A Tripeptide Approach to the Solid‐Phase Synthesis of Peptide Thioacids and N‐Glycopeptides

Abstract: A general and robust method for the incorporation of aspartates with a thioacid side chain into peptides has been developed. Pseudoproline tripeptides served as building blocks for the efficient fluorenylmethyloxycarbonyl (Fmoc) solid‐phase synthesis of thioacid‐containing peptides. These peptides were readily converted to complex N‐glycopeptides by using a fast and chemoselective one‐pot deprotection/ligation procedure. Furthermore, a novel side reaction that can lead to site‐selective peptide cleavage using thioacids (CUT) was discovered and studied in detail.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
A Tripeptide Approach to the Solid‐Phase Synthesis of Peptide Thioacids and N‐Glycopeptides ; volume:25 ; number:69 ; year:2019 ; pages:15759-15764 ; extent:6
Chemistry - a European journal ; 25, Heft 69 (2019), 15759-15764 (gesamt 6)

Creator
Schöwe, Markus Julian
Keiper, Odin
Unverzagt, Carlo
Wittmann, Valentin

DOI
10.1002/chem.201904688
URN
urn:nbn:de:101:1-2022081008065801262830
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 5:27 AM UTC

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