A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy

A mild synthetic method for N-formyl-Met-Leu-Phe-OH (1) is described. After Fmoc solid phase peptide synthesis, on-bead formylation and HPLC purification, more than 30 mg of the fully (13)C/(15)N-labelled tripeptide 1 could be isolated in a typical batch. This peptide can be easily crystallised and...

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Autores principales: Breitung, Sven T, Lopez, Jakob J, Dürner, Gerd, Glaubitz, Clemens, Göbel, Michael W, Suhartono, Marcel
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2008
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2577282/
https://www.ncbi.nlm.nih.gov/pubmed/18982075
http://dx.doi.org/10.3762/bjoc.4.35
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author Breitung, Sven T
Lopez, Jakob J
Dürner, Gerd
Glaubitz, Clemens
Göbel, Michael W
Suhartono, Marcel
author_facet Breitung, Sven T
Lopez, Jakob J
Dürner, Gerd
Glaubitz, Clemens
Göbel, Michael W
Suhartono, Marcel
author_sort Breitung, Sven T
collection PubMed
description A mild synthetic method for N-formyl-Met-Leu-Phe-OH (1) is described. After Fmoc solid phase peptide synthesis, on-bead formylation and HPLC purification, more than 30 mg of the fully (13)C/(15)N-labelled tripeptide 1 could be isolated in a typical batch. This peptide can be easily crystallised and is therefore well suited as a standard sample for setting up solid-state NMR experiments.
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spelling pubmed-25772822008-11-03 A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy Breitung, Sven T Lopez, Jakob J Dürner, Gerd Glaubitz, Clemens Göbel, Michael W Suhartono, Marcel Beilstein J Org Chem Full Research Paper A mild synthetic method for N-formyl-Met-Leu-Phe-OH (1) is described. After Fmoc solid phase peptide synthesis, on-bead formylation and HPLC purification, more than 30 mg of the fully (13)C/(15)N-labelled tripeptide 1 could be isolated in a typical batch. This peptide can be easily crystallised and is therefore well suited as a standard sample for setting up solid-state NMR experiments. Beilstein-Institut 2008-10-13 /pmc/articles/PMC2577282/ /pubmed/18982075 http://dx.doi.org/10.3762/bjoc.4.35 Text en Copyright © 2008, Breitung et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Breitung, Sven T
Lopez, Jakob J
Dürner, Gerd
Glaubitz, Clemens
Göbel, Michael W
Suhartono, Marcel
A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title_full A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title_fullStr A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title_full_unstemmed A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title_short A practical synthesis of the (13)C/(15)N-labelled tripeptide N-formyl-Met-Leu-Phe, useful as a reference in solid-state NMR spectroscopy
title_sort practical synthesis of the (13)c/(15)n-labelled tripeptide n-formyl-met-leu-phe, useful as a reference in solid-state nmr spectroscopy
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2577282/
https://www.ncbi.nlm.nih.gov/pubmed/18982075
http://dx.doi.org/10.3762/bjoc.4.35
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