Publications

2022

A. B. Taresh, C. A. Hutton, “Site Specific Preparation of N-Glycosylated Peptides: Thioamide-Directed Activation of Aspartate”, Angew. Chem. Int. Ed. 2022, 61, e202210367. doi:10.1002/anie.202210367

M. B. Haskali, P. D. Roselt, T. J. O’Brien, C. A. Hutton, I. Ali, L. Vivash, B. Jupp, “Effective Preparation of [¹⁸F]Flumazenil Using Copper-Mediated Late-Stage Radiofluorination of a Stannyl Precursor”, Molecules 2022, 27, 5931. doi:10.3390/molecules27185931

A. B. Taresh, C. A. Hutton, “Backbone thioamide directed macrocyclisation: lactam stapling of peptides”, Org. Biomol. Chem. 2022, 20, 1488–1492. doi:10.1039/D1OB02461B

N.U.H. Khan, A. Corlett, C. A. Hutton, M. B. Haskali, “Investigation of Fluorine-18 Labelled Peptides for Binding to Cholecystokinin-2 Receptors with High Affinity”, Int. J. Pept. Res.Therapeut. 2022, 28:6. doi:10.1007/s10989-021-10310-z

2021

S. Shabani, Y. Wu, H. G. Ryan, C. A. Hutton, “Progress and perspectives on directing group-assisted palladium-catalysed C‒H functionalisation of amino acids and peptides,” Chem. Soc. Rev. 2021, 50, 9278–9343. doi:10.1039/d0cs01441a

A. Corlett, M.-A. Sani, J. Van Zuylekom, C.-S. Ang, E. von Guggenberg, C. Cullinane, B. Blyth, R. Hicks, P. Roselt, P. Thompson, C. A. Hutton, M. B. Haskali, “A New Turn in Peptide-Based Imaging Agents: Foldamers Afford Improved Theranostics Targeting Cholecystokinin-2 Receptor Positive Cancer,” J. Med. Chem. 2021, 64, doi:10.1021/acs.jmedchem.02213d

S. Shabani, C. A. Hutton, “Depsipeptide synthesis using a late-stage Ag(I)-promoted macrolactonisation of peptide thioamides, Chem. Commun. 2021, 57, 2081–2084. doi:10.1039/d0cc07747j

J. Shang, V. J. Thombare, C. L. Charron, U. Wille, C. A. Hutton, “Ring expansion of thiolactams via imide intermediates: an amino acid insertion strategy,” Chem. Eur. J. 2021, 26, 1620–1625. doi:10.1002/chem.202005035

F. Karimi, V. J. Thombare, C. A. Hutton, A. J. O’Connor, G. G. Qiao, D. E. Heath, “Biomaterials functionalized with nanoclusters of integrin- and syndecan-binding ligands improve cell adhesion and mechanosensing under shear flow conditions,” J. Biomed. Mater. Res., 2021, 109A, 313–325. doi:10.1002/jbm.a.37024

2020

S. Shabani, J. White, C. A. Hutton, “Total Synthesis of the Putative Structure of Asperipin-2a and Stereochemical Reassignment,” Org. Lett. 2020, 22, 7730–7734. doi:10.1021/acs.orglett.0c02884

M. B. Haskali, A. L. Farnsworth, P. D. Roselt, C. A. Hutton, “4-Nitrophenyl activated esters are superior synthons for indirect radiofluorination of biomolecules,” RSC Med. Chem., 2020, 11, 919–922. doi:10.1039/D0MD00140F

S. Shabani, C. A. Hutton, “Total Synthesis of Seongsanamide B”, Org. Lett., 2020, 22, 4557–4561. doi:10.1021/acs.orglett.0c01642

V. J. Thombare, J. A. Holden, E. C. Reynolds,  N. M. O’Brien-Simpson, C. A. Hutton, “Celogentin mimetics as inhibitors of tubulin polymerization,” J. Pept. Sci., 2020, 26, e3239. doi:10.1002/psc.3239

2019

S. Rajput, K. J. McLean, H. Poddar, I. R. Selvam, G. Nagalingam, J. A. Triccas, C. W. Levy, A. W. Munro, C. A Hutton, “Structure–activity relationships of cyclo(L-tyrosyl-L-tyrosine) derivatives binding to Mycobacterium tuberculosis CYP121: iodinated analogues promote shift to high-spin adduct,” J. Med. Chem., 2019, 62, 9792–9805. doi:10.1021/acs.jmedchem.9b01199

M. B. Haskali, D. Denoyer, P. D. Roselt, R. J. Hicks, C. A. Hutton, “Radiosynthesis and preliminary in vivo evaluation of 18F-labelled glycosylated duramycin peptides for imaging of phosphatidylethanolamine during apoptosis,” Med. Chem. Commun., 2019, 10, 1930–1934. doi:10.1039/C9MD00354A

S. Mukherjee, M. Fang, W. M. Kok, E. A. Kapp, V. J. Thombare, R. Huguet, C. A. Hutton, G. E. Reid, B. R. Roberts, “Establishing Signature Fragments for Identification and Sequencing of Dityrosine Cross-linked Peptides using Ultraviolet Photodissociation Mass Spectrometry,” Anal. Chem., 2019, 91, 12129–12133. doi:10.1021/acs.analchem.9b02986

