Cargando…

[4 + 2] and [2 + 4] cycloaddition reactions on single- and double-stranded DNA: a dual-reactive nucleoside

Here we report dual reactivity of diene-modified duplex DNA containing 5-(1,3-butadienyl)-2′-deoxyuridine “BDdU”. Normal-electron demand [4 + 2] cycloaddition proceeded upon addition of a maleimide, whereas inverse-electron demand [2 + 4] cycloaddition occurred upon addition of a tetrazine to give a...

Descripción completa

Detalles Bibliográficos
Autores principales:	Bujalska, Anna, Basran, Kaleena, Luedtke, Nathan W.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	RSC 2022
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9175100/ https://www.ncbi.nlm.nih.gov/pubmed/35755194 http://dx.doi.org/10.1039/d2cb00062h

Ejemplares similares

Reversible [4 + 2] cycloaddition reaction of 1,3,2,5-diazadiborinine with ethylene
por: Wu, Di, et al.
Publicado: (2015)

Formal [4 + 4]-, [4 + 3]-, and [4 + 2]-cycloaddition reactions of donor–acceptor cyclobutenes, cyclopropenes and siloxyalkynes induced by Brønsted acid catalysis
por: Zheng, Haifeng, et al.
Publicado: (2021)

Understanding the different reactivity of (Z)- and (E)-β-nitrostyrenes in [3+2] cycloaddition reactions. An MEDT study
por: Ríos-Gutiérrez, Mar, et al.
Publicado: (2021)

2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction
por: Shimizu, Makoto, et al.
Publicado: (2021)

Cascade synthesis of 2,4-disulfonylpyrroles by the sulfonylation/[2 + 3]-cycloaddition reactions of gem-dibromoalkenes with arylsulfonyl methyl isocyanides
por: Salehi, Parvin, et al.
Publicado: (2021)

Synthesis of 1,2,4-azadiphosphole derivatives based on vanadium-catalyzed [2+2+1] cycloaddition reactions of azobenzenes with phosphaalkynes
por: Liang, Wenbin, et al.
Publicado: (2020)

A visible-light activated [2 + 2] cycloaddition reaction enables pinpointing carbon–carbon double bonds in lipids
por: Feng, Guifang, et al.
Publicado: (2020)

BODIPY as electron withdrawing group for the activation of double bonds in asymmetric cycloaddition reactions
por: Guerrero-Corella, Andrea, et al.
Publicado: (2019)

Enhancing the reactivity of 1,2-diphospholes in cycloaddition reactions
por: Zagidullin, Almaz, et al.
Publicado: (2015)

Prediction of the [4 + 2]- and [5 + 4]-cycloaddition reactions in zig-zag carbon nanotubes via an ambimodal transition state: density functional theory calculations
por: Sangolkar, Akanksha Ashok, et al.
Publicado: (2020)

Dataset of asymmetric intramolecular [4+3] cycloaddition reactions catalyzed by NHC-gold(I) complexes
por: Ma, Ruoyu, et al.
Publicado: (2019)

Dearomative [3 + 2] cycloaddition reaction of nitrobenzothiophenes with nonstabilized azomethine ylides
por: Wang, Kai-Kai, et al.
Publicado: (2020)

Stereoselective synthesis of [2.2]triphenylenophanes via intramolecular double [2 + 2 + 2] cycloadditions
por: Kawai, Yuya, et al.
Publicado: (2023)

Predicting reactivity for bioorthogonal cycloadditions involving nitrones
por: Nakajima, Masaya, et al.
Publicado: (2020)

The unique reactivity of 5,6-unsubstituted 1,4-dihydropyridine in the Huisgen 1,4-diploar cycloaddition and formal [2 + 2] cycloaddition
por: Chen, Xiu-Yu, et al.
Publicado: (2023)

Synthesis of spiro[4.4]thiadiazole derivatives via double 1,3-dipolar cycloaddition of hydrazonyl chlorides with carbon disulfide
por: Wang, Kai-Kai, et al.
Publicado: (2021)

Asymmetric synthesis of chiral 1,2-oxazinane and hexahydropyridazin spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition
por: Tian, Heng-Zhi, et al.
Publicado: (2022)

Tandem [4 + 2]/[2 + 2] cycloaddition of o-carboryne with enynes: facile construction of carborane-fused tricyclics
por: Zhang, Jie, et al.
Publicado: (2021)

