ArticleNature chemistry2022
Mimicry of the proton wire mechanism of enzymes inside a supramolecular capsule enables β-selective O-glycosylations.
Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 31 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
31 citing papers in PubMed.
- Towards next generation enzyme mimics through local electric field control in organic cage catalysts.Chemical science · 2026Article
- Non-Dilute Synthesis of Macrodiolides and Macrotetrolides Enabled by Confinement Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Redirecting Excited-State Proton Transfer Through Supramolecular Polymerization in Nanoconfinement.Angewandte Chemie (International ed. in English) · 2026Article
- Diels-Alder Reactions in [PdInorganic chemistry · 2026Article
- Charting the Future of Stereoselective Carbohydrate Synthesis: The Essential Role of Cross-Disciplinary Innovation.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Remediating Biotoxicity with Synthetic Receptors.ACS central science · 2026Article
- Steric Hindrance and Secondary Interactions Govern Reconfiguration Between Two Complex CuAngewandte Chemie (International ed. in English) · 2026Article
- Confinement Catalysis Enables Macrocyclization at Up to 0.6 M: Selective Formation of Mono- and Dimeric Glycosidic Macrocycles.Journal of the American Chemical Society · 2026Article
- Exploring the formation of medium-sized cyclic amines within self-assembled yoctoliter inner-spaces.Chemical science · 2026Article
- Catalytic Strategies for Stereoselective Carbohydrate Synthesis: Emerging Concepts for Accessing Challenging Glycosides.Angewandte Chemie (International ed. in English) · 2025Review
- Fluoride Enhances Alcohol Binding Within a Trigonal-Prismatic Metal-Organic Capsule.Angewandte Chemie (International ed. in English) · 2025Article
- Molecular Modeling Is Key to Understanding Supramolecular Resorcinarenyl Capsules, Inclusion Complex Formation and Organic Reactions in Nanoconfined Space.Molecules (Basel, Switzerland) · 2025Review
- Surveying Enzyme Crystal Structures Reveals the Commonality of Active-Site Solvent Accessibility and Enzymatic Water Networks.ACS omega · 2025Article
- Dissecting the Effects of Cage Structure in the Catalytic Activation of Imide Chlorenium-Ion Donors.Journal of the American Chemical Society · 2025Article
- Beyond symmetric self-assembly and effective molarity: unlocking functional enzyme mimics with robust organic cages.Beilstein journal of organic chemistry · 2025Article
- Synthetic molecular cage receptors for carbohydrate recognition.Nature reviews. Chemistry · 2025Review
- Reactivity Inside Molecular Flasks: Acceleration Modes and Types of Selectivity Obtainable.Angewandte Chemie (International ed. in English) · 2024Review
- Supramolecular Catalyzed Cascade Reduction of Azaarenes Interrogated via Data Science.Journal of the American Chemical Society · 2024Article
- β-Selective 2-Deoxy- and 2,6-Dideoxyglucosylations Catalyzed by Bis-Thioureas.Journal of the American Chemical Society · 2024Article
- Helicity control of a polyaromatic coordination capsule through stereoselective CH-π interactions.Chemical science · 2024Article
Corrections and comments
- Commented on by
- Erratum issued
Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Enzymes achieve high substrate and product selectivities by orientating and activating the substrate(s) appropriately inside a confined and finely optimized binding pocket. Although some basic aspects of enzymes have already been mimicked successfully with man-made catalysts, substrate activation by proton wires inside enzyme pockets has not been recreated with man-made catalysts so far. A proton wire facilitates the dual activation of a nucleophile and an electrophile via a reciprocal proton transfer, enabling highly stereoselective reactions under mild conditions. Here we present evidence for such an activation mode inside the supramolecular resorcin[4]arene capsule and demonstrate that it enables catalytic and highly β-selective glycosylation reactions-still a major challenge in glycosylation chemistry. Extensive control experiments provide very strong evidence that the reactions take place inside the molecular container. We show that this activation strategy is compatible with a broad scope of glycoside donors and nucleophiles, and is only limited by the cavity size.
Indexed as
Identifiers
35798949What OpenQuestion 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 OpenQuestion graph.