Formal [4 + 2] Cycloadditions of Maleimides on Duplex DNA

Basran, Kaleena; Bujalska, Anna; Karimi, Ashkan; Luedtke, Nathan W.

doi:10.1021/acs.bioconjchem.3c00090

Cited by 4 publications

(1 citation statement)

References 59 publications

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“…In contrast, direct labeling of nucleic acids by chemical metabolites, such as alkyne-modified nucleosides, provides distinct advantages, including low invasiveness and near quantitative bioorthogonal coupling ( 53, 83, 84 ). Here we developed a double-enhanced strategy for nucleic acid-templated reactions in virus-infected cells utilizing a fluorogenic DNA-intercalating agent AO-6MT capable of undergoing IEDDA reaction with VdU-tagged DNA at unprecedented sensitivity and live cell resolution.…”

Section: Discussionmentioning

confidence: 99%

Spatiotemporal visualization of DNA replication by click chemistry reveals bubbling of viral DNA in virion formation

Gomez-Gonzalez,

Burkhardt,

Bauer

et al. 2024

Preprint

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The organisation of human chromosomes reversibly changes in cell division, and irreversibly in apoptosis or erythropoiesis by DNA condensation and fragmentation processes. Yet, how viral replication in the nucleus affects host and viral chromatin organisation remains poorly understood. Here we used dual-color click chemistry to image human adenovirus DNA replication, demonstrating host chromatin compaction during active expansion of the viral replication compartment (VRC). Early-replicated viral DNA (vDNA) segregated from VRC and lost phospho-serine5-RNA Pol-II and viral DNA-binding protein (DBP), while late-replicated vDNA retained active RNA Pol-II, besides viral RNA-splicing and DNA-packaging proteins. Depending on replication and the assembly protein 52K, the late-stage VRCs gave rise to progeny by droplet formation of vDNA with GFP-tagged virion protein V into 52K biomolecular condensates. The study reveals distinct functions of early and late-replicated vDNA and provides insight into active and passive liquid phase separated zones conducive to selective genome packaging of nascent virions.

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Section: Discussionmentioning

confidence: 99%

Spatiotemporal visualization of DNA replication by click chemistry reveals bubbling of viral DNA in virion formation

Gomez-Gonzalez,

Burkhardt,

Bauer

et al. 2024

Preprint

Self Cite

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Trendbericht Organische Chemie 2024

Breugst,

Andexer,

Barra

et al. 2024

Nachr Chem

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Unter anderem das hat die Organik im letzten Jahr bewegt: milde Oxidation mit Elektrochemie, Oxidation zu enantiomerenreinen Sulfonylverbindungen, Flüssigkristallphasen erkennen mit maschinellem Lernen, CO2 reagiert zu Succinat und Carbamaten, eine Alternative zu Bisphenol A, Subporphyrine, photoschaltbare Spinmaterialien, photochemische Thiophen‐Ringerweiterung, und Peptide werden mit Bor versehen und cyclisiert. Die Zusammenstellung des Trendberichts koordiniert hat Martin Breugst, Universität Chemnitz.

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Diverse reactivity of maleimides in polymer science and beyond

Kirkpatrick,

Anseth,

Hebner

2024

Polymer International

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Maleimides are remarkably versatile functional groups, capable of participating in homo‐ and copolymerizations, Diels–Alder and (photo)cycloadditions, Michael additions, and other reactions. Their reactivity has afforded materials ranging from polyimides with high upper service temperatures to hydrogels for regenerative medicine applications. Moreover, maleimides have proven to be an enabling chemistry for pharmaceutical development and bioconjugation via straightforward modification of cysteine residues. To exert spatiotemporal control over reactions with maleimides, multiple approaches have been developed to photocage nucleophiles, dienes, and dipoles. Additionally, further substitution of the maleimide alkene (e.g. monohalo‐, dihalo‐, thio‐, amino‐ and methyl‐maleimides, among other substituents) confers tunable reactivity and dynamicity, as well as responsive mechanical and optical properties. In this mini‐review, we highlight the diverse functionality of maleimides, underscoring their notable impact in polymer science. This moiety and related heterocycles will play an important role in future innovations in chemistry, biomedical, and materials research. © 2024 The Author(s). Polymer International published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

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Formal [4 + 2] Cycloadditions of Maleimides on Duplex DNA

Cited by 4 publications

References 59 publications

Spatiotemporal visualization of DNA replication by click chemistry reveals bubbling of viral DNA in virion formation

Spatiotemporal visualization of DNA replication by click chemistry reveals bubbling of viral DNA in virion formation

Trendbericht Organische Chemie 2024

Diverse reactivity of maleimides in polymer science and beyond

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