ArticleAnalytical chemistry2018
Synthetic Host-Guest Assembly in Cells and Tissues: Fast, Stable, and Selective Bioorthogonal Imaging via Molecular Recognition.
Article in Analytical chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 42 citations in OpenAlex.
- Cucurbit[6]uril-monoazide: towards functional CB[6]-tethered DNA (pseudo)rotaxanes.Chemical science · 2026Article
- Merging Natural Biopolymers with Supramolecular Chemistry: Emulating the Native Extracellular Matrix's Complexity.ACS nano · 2025Review
- Efficient anticancer drug delivery using nano-colloids self-assembled with an unconventional amphiphile bearing pumpkin-shaped host molecule.Asian journal of pharmaceutical sciences · 2025Article
- Acyclic cucurbit[Beilstein journal of organic chemistry · 2025Article
- Investigating Nanoscale Interactions of Host-Guest Complexes Formed Between CB[7] and Atenolol by Quantum Chemistry and Ultrasensitive Vibrational Spectroscopy.Sensors (Basel, Switzerland) · 2024Article
- Supramolecular Guest Exchange in Cucurbit[7]uril for Bioorthogonal Fluorogenic Imaging across the Visible Spectrum.ACS central science · 2024Article
- Regulation of microtubule dynamics and function in living cellsChemical science · 2024Article
- Overcoming barriers with non-covalent interactions: supramolecular recognition of adamantyl cucurbit[RSC medicinal chemistry · 2024Review
- Challenges and Opportunities of Functionalized Cucurbiturils for Biomedical Applications.JACS Au · 2023Review
- Article
- Rational integration of defense and repair synergy on PEEK osteoimplants via biomimetic peptide clicking strategy.Bioactive materials · 2022Article
- Towards Complete Tumor Resection: Novel Dual-Modality Probes for Improved Image-Guided Surgery of GRPR-Expressing Prostate Cancer.Pharmaceutics · 2022Article
- Engineering immunomodulatory and osteoinductive implant surfaces via mussel adhesion-mediated ion coordination and molecular clicking.Nature communications · 2022Article
- Supramolecular capture of highly polar amidosquaraine dye in water with nanomolar affinity and large turn-on fluorescence.Chemical communications (Cambridge, England) · 2021Article
- Cell-surface Labeling via Bioorthogonal Host-Guest Chemistry.ACS chemical biology · 2021Article
- Multiplexed optical barcoding of cellsChemical science · 2021Article
- Conformationally Mobile Acyclic Cucurbit[n]uril-Type Receptors Derived from an S-shaped Methylene Bridged Glycoluril Pentamer.Supramolecular chemistry · 2020Article
- Triazole functionalized acyclic cucurbit[n]uril-type receptors: host·guest recognition properties.Organic & biomolecular chemistry · 2019Article
- Molecular conjugation using non-covalent click chemistry.Nature reviews. Chemistry · 2019Article
- Acyclic Cucurbit[n]uril Type Receptors: Secondary Versus Tertiary Amide Arms.Supramolecular chemistry · 2019Article
Corrections and comments
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
Abstract
Bioorthogonal strategies are continuing to pave the way for new analytical tools in biology. Although a significant amount of progress has been made in developing covalent reaction based bioorthogonal strategies, balanced reactivity, and stability are often difficult to achieve from these systems. Alternatively, despite being kinetically beneficial, the development of noncovalent approaches that utilize fully synthetic and stable components remains challenging due to the lack of selectivity in conventional noncovalent interactions in the living cellular environment. Herein, we introduce a bioorthogonal assembly strategy based on a synthetic host-guest system featuring Cucurbit[7]uril (CB[7]) and adamantylamine (ADA). We demonstrate that highly selective and ultrastable host-guest interaction between CB[7] and ADA provides a noncovalent mechanism for assembling labeling agents, such as fluorophores and DNA, in cells and tissues for bioorthogonal imaging of molecular targets. Additionally, by combining with covalent reaction, we show that this CB[7]-ADA based noncovalent interaction enables simultaneous bioorthogonal labeling and multiplexed imaging in cells as well as tissue sections. Finally, we show that interaction between CB[7] and ADA fulfills the demands of specificity and stability that is required for assembling molecules in the complexities of a living cell. We demonstrate this by sensitive detection of metastatic cancer-associated cell surface protein marker as well as by showing the distribution and dynamics of F-actin in living cells.
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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.