M. B. Haskali, A. Hetsron, P. D. Roselt, D. Binns, C. A. Hutton R. J. Hicks “Automated preparation of clinical grade [⁶⁸Ga]Ga-DOTA-CP04, a cholecystokinin-2 receptor agonist, using a prototype synthesis platform (iPHASE MultiSyn),” Eur. J. Nucl. Med. Mol. Imaging, 2019, 4, 23. doi:10.1186/s41181-019-0067-2

S. Shabani, J. M. White, C. A. Hutton, “Synthesis of the C-Terminal Macrocycle of Asperipin-2a,” Org. Lett., 2019, 21, 1877–1880. doi:10.1021/acs.orglett.9b00488

V. J. Thombare, C. A. Hutton, “Rapid, traceless, Ag(I)‐promoted macrocyclization of peptides possessing an N‐terminal thioamide,” Angew. Chem. Int. Ed., 2019, 57, 4998–5002. doi: 10.1002/anie.201900243

2018

S. C. Xie, D. L. Gillett, N. J. Spillman, C. Tsu, M. R. Luth, S. Ottilie, S. Duffy, A. E. Gould, P. Hales, B. A. Seager, C. L. Charron, F. Bruzzese, X. Yang, X. Zhao, S.-C. Huang, C. A. Hutton, J. N. Burrows, E. A. Winzeler, V. M. Avery, L. R. Dick, L. Tilley, “Target Validation and Identification of Novel Boronate Inhibitors of the Plasmodium falciparum Proteasome, J. Med. Chem., 2018, 61, 10053–10066. doi:10.1021/acs.jmedchem.8b01161

F. Karimi, V. J. Thombare, C. A. Hutton, A. J. O’Connor, G. G. Qiao, D. E. Heath, “Beyond RGD; nanoclusters of syndecan- and integrin-binding ligands synergistically enhance cell/material interactions,” Biomaterials, 2018, 187, 81–92. doi:10.1016/j.biomaterials.2018.10.002

C. L. Charron, J. M. Cottam Jones, C. A. Hutton, “Are aminomethyl thioesters viable intermediates in native chemical ligation type amide bond forming reactions?” Aust. J. Chem., 2018, 71, doi:10.1071/CH18198

F. L. B. Bathie, C. J. Bowen, C. A. Hutton, R. A. J. O’Hair, “Unimolecular reactivity of organotrifluoroborate anions, RBF₃^–, and their alkali metal cluster ions, M(RBF₃)₂^– (M = Na, K; R = CH₃, CH₃CH₂, CH₃(CH₂)₃, CH₃(CH₂)₅, c-C₃H₅, C₆H₅, C₆H₅CH₂, CH₂CHCH₂, CH₂CH, C₆H₅CO),” Rapid Commun. Mass Spectrom., 2018, 32, 1045–1052. doi:10.1002/rcm.8134

E. L. Borges, M. T. Ignasiak, Y. Velichenko, G. Perin, C. A. Hutton, M. J. Davies, C. H. Schiesser, “Synthesis and Antioxidant Capacity of Novel Stable 5-Tellurofuranose Derivatives,” Chem. Commun. 2018, 54, 2990–2993. doi:10.1039/C8CC00565F

V. J. Thombare, C. A. Hutton “Bridged Bicyclic Peptides: Structure and Function,” Peptide Science, 2018, 110, e24057. doi:10.1002/pep2.24057

V. J. Thombare, J. A. Holden, S. Pal, E. C. Reynolds, A. Chattopadhyay, N. M. O’Brien-Simpson, C. A. Hutton “Antimicrobial activity of simplified mimics of celogentin C,” Tetrahedron, 2018, 74, 1288–1293. doi:10.1016/j.tet.2017.12.032

M. B. Haskali, P. D. Roselt, R. J. Hicks, C. A. Hutton, “Automated Preparation of 2-[¹⁸F]Fluoropropionate Labelled Peptides using a Flexible, Multi-stage Synthesis Platform (iPHASE Flexlab),” J. Labelled Comp. Radiopharm., 2018, 61, 61­–67. doi:10.1002/jlcr.3580

2017

M.-J. Nokin, F. Durieux, J. Bellier, O. Peulen, K. Uchida, D. A. Spiegel, J. R. Cochrane, C. A. Hutton, V. Castronovo, A. Bellahcène, “Hormetic effect of Methylglyoxal in favor of cancer growth in vivo,” Sci. Rep., 2017, 7, 11722. doi:10.1038/s41598-017-12119-7.

S. Mukherjee, E. A. Kapp, A. Lothian, A. R. Roberts, Y. V. Vasil’ev, B. A. Boughton, K. J. Barnham, W. M. Kok, C. A. Hutton, C. L. Masters, A. I. Bush, J. S. Beckman, S. Ghosh Dey, B. R. Roberts, “Characterization and identification of dityrosine cross-linked peptides using tandem mass spectrometry,” Anal. Chem., 2017, 89, 6136–6145. doi:10.1021/acs.analchem.7b00941

M. B. Haskali, D. Denoyer, W. Noonan, C. Culinane, C. Rangger, N. Pouliot, R. Haubner, P. D. Roselt, R. J. Hicks, C. A. Hutton, “Sulfonation of Tyrosine as a Method to Improve Biodistribution of Peptide-Based Radiotracers: Novel ¹⁸F-Labelled Cyclic RGD Analogues,” Mol. Pharmaceutics, 2017, 14, 1169–1180. doi:10.1021/acs.molpharmaceut.6b01062

