Stocktake Sale on now: wide range of books at up to 70% off!
Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

Articles citing this paper

The 9-Fluorenylmethoxycarbonyl (Fmoc) Group in Chemical Peptide Synthesis – Its Past, Present, and Future

Wenyi Li https://orcid.org/0000-0003-3584-0301 A , Neil M. O’Brien-Simpson A , Mohammed Akhter Hossain B C D and John D. Wade https://orcid.org/0000-0002-1352-6568 B C D
+ Author Affiliations
- Author Affiliations

A Bio21 Institute and Melbourne Dental School, University of Melbourne, Melbourne, Vic. 3010, Australia.

B Florey Institute of Neuroscience and Mental Health, University of Melbourne, Melbourne, Vic. 3010, Australia.

C School of Chemistry University of Melbourne, Melbourne, Vic. 3010, Australia.

D Corresponding authors. Email: akhter.hossain@florey.edu.au; john.wade@florey.edu.au




Wenyi Li received his doctoral degree in 2016 from The University of Melbourne under the supervision of Professors John D. Wade and Frances Separovic. His doctoral thesis on antimicrobial peptide development won the Graham Johnston Best Thesis Award from the RACI, Australia. From 2016 to 2018, he was based at the Leibniz Institute of Molecular Pharmacology, Germany, where he was partially supported as a Leibniz-DAAD postdoctoral fellow working on protein semisynthesis and chemical ligation. In 2018, he returned to The University of Melbourne to work on antibacterial polymers and peptides in the groups of Professors Neil M. O’Brien-Simpson and Greg Qiao.



Neil M. O’Brien-Simpson graduated from Edinburgh Napier University in 1992 with a B.Sc. degree with honours in science and management studies. He moved to Australia and completed a Ph.D. in peptide-polymer vaccines in 1998 at The University of Melbourne. He is currently a professor and his research interests include antimicrobial peptides/materials, nanoparticles for peptide and vaccine delivery, and bacterial outer membrane vesicles-host interactions. He has several editorial duties and is the current president of the Peptide Users Group of the Royal Australian Chemical Institute.



Mohammed Akhter Hossain received his Ph.D. degree in 2001 from the Tokyo Institute of Technology, where he worked on chemosensors based on cyclodextrin-peptide conjugates with Professor Akihiko Ueno. After that, he was a postdoctoral fellow at the Josef Fourier University in France. In 2005, he joined the Florey Institute of Neuroscience and Mental Health in Melbourne, Australia, where his research interests involve the design and synthesis of novel insulin and relaxin peptidomimetics, and β-amyloid peptides. He is currently a Florey Principal Research Fellow and head of the Insulin Peptides Laboratory.



John D. Wade obtained his Ph.D. degree in 1979 at Monash University, Australia, on the structural basis of the diabetogenic action of growth hormones. He received a Nuffield Foundation Fellowship to Cambridge, UK, to undertake post-doctoral studies in the laboratory of Dr R. C. Sheppard at the MRC Laboratory of Molecular Biology on the development of the Fmoc-solid phase peptide synthesis methodology. In 1983, he returned to Melbourne at the invitation of the now Florey Institute of Neuroscience and Mental Health, University of Melbourne, where he heads the Laboratory of Peptide and Protein Chemistry. His interests are in solid phase peptide synthesis of large, complex, functionalized, and often multi-chain peptides. Professor Wade is an NHMRC of Australia Principal Research Fellow and a Fellow of both the Royal Australian Chemical Institute and the Royal Society of Chemistry.

Australian Journal of Chemistry 73(4) 271-276 https://doi.org/10.1071/CH19427
Submitted: 3 September 2019  Accepted: 9 October 2019   Published: 22 November 2019



35 articles found in Crossref database.

