Peptide fragments of glycoproteins containing multiple N-glycosylated sites are essential biochemical tools not only to investigate protein-protein interactions but also to develop glycopeptide-based diagnostics and immunotherapy. However, solid-phase synthesis of glycopeptides containing multiple N-glycosylated sites is hampered by difficult couplings, which results in a substantial drop in yield. To increase the final yield, large amounts of reagents but also time-consuming steps are required. Therefore, we propose herein to utilize heating and stirring in combination with low-loading solid supports to set up an accelerated route to obtain, by an efficient High-Temperature Fast Stirring Peptide Synthesis (HTFS-PS), glycopeptides containing multiple N-glycosylated sites using equimolar excess of the precious glycosylated building blocks.

Accelerated solid-phase synthesis of glycopeptides containing multiple N-glycosylated sites / Strauss, Poriah; Nuti, Francesca; Quagliata, Michael; Papini, Anna Maria; Hurevich, Mattan. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - ELETTRONICO. - (2022), pp. 0-0. [10.1039/d2ob01886a]

Accelerated solid-phase synthesis of glycopeptides containing multiple N-glycosylated sites

Nuti, Francesca;Quagliata, Michael;
2022

Abstract

Peptide fragments of glycoproteins containing multiple N-glycosylated sites are essential biochemical tools not only to investigate protein-protein interactions but also to develop glycopeptide-based diagnostics and immunotherapy. However, solid-phase synthesis of glycopeptides containing multiple N-glycosylated sites is hampered by difficult couplings, which results in a substantial drop in yield. To increase the final yield, large amounts of reagents but also time-consuming steps are required. Therefore, we propose herein to utilize heating and stirring in combination with low-loading solid supports to set up an accelerated route to obtain, by an efficient High-Temperature Fast Stirring Peptide Synthesis (HTFS-PS), glycopeptides containing multiple N-glycosylated sites using equimolar excess of the precious glycosylated building blocks.
2022
0
0
Strauss, Poriah; Nuti, Francesca; Quagliata, Michael; Papini, Anna Maria; Hurevich, Mattan
File in questo prodotto:
File Dimensione Formato  
d2ob01886a.pdf

accesso aperto

Tipologia: Pdf editoriale (Version of record)
Licenza: Open Access
Dimensione 815.74 kB
Formato Adobe PDF
815.74 kB Adobe PDF

I documenti in FLORE sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1292983
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 4
social impact