N. Yako, T. R. Young, J. M. Cottam Jones, C. A. Hutton, A. G. Wedd, Z. Xiao, “Copper Binding and Redox Chemistry of the Aβ16 Peptide and Its Variants. Insights into Determinants of Copper-Dependent Reactivity,” Metallomics, 2017, 9, 279–291. doi:10.1039/C6MT00299D

P. R. Gilson, C. Tan, K. E. Jarman, K. N. Lowes, J. M. Curtis, W. Nguyen, A. E. Di Rago, H. E. Bullen, B. Prinz, S. Duffy, J. B. Baell, C. A. Hutton, H. Jousset Sabroux, B. S. Crabb, V. M. Avery, A. F. Cowman, B. E. Sleebs, “Optimization of 2-anilino-4-amino substituted quinazolines into potent antimalarial agents with oral in vivo activity”, J. Med. Chem., 2017, 60, 1171–1188. doi:10.1021/acs.jmedchem.6b01673

2016

M.-J. Nokin, F. Durieux, P. Peixoto, B. Chiavarina, O. Peulen, A.  Blomme, A. Turtoi, B. Costanza, N. Smargiasso, D. Baiwir, J. L. Scheijen, C. G. Schalkwijk, J. Leenders, P. De Tullio, E. Bianchi, M. Thiry, K. Uchida, D. A. Spiegel, J. R. Cochrane, C. A. Hutton, E. De Pauw, P. Delvenne, D. Belpomme, V. Castronovo, A. Bellahcene, “Methylglyoxal, a glycolysis side-product, induces Hsp90 glycation and YAP-mediated breast tumor growth and metastasis,” eLife, 2016, 5, e19375. doi:10.7554/eLife.19375

Q. I. Churches, C. A. Hutton, “Introduction, interconversion and removal of boron protecting groups,” in Boron Reagents in Synthesis. ACS Symposium Series, A. Coca, ed, American Chemical Society, 2016, vol 1236, Chapter 11, 357–377. ISBN13: 9780841231832, eISBN: 9780841231825, doi:10.1021/bk-2016-1236

A. L. Brown, N. L. Fifer, Q. I. Churches, P. W. H. Chan, S. B. Cohen, C. A. Hutton, “Total Synthesis of Ustiloxin D,” in Strategies and Tactics in Organic Synthesis, M. Harmata, ed, Academic Press, 2016, 12, Chapter 6, pp. 169–191. ISBN: 9780081007563 eISBN: 9780081007624, doi:10.1016/B978-0-08-100756-3.00006-6

C. L. Charron, A. L. Farnsworth, P.D. Roselt, R. J. Hicks, C. A. Hutton, “Recent Developments in Radiolabelled Peptides for PET Imaging of Cancer,” Tetrahedron Lett., 2016, 57, 4119–4127. doi:10.1016/j.tetlet.2016.07.083

C. A. Hutton, J. Shang and U. Wille, “Synthesis of Peptides by Silver-Promoted Coupling of Carboxylates and Thioamides: Mechanistic Insight from Computational Studies,” Chem. Eur. J. 2016, 22, 3163–3169. http://dx.doi.org/10.1002/chem.201503753

R. Fusetto, J. M. White, C. A. Hutton and R. A. J. O’Hair, “Structure of Olefin-Imidacloprid and Gas-phase Fragmentation Chemistry of its Protonated Form,” Org. Biomol. Chem. 2016, 14, 1715–1726. http://dx.doi.org/10.1039/C5OB02371H

2015

J. Shang, A. Pourvali, J. R. Cochrane and C. A. Hutton, “Steric and Electronic Effects in the Synthesis and Regioselective Hydrolysis of Unsymmetrical Imides,” Aust. J. Chem. 2015, 68, 1854–1858. http://dx.doi.org/10.1071/CH15504

A. L. Brown, Q. I. Churches, C. A. Hutton, “Total Synthesis of Ustiloxin D Utilizing an Ammonia–Ugi Reaction,” J. Org. Chem., 2015, 80, 9831–9837. http://dx.doi.org/10.1021/acs.joc.5b01519

Q. I. Churches, J. F. Hooper, C. A. Hutton, “A General Method for Interconversion of Boronic Acid Protecting Groups: Trifluoroborates as Common Intermediates,” J. Org. Chem., 2015, 80, 5428–5435. http://dx.doi.org/10.1021/acs.joc.5b00182.

2014

A. Pourvali, J. R. Cochrane, C. A. Hutton, “A new method for peptide synthesis in the N–C direction: amide assembly through silver-promoted reaction of thioamides,” Chem. Commun., 2014, 50, 15963–15966. http://dx.doi.org/10.1039/C4CC07601J

S. Sun, I. Tirotta, N. Zia, C. A. Hutton, “Selective Cleavage of Carbamate Protecting Groups from Aziridines with Otera’s Catalyst,” Aust. J. Chem. 2014, 67, 411–415. http://dx.doi.org/10.1071/CH13464

M. Haskali, P. Roselt, J. Karas, W. Noonan, C. Wichmann, N. Pouliot, R. Hicks, A. Katsifis, D. Denoyer, C. Hutton, “Site specific sulphonation of tyrosine increases peptide hydrophilicity and favourably alters biodistribution: cyclic(RGDYK) as a case study”, Intern. Med. J. 2014, 44 (S1), 4–5.

