{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1360863417569686016.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1071/ch19427"}},{"identifier":{"@type":"URI","@value":"https://connectsci.au/ch/article-pdf/73/4/271/744744/ch19427.pdf"}}],"dc:title":[{"@value":"The 9-Fluorenylmethoxycarbonyl (Fmoc) Group in Chemical Peptide Synthesis – Its Past, Present, and Future"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:p>The chemical formation of the peptide bond has long fascinated and challenged organic chemists. It requires not only the activation of the carboxyl group of an amino acid but also the protection of the Na-amino group. The more than a century of continuous development of ever-improved protecting group chemistry has been married to dramatic advances in the chemical synthesis of peptides that, itself, was substantially enhanced by the development of solid-phase peptide synthesis by R. B. Merrifield in the 1960s. While the latter technology has continued to undergo further refinement and improvement in both its chemistry and automation, the development of the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group and its integration into current synthesis methods is considered a major landmark in the history of the chemical synthesis of peptides. The many beneficial attributes of the Fmoc group, which have yet to be surpassed by any other Na-protecting group, allow very rapid and highly efficient synthesis of peptides, including ones of significant size and complexity, making it an even more valuable resource for research in the post-genomic world. This review charts the development and use of this Na-protecting group and its adaptation to address the need for more green chemical peptide synthesis processes.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380863417569686018","@type":"Researcher","foaf:name":[{"@value":"Wenyi Li"}],"jpcoar:affiliationName":[{"@value":"ABio21 Institute and Melbourne Dental School, University of Melbourne, Melbourne, Vic. 3010, Australia."}]},{"@id":"https://cir.nii.ac.jp/crid/1380869864088443776","@type":"Researcher","foaf:name":[{"@value":"Neil M. O’Brien-Simpson"}],"jpcoar:affiliationName":[{"@value":"ABio21 Institute and Melbourne Dental School, University of Melbourne, Melbourne, Vic. 3010, Australia."}]},{"@id":"https://cir.nii.ac.jp/crid/1380863417569686017","@type":"Researcher","foaf:name":[{"@value":"Mohammed Akhter Hossain"}],"jpcoar:affiliationName":[{"@value":"BFlorey Institute of Neuroscience and Mental Health, University of Melbourne, Melbourne, Vic. 3010, Australia."},{"@value":"CSchool of Chemistry University of Melbourne, Melbourne, Vic. 3010, Australia."},{"@value":"DCorresponding authors. Email: akhter.hossain@florey.edu.au"}]},{"@id":"https://cir.nii.ac.jp/crid/1380863417569686016","@type":"Researcher","foaf:name":[{"@value":"John D. Wade"}],"jpcoar:affiliationName":[{"@value":"BFlorey Institute of Neuroscience and Mental Health, University of Melbourne, Melbourne, Vic. 3010, Australia."},{"@value":"CSchool of Chemistry University of Melbourne, Melbourne, Vic. 3010, Australia."},{"@value":"DCorresponding authors. Email: akhter.hossain@florey.edu.au"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00049425"},{"@type":"EISSN","@value":"14450038"}],"prism:publicationName":[{"@value":"Australian Journal of Chemistry"}],"dc:publisher":[{"@value":"CSIRO Publishing"}],"prism:publicationDate":"2019-11-22","prism:volume":"73","prism:number":"4","prism:startingPage":"271","prism:endingPage":"276"},"reviewed":"false","dc:rights":["https://creativecommons.org/licenses/by-nc-nd/4.0/"],"url":[{"@id":"https://connectsci.au/ch/article-pdf/73/4/271/744744/ch19427.pdf"}],"createdAt":"2019-11-21","modifiedAt":"2025-12-15","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360017673211840256","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"N-Methylated tetrapeptide synthesis via sequential filtration procedures based on TeflonTM immobilization utilizing the properties of fluorous 9-fluorenylmethyl ester"}]},{"@id":"https://cir.nii.ac.jp/crid/1390300069820860032","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Development of Broadly Applicable and Comprehensive Synthetic Method for <i>N</i>-Alkyl-Rich Drug-like Cyclic Peptides"},{"@language":"ja","@value":"高度に<i>N</i>-アルキル化されたドラッグライク環状ペプチドの一般合成法の開発"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1071/ch19427"},{"@type":"CROSSREF","@value":"10.5059/yukigoseikyokaishi.82.513_references_DOI_Vf1K2S9sP0siu1kD4JsYKZcA8mC"},{"@type":"CROSSREF","@value":"10.1016/j.tetlet.2023.154606_references_DOI_Vf1K2S9sP0siu1kD4JsYKZcA8mC"}]}