Nucleoside analogs in ADAR guide strands targeting 5′-UA̲ sites
por: Brinkman, Hannah F., et al.
Publicado: (2022)

Mechanism, Reactivity, and Selectivity of Nickel-Catalyzed [4 + 4 + 2] Cycloadditions of Dienes and Alkynes
por: Hong, Xin, et al.
Publicado: (2014)

Mechanistic Studies of CO(2) Cycloaddition Reaction Catalyzed by Amine-Functionalized Ionic Liquids
por: Chen, Jian, et al.
Publicado: (2019)

1,2-Addition and cycloaddition reactions of niobium bis(imido) and oxo imido complexes
por: Fostvedt, Jade I., et al.
Publicado: (2020)

Asymmetric [4 + 2] cycloaddition synthesis of 4H-chromene derivatives facilitated by group-assisted-purification (GAP) chemistry
por: Rouh, Hossein, et al.
Publicado: (2021)

Gold-catalyzed formal [4π + 2π]-cycloadditions of propiolate derivatives with unactivated nitriles
por: Karad, Somnath Narayan, et al.
Publicado: (2015)

Acid-promoted iron-catalysed dehydrogenative [4 + 2] cycloaddition for the synthesis of quinolines under air
por: Yang, Jinfei, et al.
Publicado: (2018)

Intermolecular dearomative [4 + 2] cycloaddition of naphthalenes via visible-light energy-transfer-catalysis
por: Rai, Pramod, et al.
Publicado: (2022)

2-Bromo-6-(chlorodiisopropylsilyl)phenyl tosylate as an efficient platform for intramolecular benzyne–diene [4 + 2] cycloaddition
por: Nishii, Arata, et al.
Publicado: (2019)

An improved 4′-aminomethyltrioxsalen-based nucleic acid crosslinker for biotinylation of double-stranded DNA or RNA
por: Wielenberg, Kevin, et al.
Publicado: (2020)

Rhodium(i)-catalyzed asymmetric [4 + 2] cycloaddition reactions of 2-alkylenecyclobutanols with cyclic enones through C–C bond cleavage: efficient access to trans-bicyclic compounds
por: Zheng, Xinxin, et al.
Publicado: (2018)

Synthesis of spirocyclic Δ(4)-isoxazolines via [3 + 2] cycloaddition of indanone-derived ketonitrones with alkynes
por: Liu, Yilin, et al.
Publicado: (2021)

Synthesis of distibiranes and azadistibiranes by cycloaddition reactions of distibenes with diazomethanes and azides
por: Weinert, Hanns M., et al.
Publicado: (2022)

Asymmetric 1,3-dipolar cycloaddition reaction of chiral 1-alkyl-1,2-diphospholes with diphenyldiazomethane
por: Ganushevich, Yulia, et al.
Publicado: (2020)

Transition metal catalyzed [6 + 2] cycloadditions
por: Anand, Amit, et al.
Publicado: (2019)

Lewis acid-catalyzed [4 + 2] cycloaddition of donor–acceptor cyclobutanes with iminooxindoles: access to spiro[piperidine-3,2′-oxindoles]
por: Chen, Zuliang, et al.
Publicado: (2022)

Supramolecular reactions of metallo-architectures: Ag(2)-double-helicate/Zn(4)-grid, Pb(4)-grid/Zn(4)-grid interconversions, and Ag(2)-double-helicate fusion
por: Stadler, Adrian-Mihail, et al.
Publicado: (2016)

Accessing unusual heterocycles: ring expansion of benzoborirenes by formal cycloaddition reactions
por: Sindlinger, Marvin, et al.
Publicado: (2023)

Sequence-dependent quenching of fluorescein fluorescence on single-stranded and double-stranded DNA
por: Lietard, Jory, et al.
Publicado: (2022)

Pericyclases for cycloaddition
por: Zhang, Bo, et al.
Publicado: (2022)

Enantioselective gold-catalyzed intermolecular [2+2] versus [4+2]-cycloadditions of 3-styrylindoles with N-allenamides: observation of interesting substituent effects
por: Wang, Yidong, et al.
Publicado: (2015)

An umpolung strategy for intermolecular [2 + 2 + 1] cycloaddition of aryl aldehydes and nitriles: a facile access to 2,4,5-trisubstituted oxazoles
por: Basavaiah, Deevi, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_f94g3jqlf5t3ngifbp33gks8vv