Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

Articles citing this paper

Synthetic Amino Acids for Applications in Peptide Ligation–Desulfurization Chemistry

Lara R. Malins A and Richard J. Payne A B
+ Author Affiliations
- Author Affiliations

A School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia.

B Corresponding author. Email: richard.payne@sydney.edu.au




Lara R. Malins completed her undergraduate studies in chemistry in 2009 as a Trustee Scholar at Boston University, where she worked in the laboratory of Associate Professor Scott Schaus on the synthesis of purine-based natural products. She was awarded an International Postgraduate Research Scholarship in 2010 to undertake her Ph.D. at the University of Sydney, Australia, in the group of Professor Richard Payne. She completed her doctorate in April 2014 and is currently a post-doctoral research associate in the Payne laboratory, focusing on the development of novel ligation methodologies for the synthesis of complex peptide and glycopeptide targets.



Richard J. Payne graduated from the University of Canterbury, New Zealand, in 2002. In 2003, he was awarded a Gates Scholarship to undertake his Ph.D. within the Department of Chemistry, University of Cambridge, under the supervision of Professor Chris Abell. After completing his Ph.D., Richard moved to the Scripps Research Institute under the auspices of a Lindemann Postdoctoral Fellowship where he worked in the laboratory of Professor Chi-Huey Wong. In 2008, he moved to the University of Sydney as a lecturer within the School of Chemistry, where he is currently Professor of Organic Chemistry and Chemical Biology and ARC Future Fellow. Richard's research focuses on utilising the tools of synthetic chemistry, including peptide and carbohydrate chemistry, to address problems of biochemical and medicinal significance.

Australian Journal of Chemistry 68(4) 521-537 https://doi.org/10.1071/CH14568
Submitted: 15 September 2014  Accepted: 9 October 2014   Published: 23 January 2015



61 articles found in Crossref database.

