class of Compounds with Potency against Drug-Resistant Mycobacterium tuberculosis". Journal of Medicinal Chemistry. 59 (12): 5917–5921. doi:10.1021/acs.jmedchem.6b00432. hdl: 2123/22237 . PMID   27214150.
  3. Manos-Turvey, Alexandra; Bulloch, Esther M. M.; Rutledge, Peter J.; Baker, Edward N.; Lott, J. Shaun; Payne, Richard J. (2010). "Inhibition Studies of Mycobacterium tuberculosis Salicylate Synthase (MbtI)". ChemMedChem. 5 (7): 1067–1079. doi:10.1002/cmdc.201000137. PMID   20512795.
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  5. Devi, Prarthana; Rutledge, Peter J. (2017). "Cyclobutanone Analogues of β-Lactam Antibiotics: β-Lactamase Inhibitors with Untapped Potential?". ChemBioChem. 18 (4): 338–351. doi:10.1002/cbic.201600529. hdl: 2123/22242 . PMID   27992105.
  6. Lau, Yu Heng; Clegg, Jack K.; Price, Jason R.; Macquart, Rene B.; Todd, Matthew H.; Rutledge, Peter J. (2018). "Molecular Switches for any pH: A Systematic Study of the Versatile Coordination Behaviour of Cyclam Scorpionands". Chemistry – A European Journal. 24 (7): 1573–1585. doi:10.1002/chem.201703488. hdl: 2123/20371 . PMID   29052259.
  7. Wong, Joseph; Todd, Matthew; Rutledge, Peter (25 January 2017). "Recent Advances in Macrocyclic Fluorescent Probes for Ion Sensing". Molecules. 22 (2): 200. doi:10.3390/molecules22020200. PMC   6155713 . PMID   28125069.
  8. Lau, Yu Heng; Price, Jason R.; Todd, Matthew H.; Rutledge, Peter J. (2011). "A Click Fluorophore Sensor that Can Distinguish CuII and HgII via Selective Anion-Induced Demetallation". Chemistry – A European Journal. 17 (10): 2850–2858. doi:10.1002/chem.201002477. PMID   21305620.
  9. Lau, Yu Heng; Rutledge, Peter J.; Watkinson, Michael; Todd, Matthew H. (2011). "Chemical sensors that incorporate click-derived triazoles". Chemical Society Reviews. 40 (5): 2848–66. doi:10.1039/C0CS00143K. PMID   21380414.
  10. Devi, Prarthana; Barry, Sarah M.; Houlihan, Kate M.; Murphy, Michael J.; Turner, Peter; Jensen, Paul; Rutledge, Peter J. (2015). "Synthesis and structural characterisation of amides from picolinic acid and pyridine-2,6-dicarboxylic acid". Scientific Reports. 5 (1): 9950. Bibcode:2015NatSR...5E9950D. doi:10.1038/srep09950. PMC   4424836 . PMID   25954918.
  11. Counsell, Andrew J; Jones, Angus T; Todd, Matthew H; Rutledge, Peter J (2016). "A direct method for the N-tetraalkylation of azamacrocycles". Beilstein Journal of Organic Chemistry. 12: 2457–2461. doi:10.3762/bjoc.12.239. PMC   5238601 . PMID   28144313.
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  16. Todd, Matthew H.; Watkinson, Michael; Rutledge, Peter J.; Lau, Yu Heng (2011). "Chemical sensors that incorporate click-derived triazoles". Chemical Society Reviews. 40 (5): 2848–2866. doi:10.1039/C0CS00143K. ISSN   1460-4744. PMID   21380414.
  17. Lau, Yu Heng; Price, Jason R.; Todd, Matthew H.; Rutledge, Peter J. (2011). "A Click Fluorophore Sensor that Can Distinguish CuII and HgII via Selective Anion-Induced Demetallation". Chemistry – A European Journal. 17 (10): 2850–2858. doi:10.1002/chem.201002477. ISSN   1521-3765. PMID   21305620.
  18. Ast, Sandra; Rutledge, Peter J.; Todd, Matthew H. (2012). "Reversing the Triazole Topology in a Cyclam-Triazole-Dye Ligand Gives a 10-Fold Brighter Signal Response to Zn2+ in Aqueous Solution". European Journal of Inorganic Chemistry. 2012 (34): 5611–5615. doi:10.1002/ejic.201201072. ISSN   1099-0682.
  19. Rutledge, Peter J.; Todd, Matthew H.; Turner, Peter; Tang, Cyril; Wong, Joseph K.-H.; Yu, Mingfeng (2015). "Efficient deprotection of F-BODIPY derivatives: removal of BF2 using Brønsted acids". Beilstein Journal of Organic Chemistry. 11 (1): 37–41. doi:10.3762/bjoc.11.6. ISSN   1860-5397. PMC   4311716 . PMID   25670990.
  20. Wong, Joseph; Todd, Matthew; Rutledge, Peter (2017). "Recent Advances in Macrocyclic Fluorescent Probes for Ion Sensing". Molecules. 22 (2): 200. doi: 10.3390/molecules22020200 . ISSN   1420-3049. PMC   6155713 . PMID   28125069.
  21. Yu, Mingfeng; Yu, Qun; Rutledge, Peter J.; Todd, Matthew H. (2013). "A Fluorescent "Allosteric Scorpionand" Complex Visualizes a Biological Recognition Event". ChemBioChem. 14 (2): 224–229. doi:10.1002/cbic.201200637. ISSN   1439-7633. PMID   23303717.
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