2013

W. M. Kok, J. M. Cottam, G. D. Ciccotosto, L. A. Miles, J. A. Karas, D. B. Scanlon, B. R. Roberts, M. W. Parker, R. Cappai, K. J. Barnham and C. A. Hutton, “Synthetic Dityrosine-linked β-Amyloid Dimers Form Stable, Soluble, Neurotoxic Oligomers,” Chem. Sci. 2013, 4, 4449–4454. http://dx.doi.org/10.1039/C3SC22295K

M. B. Haskali, P. D. Roselt, J. A. Karas, W. Noonan, C. W. Wichmann, A. Katsifis, R. J. Hicks, C. A. Hutton, “One-step radiosynthesis of 4-nitrophenyl 2-[¹⁸F]fluoro-propionate ([¹⁸F]NFP); improved preparation of radiolabeled peptides for PET imaging,” J. Labelled Comp. Radiopharm., 2013, 56, 726­–730. http://dx.doi.org/10.1002/jlcr.3111

J. R. Cochrane, A. Schmitt, U. Wille and C. A. Hutton, “Synthesis of cyclic peptide hemicryptophanes: enantioselective recognition of a chiral zwitterionic guest,” Chem. Commun., 2013, 49, 8504–8506. http://dx.doi.org/10.1039/C3CC44784G

S. C. Teguh, N. Klonis, S. Duffy, V. Avery, C. A. Hutton, J.B. Baell and L. Tilley, “Development of novel conjugated quinoline-indoles as potential antimalarial agents,” J. Med. Chem. 2013, 56, 6200–6215. http://dx.doi.org/10.1021/jm400656s

L. Hor, M. G. Peverelli, M. A. Perugini and C. A. Hutton, “A new robust kinetic assay for DAP epimerase activity,” Biochimie 2013, 95, 1949–1953. http://dx.doi.org/10.1016/j.biochi.2013.06.026

L. Hor, R. C. J. Dobson, M. T. Downton, J. Wagner, C. A. Hutton and M. A. Perugini, “Dimerization of Bacterial Diaminopimelate Epimerase is Essential for Catalysis,” J. Biol. Chem. 2013, 288, 9238–9248. http://dx.doi.org/10.1074/jbc.M113.450148

S. C. Drew, W. M. Kok, C. A. Hutton and K. J. Barnham, “Cu²⁺ Coordination of Covalently Cross-linked β-Amyloid Dimers,” Appl. Mag. Res. 2013, 44, 927–939. http://dx.doi.org/10.1007/s00723-013-0450-1

A. D. Watt, K. A. Perez, A. Rembach, N. A. Sherrat, L. W. Hung, T. Johanssen, C. A. McLean, W. M. Kok, C. A. Hutton, M. Fodero-Tavoletti, C. L. Masters, V. L. Villemagne and K. J. Barnham, “Oligomers, fact or artefact? SDS-PAGE induces dimerization of beta-amyloid in human brain samples,” Acta Neuropath., 2013, 125, 549–564. http://dx.doi.org/10.1007/s00401-013-1083-z

I. Tirotta, N. L. Fifer, J. Eakins, C. A. Hutton, “Synthesis of tryptophans by Lewis acid promoted ring-opening of aziridine-2-carboxylates: optimization of protecting group and Lewis acid,” Tetrahedron Lett. 2013, 54, 618–620. http://dx.doi.org/10.1016/j.tetlet.2012.11.139

M. Haskali, P. Roselt, J. Karas, D. Denoyer, W. Noonan, C. Wichmann, A. Katsifis, R. Hicks, C. Hutton, “One step radiosynthesis of 4-nitrophenyl 2-[¹⁸F]fluoropropionate ([¹⁸F]NFP): Simplified automated preparation of the α_vβ₃ integrin imaging agents [¹⁸F]GalactoRGD and [¹⁸F]-FPPRGD₂,” J. Label. Compd. Radiopharm. 2013, 56, S123.

2012

B. A. Boughton, R. C. J. Dobson and C. A. Hutton, “The crystal structure of dihydrodipicolinate synthase from Escherichia coli with bound pyruvate and succinic acid semi-aldehyde: Unambiguous resolution of the stereochemistry of the condensation product,” Proteins 2012, 80, 2117­–2122. http://dx.doi.org/10.1002/prot.24106

J. R. Cochrane, J. M. White, U. Wille and C. A. Hutton, “Total Synthesis of Mycocyclosin,” Org. Lett. 2012, 14, 2402–2405. http://dx.doi.org/10.1021/ol300831t

B. A. Boughton, L. Hor, J. A. Gerrard and C. A. Hutton, “1,3-Phenylene bis(ketoacid) derivatives as inhibitors of Escherichia coli dihydrodipicolinate synthase,” Bioorg. Med. Chem., 2012, 20, 2419–2426. http://dx.doi.org/10.1016/j.bmc.2012.01.045

2011

Q. I. Churches, J. M. White, C. A. Hutton, “Synthesis of β,γ-Dihydroxyhomotyrosines by a Tandem Petasis–Asymmetric Dihydroxylation Approach,” Org. Lett. 2011, 13, 2900­–2903. http://dx.doi.org/10.1021/ol200917s