Visible-Light-Induced Specific Desulfurization of Cysteinyl Peptide and Glycopeptide in Aqueous Solution
Gao Xiao-Fei, Du Jing-Jing, Liu Zheng, Guo Jun
Organic Letters. 2016 18(5). p.1166
Chemical Protein Synthesis (2022)
Kambanis Lucas, Kulkarni Sameer S., Payne Richard J.
The Chemistry of Benzotriazole Derivatives (2016)
Haase Danniebelle N.
Chemoselective modifications for the traceless ligation of thioamide-containing peptides and proteins
Wang Yanxin J., Szantai-Kis D. Miklos, Petersson E. James
Organic & Biomolecular Chemistry. 2016 14(26). p.6262
Sir John Cornforth Memorial Issue
Wentrup Curt
Australian Journal of Chemistry. 2015 68(4). p.519
Rapid and efficient protein synthesis through expansion of the native chemical ligation concept
Kulkarni Sameer S., Sayers Jessica, Premdjee Bhavesh, Payne Richard J.
Nature Reviews Chemistry. 2018 2(4).
P−B Desulfurization: An Enabling Method for Protein Chemical Synthesis and Site‐Specific Deuteration
Jin Kang, Li Tianlu, Chow Hoi Yee, Liu Han, Li Xuechen
Angewandte Chemie International Edition. 2017 56(46). p.14607
Construction of Challenging Proline–Proline Junctions via Diselenide–Selenoester Ligation Chemistry
Sayers Jessica, Karpati Phillip M. T., Mitchell Nicholas J., Goldys Anna M., Kwong Stephen M., Firth Neville, Chan Bun, Payne Richard J.
Journal of the American Chemical Society. 2018 140(41). p.13327
Selenoprotein Structure and Function (2022)
Bedding Max J., Kulkarni Sameer S., Payne Richard J.
Organic Reactions (2019)
Pattabiraman Vijaya R., Ogunkoya Ayodele O., Bode Jeffrey W.
Exploiting Chemical Protein Synthesis to Study the Role of Tyrosine Sulfation on Anticoagulants from Hematophagous Organisms
Maxwell Joshua W. C., Hawkins Paige M. E., Watson Emma E., Payne Richard J.
Accounts of Chemical Research. 2023 56(19). p.2688
A Type of Auxiliary for Native Chemical Peptide Ligation beyond Cysteine and Glycine Junctions
Loibl Simon F., Harpaz Ziv, Seitz Oliver
Angewandte Chemie International Edition. 2015 54(50). p.15055
Hmboff/on as a switchable thiol protecting group for native chemical ligation
Qi Yun-Kun, Tang Shan, Huang Yi-Chao, Pan Man, Zheng Ji-Shen, Liu Lei
Organic & Biomolecular Chemistry. 2016 14(18). p.4194
Chemical Protein Synthesis: Advances, Challenges, and Outlooks
Tan Yi, Wu Hongxiang, Wei Tongyao, Li Xuechen
Journal of the American Chemical Society. 2020 142(48). p.20288
Peptide Ligation at High Dilution via Reductive Diselenide-Selenoester Ligation
Chisholm Timothy S., Kulkarni Sameer S., Hossain Khondker R., Cornelius Flemming, Clarke Ronald J., Payne Richard J.
Journal of the American Chemical Society. 2020 142(2). p.1090
A revised mechanism for the α-ketoacid hydroxylamine amide forming ligations
Patil Mahendra
Organic & Biomolecular Chemistry. 2017 15(2). p.416
Recent advances in racemic protein crystallography
Yan Bingjia, Ye Linzhi, Xu Weiliang, Liu Lei
Bioorganic & Medicinal Chemistry. 2017 25(18). p.4953
Glycopeptide ligation via direct aminolysis of selenoester
Du Jing-Jing, Xin Ling-Ming, Lei Ze, Zou Shi-Yao, Xu Wen-Bo, Wang Chang-Wei, Zhang Lian, Gao Xiao-Fei, Guo Jun
Chinese Chemical Letters. 2018 29(7). p.1127
Chemical Synthesis of Bioactive Proteins
Harel Omer, Jbara Muhammad
Angewandte Chemie International Edition. 2023 62(13).
Pushing the Boundaries of Chemical Protein Synthesis: The Case of Ubiquitin Chains and Polyubiquitinated Peptides and Proteins
Meledin Roman, Mali Sachitanand M., Brik Ashraf
The Chemical Record. 2016 16(1). p.509
Total chemical synthesis of proteins without HPLC purification
Loibl S. F., Harpaz Z., Zitterbart R., Seitz O.
Chemical Science. 2016 7(11). p.6753
Palladium-Assisted Removal of a Solubilizing Tag from a Cys Side Chain To Facilitate Peptide and Protein Synthesis
Maity Suman Kumar, Mann Guy, Jbara Muhammad, Laps Shay, Kamnesky Guy, Brik Ashraf
Organic Letters. 2016 18(12). p.3026