Synthesis and structural optimization of oncolytic peptide LTX-315
Song Min, Liu Qing, Yao Jing-Fang, Wang Yu-Tao, Ma Yan-Nan, Xu Huan, Yu Qian-Yao, Li Zhibo, Du Shan-Shan, Qi Yun-Kun
Bioorganic & Medicinal Chemistry. 2024 107 p.117760
Plant Protein-Derived Active Peptides: A Comprehensive Review
Zhu Feng, Cao Jiarui, Song Yiting, Yu Pengfei, Su Erzheng
Journal of Agricultural and Food Chemistry. 2023 71(51). p.20479
Orthogonal Deprotection Strategy of Fmoc Provides Improved Synthesis of Sensitive Peptides: Application to Z-Arg-Lys-AOMK
Almaliti Jehad, Alhindy Momen, Yoon Michael C., Hook Vivian, Molinski Tadeusz F., O’Donoghue Anthony J., Gerwick William H.
ACS Omega. 2024
The life and work of Robert (Bob) C. Sheppard
Wade John D., Jones John H.
Journal of Peptide Science. 2022 28(2).
Cyclic Peptides in Pipeline: What Future for These Great Molecules?
Costa Lia, Sousa Emília, Fernandes Carla
Pharmaceuticals. 2023 16(7). p.996
Developing insulin-like peptide 5-based antagonists for the G protein-coupled receptor, RXFP4
Wu Hongkang, Handley Thomas N.G., Hoare Bradley L., Hartono Herodion A., Scott Daniel J., Chalmers David K., Bathgate Ross A.D., Hossain Mohammed Akhter
Biochemical Pharmacology. 2024 224 p.116239
seco-1-Azacubane-2-carboxylic Acid: Derivative Scope and Comparative Biological Evaluation
Kong Dehui, Fahrenhorst-Jones Tyler, Kuo Andy, Simmons Jacinta L., Tan Lendl, Burns Jed M., Pierens Gregory K., Li Rui, West Nicholas P., Boyle Glen M., Smith Maree T., Savage G. Paul, Williams Craig M.
The Journal of Organic Chemistry. 2024 89(1). p.798
Directed chemical dimerisation enhances the antibacterial activity of the antimicrobial peptide MSI-78(4–20)
Li Rong, Handley Thomas N.G., Li Wenyi, O’Brien-Simpson Neil M., Hossain Mohammed Akhter, Wade John D., Aguilar Mibel
Australian Journal of Chemistry. 2023 76(8). p.455
Sustainability in peptide chemistry: current synthesis and purification technologies and future challenges
Ferrazzano Lucia, Catani Martina, Cavazzini Alberto, Martelli Giulia, Corbisiero Dario, Cantelmi Paolo, Fantoni Tommaso, Mattellone Alexia, De Luca Chiara, Felletti Simona, Cabri Walter, Tolomelli Alessandra
Green Chemistry. 2022 24(3). p.975
Fluorene and Fluorenone Unnatural Amino Acid Motifs via Diastereoselective Pd(II)‐Catalyzed sp3C−H Functionalization
Banga Shefali, Babu Srinivasarao Arulananda
European Journal of Organic Chemistry. 2024 27(23).
Development of Novel High-Affinity Antagonists for the Relaxin Family Peptide Receptor 1
Hossain Mohammed Akhter, Praveen Praveen, Noorzi Nurhayati Ahmad, Wu Hongkang, Harrison Ian P., Handley Thomas, Selemidis Stavros, Samuel Chrishan S., Bathgate Ross A. D.
ACS Pharmacology & Translational Science. 2023 6(5). p.842
Dipropylamine for 9-Fluorenylmethyloxycarbonyl (Fmoc) Deprotection with Reduced Aspartimide Formation in Solid-Phase Peptide Synthesis
Personne Hippolyte, Siriwardena Thissa N., Javor Sacha, Reymond Jean-Louis
ACS Omega. 2023 8(5). p.5050
Bioactive Peptides: Synthesis, Sources, Applications, and Proposed Mechanisms of Action