V. Mitsakos, S. R. A. Devenish, P. A. O’Donnell, J. A. Gerrard, C. A. Hutton, “LC-MS and NMR characterization of the purple chromophore formed in the o-aminobenzaldehyde assay of dihydrodipicolinate synthase,” Bioorg. Med. Chem. 2011, 19, 1535­–1540. http://dx.doi.org/10.1016/j.bmc.2010.12.029

Q. I. Churches, J. K. Johnson, N. L. Fifer, C. A. Hutton, “Anomalies in the stereoselectivity of the Petasis reaction using styrenyl boronic acids,” Aust. J. Chem. 2011, 64, 62–67. http://dx.doi.org/10.1071/CH10341

A. K. Y. Lam, C. A. Hutton, R. A. J. O’Hair, “Role of 2-oxo and 2-thioxo modifications on the fragmentation reactions of the histidine radical cation,” Rapid Commun. Mass Spectrom., 2011, 25, 251–261. http://dx.doi.org/10.1002/rcm.4830

2010

A. K. Y. Lam, C. A. Hutton, R. A. J. O’Hair, “Role of 2-oxo and 2-thioxo modifications on the proton affinity of histidine and fragmentation reactions of protonated histidine,” Rapid Commun. Mass Spectrom., 2010, 24, 2591­–2604. http://dx.doi.org/10.1002/rcm.4671

V. L. Villemagne, K. A. Perez, K. E. Pike, W. M. Kok, C. C. Rowe, A. R. White, P. Bourgeat, O. Salvado, J. Bedo, C. A. Hutton, N. G. Faux, C. L. Masters, K. J. Barnham, “Blood-borne Amyloid-β dimer correlates with clinical markers of Alzheimer’s disease,” J. Neurosci., 2010, 30, 6315–6322. http://dx.doi.org/10.1523/jneurosci.5180-09.2010

S. J. Shirbin, B. A. Boughton, S. C. Zammit, S. D. Zanatta, S. M. Marcuccio, C. A. Hutton, S. J. Williams, “Copper-free palladium-catalyzed Sonogashira and Hiyama cross-couplings using aryl imidazol-1-ylsulfonates,” Tetrahedron Lett., 2010, 51, 2971–2974. http://dx.doi.org/10.1016/j.tetlet.2010.03.110

B. T. Y. Li, J. M. White, C. A. Hutton, “Synthesis of the Leu–Trp component of the celogentin family of cyclic peptides through a C–H activation–cross-coupling strategy,” Aust. J. Chem. 2010, 63, 438–444. http://dx.doi.org/10.1071/CH10033

X. Tan, H. Dagher, C. A. Hutton and J. E. Bourke, “Effects of PPARγ ligands on TGF-β1-induced epithelial-mesenchymal transition in alveolar epithelial cells,” Respir. Res., 2010, 11, 21. http://dx.doi.org/10.1186/1465-9921-11-21

J. E. Voss, S. W. Scally, N. L. Taylor, M. D. W. Griffin, J. M. Newman, C. A. Hutton, M. W. Parker, J. A. Gerrard, M. R. Alderton, C. Dogovski, R. C. J. Dobson, M. A. Perugini, “Substrate-Mediated Stabilization of of a Tetrameric Drug Target Reveals Achilles Heel in Anthrax,” J. Biol. Chem. 2010, 285, 5188–5195. http://dx.doi.org/10.1074/jbc.M109.038166

L. Hor, R. C. J. Dobson, C. Dogovski, C. A. Hutton, M. A. Perugini, “Crystallisation and preliminary X-ray diffraction analysis of diaminopimelate epimerase from Escherichia coli,” Acta Cryst., 2010, F66, 37–40. http://dx.doi.org/10.1107/S1744309109047708

J. E. Bourke, X. Tan, C. Hutton, “Thiazolidinediones Attenuate Epithelial-Mesenchymal Transition And Pro-fibrotic Functions In Human Alveolar Epithelial Cells And Lung Fibroblasts”, Am. J. Respir. Crit. Care Med., 2010, 181, A1229.

2009

C. Dogovski, S. C. Atkinson, S. R. Dommaraju, L. Hor, C. A. Hutton, J. A. Gerrard, M. A. Perugini, “Lysine Biosynthesis in Bacteria – An Unchartered Pathway for Novel Antibiotic Design,” in Biotechnology – Medical Biotechnology: Fundamentals and Modern Development Part I, edited by Horst Doelle, Encyclopedia of Life Support Systems (EOLSS), 2009, vol. 11, pp 116–136, Eolss Publishers, Oxford, UK, http://www.eolss.net.