Chemoenzymatic Semisynthesis of Proteins
Thompson Robert E., Muir Tom W.
Chemical Reviews. 2020 120(6). p.3051
Synthesis of l‐ and d‐Ubiquitin by One‐Pot Ligation and Metal‐Free Desulfurization
Huang Yi‐Chao, Chen Chen‐Chen, Gao Shuai, Wang Ye‐Hai, Xiao Hua, Wang Feng, Tian Chang‐Lin, Li Yi‐Ming
Chemistry – A European Journal. 2016 22(22). p.7623
DFT study on C-S bond dissociation enthalpies of thiol-derived peptide models
Chang Huifang, Zheng Wenrui, Zhu Danfeng, Xie Hongyun
Journal of Sulfur Chemistry. 2020 41(3). p.326
Thiazolidine-Protected β-Thiol Asparagine: Applications in One-Pot Ligation–Desulfurization Chemistry
Sayers Jessica, Thompson Robert E., Perry Kristen J., Malins Lara R., Payne Richard J.
Organic Letters. 2015 17(19). p.4902
Expanding the scope of native chemical ligation – templated small molecule drug synthesis via benzanilide formation
Houska Richard, Stutz Marvin Björn, Seitz Oliver
Chemical Science. 2021 12(40). p.13450
Single addition of an allylamine monomer enables access to end-functionalized RAFT polymers for native chemical ligation
Isahak Naatasha, Gody Guillaume, Malins Lara R., Mitchell Nicholas J., Payne Richard J., Perrier Sébastien
Chemical Communications. 2016 52(88). p.12952
Oxidative Deselenization of Selenocysteine: Applications for Programmed Ligation at Serine
Malins Lara R., Mitchell Nicholas J., McGowan Sheena, Payne Richard J.
Angewandte Chemie International Edition. 2015 54(43). p.12716
Rapid one-pot iterative diselenide–selenoester ligation using a novel coumarin-based photolabile protecting group
Kambanis Lucas, Chisholm Timothy S., Kulkarni Sameer S., Payne Richard J.
Chemical Science. 2021 12(29). p.10014
The total chemical synthesis of the monoglycosylated GM2 ganglioside activator using a novel cysteine surrogate
Sato Kohei, Kitakaze Keisuke, Nakamura Takahiro, Naruse Naoto, Aihara Keisuke, Shigenaga Akira, Inokuma Tsubasa, Tsuji Daisuke, Itoh Kohji, Otaka Akira
Chemical Communications. 2015 51(49). p.9946
Expanding the chemical toolbox for the synthesis of large and uniquely modified proteins
Bondalapati Somasekhar, Jbara Muhammad, Brik Ashraf
Nature Chemistry. 2016 8(5). p.407
Oxidative Deselenization of Selenocysteine: Applications for Programmed Ligation at Serine
Malins Lara R., Mitchell Nicholas J., McGowan Sheena, Payne Richard J.
Angewandte Chemie. 2015 127(43). p.12907
Semisynthetic prion protein (PrP) variants carrying glycan mimics at position 181 and 197 do not form fibrils
Araman Can, Thompson Robert E., Wang Siyao, Hackl Stefanie, Payne Richard J., Becker Christian F. W.
Chemical Science. 2017 8(9). p.6626
One‐Pot Ligation–Oxidative Deselenization at Selenocysteine and Selenocystine
Mitchell Nicholas J., Kulkarni Sameer S., Malins Lara R., Wang Siyao, Payne Richard J.
Chemistry – A European Journal. 2017 23(4). p.946
Utility of the Phenacyl Protecting Group in Traceless Protein Semisynthesis through Ligation–Desulfurization Chemistry
Matveenko Maria, Hackl Stefanie, Becker Christian F. W.
ChemistryOpen. 2018 7(1). p.106
Enabling Peptide Ligation at Aromatic Junction Mimics via Native Chemical Ligation and Palladium-Mediated S-Arylation
Lin Xiaoxi, Nithun Raj V., Samanta Raju, Harel Omer, Jbara Muhammad
Organic Letters. 2023 25(25). p.4715
Phosphorus Compounds as Precursors and Catalysts for Radical C−C Bond‐Forming Reactions
Maddigan‐Wyatt Jeremy, Hooper Joel F.
Advanced Synthesis & Catalysis. 2021 363(4). p.924
Copper‐Mediated Selenazolidine Deprotection Enables One‐Pot Chemical Synthesis of Challenging Proteins
Zhao Zhenguang, Metanis Norman
Angewandte Chemie International Edition. 2019 58(41). p.14610
Features of Auxiliaries That Enable Native Chemical Ligation beyond Glycine and Cleavage via Radical Fragmentation
Loibl Simon F., Dallmann Andre, Hennig Kathleen, Juds Carmen, Seitz Oliver
Chemistry – A European Journal. 2018 24(14). p.3623