Akbarian Mohsen, Khani Ali, Eghbalpour Sara, Uversky Vladimir N.
International Journal of Molecular Sciences. 2022 23(3). p.1445
Circular Aqueous Fmoc/t‐Bu Solid‐Phase Peptide Synthesis
Pawlas Jan, Rasmussen Jon H.
ChemSusChem. 2021 14(16). p.3231
Zilucoplan: A Newly Approved Macrocyclic Peptide for Treatment of Anti-Acetylcholine Receptor Positive Myasthenia Gravis
Costa Lia, Fernandes Carla
Drugs and Drug Candidates. 2024 3(2). p.311
The Chemical Synthesis of Insulin: An Enduring Challenge
Karas John A., Wade John D., Hossain Mohammed Akhter
Chemical Reviews. 2021 121(8). p.4531
Evaluation of Potential DnaK Modulating Proline-Rich Antimicrobial Peptides Identified by Computational Screening
Handley Thomas N. G., Li Wenyi, Welch Nicholas G., O’Brien-Simpson Neil M., Hossain Mohammed Akhter, Wade John D.
Frontiers in Chemistry. 2022 10
Cyanobacteria and Eukaryotic Microalgae as Emerging Sources of Antibacterial Peptides
Rojas Verónica, Rivas Luis, Cárdenas Constanza, Guzmán Fanny
Molecules. 2020 25(24). p.5804
Peptide Multimerization as Leads for Therapeutic Development
Sheard Dean E., Li Wenyi, O’Brien-Simpson Neil M., Separovic Frances, Wade John D.
Biologics. 2021 2(1). p.15
Morpholine, a strong contender for Fmoc removal in solid‐phase peptide synthesis
Mthembu Sinenhlanhla N., Chakraborty Amit, Schönleber Ralph, Albericio Fernando, de la Torre Beatriz G.
Journal of Peptide Science. 2024 30(2).
Identification, Synthesis, Conformation and Activity of an Insulin-like Peptide from a Sea Anemone
Mitchell Michela L., Hossain Mohammed Akhter, Lin Feng, Pinheiro-Junior Ernesto L., Peigneur Steve, Wai Dorothy C. C., Delaine Carlie, Blyth Andrew J., Forbes Briony E., Tytgat Jan, Wade John D., Norton Raymond S.
Biomolecules. 2021 11(12). p.1785
Discovery of nitric oxide-inducing activities of synthetic LAM glycan motifs prepared by scalable rapid syntheses
Suwanwong Nutchapong, Chatwichien Jaruwan, Chainok Kittipong, Ruchirawat Somsak, Boonyarattanakalin Siwarutt
Carbohydrate Polymers. 2022 296 p.119637
Understanding VPAC receptor family peptide binding and selectivity
Piper Sarah J., Deganutti Giuseppe, Lu Jessica, Zhao Peishen, Liang Yi-Lynn, Lu Yao, Fletcher Madeleine M., Hossain Mohammed Akhter, Christopoulos Arthur, Reynolds Christopher A., Danev Radostin, Sexton Patrick M., Wootten Denise
Nature Communications. 2022 13(1).
Catalytic Cleavage of the 9-Fluorenylmethoxycarbonyl (Fmoc) Protecting Group under Neat Conditions
Traboni Serena, Esposito Fabiana, Ziaco Marcello, De Cesare Noemi, Bedini Emiliano, Iadonisi Alfonso
Organic Letters. 2024 26(15). p.3284
Design, synthesis and characterization of a fluorescently labeled functional analog of full-length human ghrelin
Liu Mengjie, Whitfield Emily A., Fothergill Linda J., Furness John B., Wade John D., Furness Sebastian G.B., Hossain Mohammed Akhter
Biochemical and Biophysical Research Communications. 2020 533(3). p.559
Dissecting the role of protein phosphorylation: a chemical biology toolbox
Bilbrough Tim, Piemontese Emanuele, Seitz Oliver
