A practical synthesis of the 13C/15N-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 13C/15N-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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Author:Sven Thomas Breitung, Jakob J. Lopez, Gerd Dürner, Clemens GlaubitzORCiDGND, Michael GöbelORCiDGND, Marcel Suhartono
URN:urn:nbn:de:hebis:30-60239
DOI:https://doi.org/10.3762/bjoc.4.35
ISSN:1860-5397
Pubmed Id:https://pubmed.ncbi.nlm.nih.gov/18982075
Parent Title (German):Beilstein journal of organic chemistry
Publisher:Beilstein-Institut zur Förderung der Chemischen Wissenschaften
Place of publication:Frankfurt, Main
Document Type:Article
Language:English
Year of Completion:2008
Date of first Publication:2008/10/13
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2008/11/12
Tag:Fmoc solid phase peptide synthesis; Wang resin; f-MLF; formylation; magic-angle spinning
Volume:4
Issue:35
Page Number:4
First Page:1
Last Page:4
Note:
This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Source:Beilstein Journal of Organic Chemistry 2008; 4:35. ; doi:10.3762/bjoc.4.35
HeBIS-PPN:208593497
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Wissenschaftliche Zentren und koordinierte Programme / Zentrum für Biomolekulare Magnetische Resonanz (BMRZ)
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Licence (German):License LogoCreative Commons - Namensnennung 2.0