Greening Fmoc/tBu solid-phase peptide synthesis

Peptides are gaining considerable attention as potential drugs. The so-called Fmoc/tBu solid-phase synthesis is the method of choice for the synthesis of these molecules in both research and industrial settings. This synthetic strategy involves a solid polymeric protecting group and allows the use o...

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Detalles Bibliográficos
Autores: Al Musaimi, Othman, de la Torre, Beatriz G., Albericio, Fernando
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/246390
Acceso en línea:http://hdl.handle.net/10261/246390
Access Level:acceso abierto
Palabra clave:Peptides
Peptide synthesis
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spelling Greening Fmoc/tBu solid-phase peptide synthesisAl Musaimi, Othmande la Torre, Beatriz G.Albericio, FernandoPeptidesPeptide synthesisPeptides are gaining considerable attention as potential drugs. The so-called Fmoc/tBu solid-phase synthesis is the method of choice for the synthesis of these molecules in both research and industrial settings. This synthetic strategy involves a solid polymeric protecting group and allows the use of an excess of reagents to achieve quantitative yields. Intermediates are not isolated. However, extensive washing with solvents is carried out between the synthetic steps. Hazardous solvents, mainly DMF, NMP, and CH2Cl2, are currently being used for the chemical reactions and also for the washings. In recent years, several studies have proposed the use of greener solvents in solid-phase peptide synthesis (SPPS). Here we compile all the greening efforts done in this regard and analyze each synthetic step separately. In summary, we can conclude that in many cases green solvents do not impair the synthetic process and that their adoption in current synthetic schemes will be translated into a smaller impact on the environment and on human health.The work was funded in part by the following: the National Research Foundation (NRF) (# 105892 and Blue Sky’s Research Programme # 120386) and the University of KwaZulu-Natal (South Africa); and the Spanish Ministry of Science, Innovation, and Universities (RTI2018-093831-B-100) and the Generalitat de Catalunya (2017 SGR 1439) (Spain).Peer reviewedRoyal Society of Chemistry (UK)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202120212020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/246390reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttps://doi.org/10.1039/C9GC03982ASíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2463902026-05-22T06:33:51Z
dc.title.none.fl_str_mv Greening Fmoc/tBu solid-phase peptide synthesis
title Greening Fmoc/tBu solid-phase peptide synthesis
spellingShingle Greening Fmoc/tBu solid-phase peptide synthesis
Al Musaimi, Othman
Peptides
Peptide synthesis
title_short Greening Fmoc/tBu solid-phase peptide synthesis
title_full Greening Fmoc/tBu solid-phase peptide synthesis
title_fullStr Greening Fmoc/tBu solid-phase peptide synthesis
title_full_unstemmed Greening Fmoc/tBu solid-phase peptide synthesis
title_sort Greening Fmoc/tBu solid-phase peptide synthesis
dc.creator.none.fl_str_mv Al Musaimi, Othman
de la Torre, Beatriz G.
Albericio, Fernando
author Al Musaimi, Othman
author_facet Al Musaimi, Othman
de la Torre, Beatriz G.
Albericio, Fernando
author_role author
author2 de la Torre, Beatriz G.
Albericio, Fernando
author2_role author
author
dc.contributor.none.fl_str_mv Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Peptides
Peptide synthesis
topic Peptides
Peptide synthesis
description Peptides are gaining considerable attention as potential drugs. The so-called Fmoc/tBu solid-phase synthesis is the method of choice for the synthesis of these molecules in both research and industrial settings. This synthetic strategy involves a solid polymeric protecting group and allows the use of an excess of reagents to achieve quantitative yields. Intermediates are not isolated. However, extensive washing with solvents is carried out between the synthetic steps. Hazardous solvents, mainly DMF, NMP, and CH2Cl2, are currently being used for the chemical reactions and also for the washings. In recent years, several studies have proposed the use of greener solvents in solid-phase peptide synthesis (SPPS). Here we compile all the greening efforts done in this regard and analyze each synthetic step separately. In summary, we can conclude that in many cases green solvents do not impair the synthetic process and that their adoption in current synthetic schemes will be translated into a smaller impact on the environment and on human health.
publishDate 2020
dc.date.none.fl_str_mv 2020
2021
2021
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/246390
url http://hdl.handle.net/10261/246390
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://doi.org/10.1039/C9GC03982A
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Royal Society of Chemistry (UK)
publisher.none.fl_str_mv Royal Society of Chemistry (UK)
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869422324976975872
score 15,811543

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