Solid-phase synthesis of peptide selenoesters via a side-chain anchoring strategy
Hanna Cameron C., Kulkarni Sameer S., Watson Emma E., Premdjee Bhavesh, Payne Richard J.
Chemical Communications. 2017 53(39). p.5424
Proteins through the eyes of an organic chemist
Mandal Shaswati, Brik Ashraf
Tetrahedron. 2022 124 p.133022
Synthetic and Enzymatic Modifications of the Peptide Backbone (2021)
Fiore Kristen E., Phan Hoang Anh T., Robkis D. Miklos, Walters Christopher R., Petersson E. James
Fully Synthetic Granulocyte Colony-Stimulating Factor Enabled by Isonitrile-Mediated Coupling of Large, Side-Chain-Unprotected Peptides
Roberts Andrew G., Johnston Eric V., Shieh Jae-Hung, Sondey Joseph P., Hendrickson Ronald C., Moore Malcolm A. S., Danishefsky Samuel J.
Journal of the American Chemical Society. 2015 137(40). p.13167
Approaches for peptide and protein cyclisation
Hayes Heather C., Luk Louis Y. P., Tsai Yu-Hsuan
Organic & Biomolecular Chemistry. 2021 19(18). p.3983
Rapid Additive-Free Selenocystine–Selenoester Peptide Ligation
Mitchell Nicholas J., Malins Lara R., Liu Xuyu, Thompson Robert E., Chan Bun, Radom Leo, Payne Richard J.
Journal of the American Chemical Society. 2015 137(44). p.14011
Chemical Ligation (2017)
Premdjee Bhavesh, Payne Richard J.
Native Chemical Ligation–Photodesulfurization in Flow
Chisholm Timothy S., Clayton Daniel, Dowman Luke J., Sayers Jessica, Payne Richard J.
Journal of the American Chemical Society. 2018 140(29). p.9020
Ligation Technologies for the Synthesis of Cyclic Peptides
Chow Hoi Yee, Zhang Yue, Matheson Eilidh, Li Xuechen
Chemical Reviews. 2019 119(17). p.9971
Palladium in the Chemical Synthesis and Modification of Proteins
Jbara Muhammad, Maity Suman Kumar, Brik Ashraf
Angewandte Chemie International Edition. 2017 56(36). p.10644
Chemical Synthesis of Bioactive Proteins
Harel Omer, Jbara Muhammad
Angewandte Chemie. 2023 135(13).
Exploring chemoselective S-to-N acyl transfer reactions in synthesis and chemical biology
Burke Helen M., McSweeney Lauren, Scanlan Eoin M.
Nature Communications. 2017 8(1).
P−B Desulfurization: An Enabling Method for Protein Chemical Synthesis and Site‐Specific Deuteration
Jin Kang, Li Tianlu, Chow Hoi Yee, Liu Han, Li Xuechen
Angewandte Chemie. 2017 129(46). p.14799
Accelerated Protein Synthesis via One-Pot Ligation-Deselenization Chemistry
Mitchell Nicholas J., Sayers Jessica, Kulkarni Sameer S., Clayton Daniel, Goldys Anna M., Ripoll-Rozada Jorge, Barbosa Pereira Pedro José, Chan Bun, Radom Leo, Payne Richard J.
Chem. 2017 2(5). p.703
Synthesis of β-Thiol Phenylalanine for Applications in One-Pot Ligation–Desulfurization Chemistry
Malins Lara R., Giltrap Andrew M., Dowman Luke J., Payne Richard J.
Organic Letters. 2015 17(9). p.2070
Copper‐Mediated Selenazolidine Deprotection Enables One‐Pot Chemical Synthesis of Challenging Proteins
Zhao Zhenguang, Metanis Norman
Angewandte Chemie. 2019 131(41). p.14752
ProteoFind: A script for finding proteins that are suitable for chemical synthesis
Shigenaga Akira, Naruse Naoto, Otaka Akira
Tetrahedron. 2018 74(19). p.2291
Palladium in der chemischen Synthese und Modifizierung von Proteinen
Jbara Muhammad, Maity Suman Kumar, Brik Ashraf
Angewandte Chemie. 2017 129(36). p.10780
Ein Auxiliartyp für die native chemische Peptidligation jenseits von Cystein und Glycin
Loibl Simon F., Harpaz Ziv, Seitz Oliver
Angewandte Chemie. 2015 127(50). p.15269
Nonclassical Routes for Amide Bond Formation
de Figueiredo Renata Marcia, Suppo Jean-Simon, Campagne Jean-Marc
Chemical Reviews. 2016 116(19). p.12029
Development of Powerful Auxiliary-Mediated Ligation To Facilitate Rapid Protein Assembly
Yin Hongli, Lu Dan, Wang Siyao, Wang Ping
Organic Letters. 2019 21(13). p.5138

Committee on Publication Ethics

Abstract Full Text PDF (1.1 MB) Export Citation Get Permission

Share

Share on Facebook Share on Twitter Share on LinkedIn Share via Email