ArticleAngewandte Chemie (International ed. in English)2025
Impact of Glycoclustering on Stiffening of MUC5AC Peptides Revealed by High-Efficiency Synthesis.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
5 citing papers in PubMed.
- Studying Mucin-Derived O-Glycopeptides with Gas-Phase FRET.Analytical chemistry · 2026Article
- 4-Formyl-N-Methylpyridinium-Mediated N-Terminal Cysteine Modification/Removal Facilitates One-Pot Multiplex Peptide Ligation.Angewandte Chemie (International ed. in English) · 2026Article
- Stirring glycopeptides away from the constraints of solid-phase synthesis misconceptions.Frontiers in molecular biosciences · 2026Article
- Lubricin's Mucin Domain Has Strong Polyproline Type II Helical Character.Computational and structural biotechnology journal · 2026Article
- Impact of Glycoclustering on Stiffening of MUC5AC Peptides Revealed by High-Efficiency Synthesis.Angewandte Chemie (International ed. in English) · 2025Article
Corrections and comments
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Authors and funding
10 authors.
Funding
Abstract
Clustered O-glycosylation of long tandem repeat regions is the hallmark of secreted mucins such as MUC5AC. Glycosylation is thought to play a key role in rigidifying the peptide backbone. The synthesis of peptides containing extended O-glycosylation clusters has proven challenging, thus limiting studies on the influence of glycoclustering on peptide structure. Here, we report an efficient glyco-economic synthesis of peptides featuring a previously unattained degree of glycoclustering. The method is based on a fully automated, DMF-free solid-phase synthesis employing the solvent 1,3-dioxolane (DOL) in all steps. The addition of Tween-20 enabled fast couplings of and to GalNAcylated amino acids by using only 0.5 excess equivalents at room temperature. Five tandem repeats long MUC5AC glycopeptides containing up to 30 GalNAc residues (100% occupancy of potential glycosylation sites) were accessed by Diselenide-Selenoester Ligation and selective deselenization in the presence of terminal cysteine residues. Circular Dichroism (CD) measurements showed that progressive GalNAcylation shifts the conformational equilibrium from the random coil to the extended polyproline type II helix conformation. Pulsed Electron-Electron Double Resonance (PELDOR) spectroscopy measurements revealed a significant stiffening of the MUC5AC peptide backbone upon GalNAcylation of four or six amino acids in each octad repeat.
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What Socratic holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.