W. M. Kok, D. B. Scanlon, J. A. Karas, D. Tew, L. A. Miles. M. W. Parker, K. J. Barnham and C. A. Hutton, “Solid Phase Synthesis of Homodimeric Peptides: Preparation of Covalently Linked Dimers of Amyloid-β Peptide,” Chem. Commun., 2009, 6228–6230. http://dx.doi.org/10.1039/b912784d

L. Domigan, S. W. Scally, M. Fogg, C. A. Hutton, M. A. Perugini, S. R. A. Devenish, R. C. J. Dobson, A. Muscroft-Taylor, J. A. Gerrard, “Characterisation of dihydrodipicolinate synthase (DHDPS) from Bacillus anthracis,” Biochim. Biophys. Acta, 2009, 1794, 1510–1516. http://dx.doi.org/10.1016/j.bbapap.2009.06.020

J. E. Voss, S. W. Scally, N. L. Taylor, C. Dogovski, M. R. Alderton, C. A. Hutton, J. A. Gerrard, M. W. Parker, R. C. J. Dobson and M. A. Perugini, “Expression, purification, crystallization and preliminary X-ray diffraction analysis of dihydrodipicolinate synthase from Bacillus anthracis in the presence of pyruvate,” Acta Cryst. F, 2009, F65, 188–191. http://dx.doi.org/10.1107/S1744309109000670

M. Harding, J. A. Bodkin, F. Issa, C. A. Hutton, A. C. Willis and M. D. McLeod, “The asymmetric aminohydroxylation route to GABOB and homoserine derivatives,” Tetrahedron, 2009, 65, 831–843. http://dx.doi.org/10.1016/j.tet.2008.11.037

2008

P. F. Kaiser, J. M. White and C. A. Hutton, “Enantioselective Preparation of a Stable Boronate Complex Stereogenic Only at Boron,” J. Am. Chem. Soc., 2008, 130, 16450–16451. http://dx.doi.org/10.1021/ja8044629

B. A. Boughton, M. D. W. Griffin, P. A. O’Donnell, R. C. J. Dobson, M. A. Perugini, J. A. Gerrard and C. A. Hutton, “Irreversible Inhibition of Dihydrodipicolinate Synthase by 4-Oxo-heptenedioic Acid Analogues,” Bioorg. Med. Chem., 2008, 16, 9975–9983. http://dx.doi.org/10.1016/j.bmc.2008.10.026

R. C. J. Dobson, M. D. W. Griffin, S. R. A. Devenish, F. G. Pearce, C. A. Hutton, J. A. Gerrard, G. B. Jameson and M. A. Perugini, “Conserved main-chain peptide distortions: a proposed role for Ile203 in catalysis by dihydrodipicolinate synthase,” Prot. Sci., 2008, 17, 2080–2080. http://dx.doi.org/10.1110/ps.037440.108

Q. I. Churches, H. E. Stewart, S. B. Cohen, A. Shröder, P. Turner and C. A. Hutton, “Stereoselectivity of the Petasis Reaction with Various Chiral Amines and Styrenylboronic Acids,” Pure Appl. Chem., 2008, 80, 687–694. http://dx.doi.org/10.1351/pac200880040687

V. Mitsakos, R. C. J. Dobson, F. G. Pearce, S. R. Devenish, G. L. Evans, B. R. Burgess, M. A. Perugini, J. A. Gerrard and C. A. Hutton, “Inhibiting dihydrodipicolinate synthase across species: towards specificity for pathogens?,” Bioorg. Med. Chem. Lett., 2008, 18, 842–844. http://dx.doi.org/10.1016/j.bmcl.2007.11.026

B. A. Boughton, R. C. J. Dobson, J. A. Gerrard and C. A. Hutton, “Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase,” Bioorg. Med. Chem. Lett., 2008, 18, 460–463. http://dx.doi.org/10.1016/j.bmcl.2007.11.108

W. M. Kok, J. Karas, D. Scanlon, K. J. Barnham, C. A. Hutton, “Covalently linked A-beta dimers,” J. Pept. Sci. 2008, 14, S1, 67.

M. A. Perugini, S. W. Scally, L. Hor, J. E. Voss, N. L. Taylor, R. C. J. Dobson, C. Dogovski, C. A. Hutton and J. A. Gerrard, “Interface-targeted peptide inhibitors of dihydrodipicolinate synthase: potential use as anti-anthrax agents,” Proceedings of the Chemical and Biological Defense Physical Science and Technology Conference 2008, Defence Technical Information Centre, U.S. Department of Defence, Fort Belvoir, Virginia, USA.

2007

P. F. Kaiser, Q. I. Churches and C. A. Hutton, “Organoboron reagents in the preparation of functionalised -amino acids,” Aust. J. Chem., 2007, 60, 799–810. http://dx.doi.org/10.1071/CH07103

E. C. Shuter, H. Duong, C. A. Hutton and M. D. McLeod, “The enantioselective synthesis of APTO and AETD: polyhydroxylated-β-amino acid constituents of the microsclerodermin cyclic peptides,” Org. Biomol. Chem., 2007, 5, 3183–3189. http://dx.doi.org/10.1039/b707891a

C. A. Hutton and P. A. Bartlett, “Preparation of diaza[4.3.0]bicyclononene-based peptidomimetics,” J. Org. Chem., 2007, 72, 6865–6872. http://dx.doi.org/10.1021/jo071074x

C. A. Hutton, M. A. Perugini and J. A. Gerrard, “Inhibition of lysine biosynthesis: an evolving antibiotic strategy,” Mol. BioSyst., 2007, 3, 458–465. http://dx.doi.org/10.1039/b705624a

J. A. Gerrard, C. A. Hutton and M. A. Perugini, “Inhibiting protein-protein interactions as an emerging paradigm for drug discovery,” Mini Rev. Med. Chem. 2007, 7, 151–157.