Chemical Society Reviews. 2022 51(13). p.5691
N-Methylated tetrapeptide synthesis via sequential filtration procedures based on TeflonTM immobilization utilizing the properties of fluorous 9-fluorenylmethyl ester
Ishihara Kotaro, Tanaka Yota, Kato Yamato, Ishihara Kazuki, Ieda Nodoka, Mizuno Sakura, Hagiwara Yuna, Nagaya Akihiro, Nagatsuka Takayuki, Shioiri Takayuki, Matsugi Masato
Tetrahedron Letters. 2023 124 p.154606
Broadly Applicable and Comprehensive Synthetic Method forN-Alkyl-Rich Drug-like Cyclic Peptides
Nomura Kenichi, Hashimoto Satoshi, Takeyama Ryuuichi, Tamiya Minoru, Kato Tatsuya, Muraoka Terushige, Kage Mirai, Nii Keiji, Kotake Kenichiro, Iida Satomi, Emura Takashi, Tanada Mikimasa, Iikura Hitoshi
Journal of Medicinal Chemistry. 2022 65(19). p.13401
Surface Interaction Effect and Mechanism of Methionine Derivatives as Novel Inhibitors for Alkaline Copper CMP: Insights from Molecular Simulation and Experimental Analysis
Zhan Ni, Niu Xinhuan, Liu Jianghao, Zuo Yida, Yan Han, Luo Fu, Qu Minghui, Xian Wenhao, Zhou Jianwei
ECS Journal of Solid State Science and Technology. 2023 12(9). p.094001
Development of Broadly Applicable and Comprehensive Synthetic Method for N-Alkyl-Rich Drug-like Cyclic Peptides
Nomura Kenichi, Iikura Hitoshi
Journal of Synthetic Organic Chemistry, Japan. 2024 82(5). p.513
Noncovalent Peptide Stapling Using Alpha-Methyl-l-Phenylalanine for α-Helical Peptidomimetics
Bathgate Ross A. D., Praveen Praveen, Sethi Ashish, Furuya Werner I., Dhingra Rishi R., Kocan Martina, Ou Qinghao, Valkovic Adam L., Gil-Miravet Isis, Navarro-Sánchez Mónica, Olucha-Bordonau Francisco E., Gundlach Andrew L., Rosengren K. Johan, Gooley Paul R., Dutschmann Mathias, Hossain Mohammed Akhter
Journal of the American Chemical Society. 2023 145(37). p.20242
Discovery and Characterization of a New Crustin Antimicrobial Peptide from Amphibalanus amphitrite
Zhang Wei, Xu Xiaohang, Zhang Jun, Ye Ting, Zhou Qiao, Xu Ying, Li Wenyi, Hu Zhangli, Shang Chenjing
Pharmaceutics. 2022 14(2). p.413
Accelerated Multiphosphorylated Peptide Synthesis
Grunhaus Dana, Molina Estefanía Rossich, Cohen Roni, Stein Tamar, Friedler Assaf, Hurevich Mattan
Organic Process Research & Development. 2022 26(8). p.2492
Modulation of contextual fear acquisition and extinction by acute and chronic relaxin-3 receptor (RXFP3) activation in the rat retrosplenial cortex
Navarro-Sánchez Mónica, Gil-Miravet Isis, Montero-Caballero Daniel, Bathgate Ross A.D., Hossain Mohammed Akhter, Castillo-Gómez Esther, Gundlach Andrew L., Olucha-Bordonau Francisco E.
Biochemical Pharmacology. 2024 225 p.116264
Solid-Phase Peptide Synthesis Using a Four-Dimensional (Safety-Catch) Protecting Group Scheme
Noki Sikabwe, Brasil Edikarlos, Zhang Haixiang, Bruckdorfer Thomas, de la Torre Beatriz G., Albericio Fernando
The Journal of Organic Chemistry. 2022 87(15). p.9443

Committee on Publication Ethics

Abstract Full Text PDF (431 KB) Export Citation Get Permission

Share

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