X. Tan, C. Hutton and J. Ward, “Anti-fibrotic effects of rosiglitazone and structurally related compounds in human lung parenchymal fibroblasts,” Respirology, 2007, 12, (S1), A64.

2006

A. K. L. Yuen, K. A. Jolliffe and C. A. Hutton, “Preparation of the Central Tryptophan Moiety of the Celogentin/Moroidin Family of Anti-mitotic Cyclic Peptides,” Aust. J. Chem., 2006, 59, 819–826. http://dx.doi.org/10.1071/CH06324

A. K. L. Yuen and C. A. Hutton, “Preparation of Cyclic Peptide Alkaloids Containing Functionalised Tryptophan Residues,” Nat. Prod. Comm., 2006, 1, 907–919.

K. M. Soapi and C. A. Hutton, “Preparation of β-nitroalanine using the Easton three-component coupling method,” Amino Acids, 2006, 31, 337–339. http://dx.doi.org/10.1007/s00726-006-0261-x

T. J. Southwood, M. C. Curry and C. A. Hutton, “Factors affecting the efficiency and stereoselectivity of α-amino acid synthesis by the Petasis reaction,” Tetrahedron, 2006, 62, 236–242. http://dx.doi.org/10.1016/j.tet.2005.09.114

2005

M. Harding, J. A. Bodkin, C. A. Hutton and M. D. McLeod, “Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: the enantioselective synthesis of GABOB and homoserine derivatives,” Synlett, 2005, 2829–2831. http://dx.doi.org/10.1055/s-2005-918939

A. K. L. Yuen and C. A. Hutton, “Deprotection of pinacolyl boronate esters via hydrolysis of intermediate potassium trifluoroborates,” Tetrahedron Lett., 2005, 46, 7899–7903. http://dx.doi.org/10.1016/j.tetlet.2005.09.101

O. Skaff, K. A. Jolliffe and C. A. Hutton, “Synthesis of the side-chain cross-linked tyrosine oligomers dityrosine, trityrosine and pulcherosine,” J. Org. Chem., 2005, 70, 7353–7363. http://dx.doi.org/10.1021/jo051076m

L. Hunter, M. D. McLeod and C. A. Hutton, “Synthesis of the β-Hydroxydopa–γ-hydroxy-δ-sulfinylnorvaline Component of Ustiloxins A & B,” Org. Biomol. Chem., 2005, 3, 732–734. http://dx.doi.org/10.1039/b418876d

J. J. Turner, J. A. Gerrard and C. A. Hutton, “Heterocyclic Inhibitors of Dihydrodipicolinate Synthase are Not Competitive,” Bioorg. Med. Chem., 2005, 13, 2133–2140. http://dx.doi.org/10.1016/j.bmc.2005.01.001

J. J. Turner, J. P. Healy, R. C. J. Dobson, J. A. Gerrard and C. A. Hutton, “Two new irreversible inhibitors of dihydrodipicolinate synthase: diethyl (E,E)-4-oxo-2,5-heptadienedioate and diethyl (E)-4-oxo-2-heptenedioate,” Bioorg. Med. Chem. Lett., 2005, 15, 995–998. http://dx.doi.org/10.1016/j.bmcl.2004.12.043

2004

L. M. Hutchins, L. Hunter, N. Ehya, M. D. Gibbs, P. L. Bergquist and C. A. Hutton, “Highly enantioselective recombinant thermoalkalophilic lipases from Geobacillus and Bacillus sp.,” Tetrahedron: Asymm., 2004, 15, 2975–2980. http://dx.doi.org/10.1016/j.tetasy.2004.07.041

Thomas E. Pennington, Cynantya Kardiman and Craig A. Hutton, “Deprotection of pinacolyl boronate esters by transesterification with polystyrene-boronic acid,” Tetrahedron Lett., 2004, 45, 6657–6660. http://dx.doi.org/10.1016/j.tetlet.2004.07.014

2003

L. Hunter and C. A. Hutton, “Preparation of Selectively Protected L-Dopa Derivatives: Oxidation of Tyrosine-3-boronates,” Aust. J. Chem., 2003, 56, 1095–1098. http://dx.doi.org/10.1071/CH03181

C. A. Hutton and O. Skaff, “A Convenient Preparation of Dityrosine via Miyaura Borylation–Suzuki Coupling of Iodotyrosine Derivatives,” Tetrahedron Lett., 2003, 44, 4895–4898. http://dx.doi.org/10.1016/S0040-4039(03)01081-5

C. A. Hutton, T. J. Southwood and J. J. Turner, “Inhibitors of Lysine Biosynthesis as Antibacterial Agents,” Mini Rev. Med. Chem. 2003, 3, 115–128.

2002

A. Sunna, L. Hunter, C. A. Hutton and P. L. Bergquist, “Purification and biochemical characterization of a recombinant thermoalkalophilic lipase and assessment of its substrate enantioselectivity,” Enz. Microb. Tech. 2002, 31, 472–476. http://dx.doi.org/10.1016/S0141-0229(02)00133-3

C. A. Hutton, R. Jaber, M. Otaegui, J. J. Turner, P. Turner, J. M. White and G. B. Bacskay, “Stereochemical and Conformational Consequences of the Oxidation of 1,4-Thiazane-3,5-dicarboxylates,” J. Chem. Soc., Perkin Trans. 2, 2002, 1066–1071. http://dx.doi.org/10.1039/b202231a

2001

A. N. Cuzzupe, C. A. Hutton, M. J. Lilly, R. K. Mann, K. J. McRae, S. C. Zammit and M. A. Rizzacasa, “Total Synthesis of the Epidermal Growth Factor Inhibitor (–)-Reveromycin B,” J. Org. Chem., 2001, 66, 2382–2393. http://dx.doi.org/10.1021/jo001646c

2000

A. N. Cuzzupe, C. A. Hutton, M. J. Lilly, R. K. Mann, M. A. Rizzacasa and S. C. Zammit, “Total Synthesis of (–)-Reveromycin B,” Org. Lett., 2000, 2, 191–194. http://dx.doi.org/10.1021/ol991281m

pre-2000

C. A. Hutton, “Synthesis of β-Hydroxy-β-(fluoronitrophenyl)alanines; Vital Components in the Assembly of Biologically Active Cyclic Peptides,” Org. Lett. 1999, 1, 295–297. http://dx.doi.org/10.1021/ol9906054

C. J. Easton and C. A. Hutton, “Recent Developments in the Use of N-Phthaloyl-Amino Acid Derivatives in Synthesis,” Synlett, 1998, 457–466. http://dx.doi.org/10.1055/s-1998-1686

C. A. Hutton, “Substituent Effects in the Stereoconvergent Synthesis of β-Hydroxyphenylalanine Derivatives,” Tetrahedron Lett., 1997, 38, 5899–5902. http://dx.doi.org/10.1016/S0040-4039(97)01314-2

C. A. Hutton and J. M. White, “Towards a Total Synthesis of Ustiloxins A & B. Stereocontrolled Synthesis of (2S,4S,6S)-4-Hydroxy-5-phenylsulfinylnorvaline,” Tetrahedron Lett., 1997, 38, 1643–1646. http://dx.doi.org/10.1016/S0040-4039(97)00110-X

Z. Q. Tian, B. B. Brown, D. P. Mack, C. A. Hutton and P. A. Bartlett, “Potentially Macrocyclic Peptidyl Boronic Acids as Chymotrypsin Inhibitors,” J. Org. Chem., 1997, 62, 514–522.

C. J. Easton, C. A. Hutton, M. C. Merrett and E. R. T. Tiekink, “Neighbouring Group Effects Promote Substitution Reactions over Elimination and Provide a Stereocontrolled Route to Chloramphenicol,” Tetrahedron, 1996, 52, 7025–7036.

C. J. Easton, C. A. Hutton, M. C. Merrett and E. R. T. Tiekink, “Crystal Structure of (2S,3S)-3‑Bromo-N-Phthaloyl-p-Nitrophenylalanine Methyl Ester,” Z. Krist., 1996, 211, 291–292.

C. J. Easton, C. A. Hutton, M. C. Merrett and E. R. T. Tiekink, “Crystal Structure of (S)‑3‑Hydroxy-N-tert-Butyl-Na-Phthaloylvalinamide,” Z. Krist., 1996, 211, 289–290.

C. J. Easton, C. A. Hutton, M. C. Merrett and E. R. T. Tiekink, “Crystal Structure of (2RS,3RS)-3-Bromo-N-tert-Butyl-Na-Phthaloyl-p-Nitrophenylalaninamide,” Z. Krist., 1996, 211, 287–288.

C. J. Easton, C. A. Hutton, P. D. Roselt and E. R. T. Tiekink, “Crystal Structure of (E)‑Dehydro-N‑Phthaloylphenylalanine Methyl Ester,” Z. Krist., 1995, 210, 233–234.

C. J. Easton and C. A. Hutton, “Synthesis of Each Stereoisomer of 3-²H₁-Phenylalanine and Evaluation of the Stereochemical Course of the Reaction of (R)-Phenylalanine with (S)‑Phenylalanine Ammonia-Lyase,” J. Chem. Soc., Perkin Trans. 1, 1994, 3545–3548.

C. J. Easton, C. A. Hutton, P. D. Roselt and E. R. T. Tiekink, “Stereocontrolled Synthesis of β‑Hydroxyphenylalanine and β‑Hydroxytyrosine Derivatives,” Tetrahedron, 1994, 50, 7327–7340.

C. J. Easton, C. A. Hutton and E. R. T. Tiekink, “Crystal Structure of N‑Phthaloyl-β‑Phenylserine Methyl Ester,” Z. Krist., 1993, 203, 310–312.

C. J. Easton, C. A. Hutton, G. Rositano and E. W. Tan, “Regioselective Functionalization of N‑Phthaloyl-Substituted Amino Acid and Peptide Derivatives,” J. Org. Chem., 1991, 56, 5614–5618.

C. J. Easton, C. A. Hutton, P. D. Roselt and E. R. T. Tiekink, “Synthesis and Molecular Structure of Stable Derivatives of (E)- and (Z)‑Dehydrophenylalanine,” Aust. J. Chem., 1991, 44, 687–694.

C. J. Easton, C. A. Hutton, E.W. Tan and E. R. T. Tiekink, “Synthesis of Homochiral Hydroxy-α‑Amino Acid Derivatives,” Tetrahedron Lett., 1990, 31, 7059–7062.