Cargando…

Dynamic Covalent Michael Acceptors to Penetrate Cells: Thiol‐Mediated Uptake with Tetrel‐Centered Exchange Cascades, Assisted by Halogen‐Bonding Switches

Chalcogen‐centered cascade exchange chemistry is increasingly understood to account for thiol‐mediated uptake, that is, the ability of reversibly thiol‐reactive agents to penetrate cells. Here, reversible Michael acceptors are shown to enable and inhibit thiol‐mediated uptake, including the cytosoli...

Descripción completa

Detalles Bibliográficos
Autores principales:	Shybeka, Inga, Maynard, John R. J., Saidjalolov, Saidbakhrom, Moreau, Dimitri, Sakai, Naomi, Matile, Stefan
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2022
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10098706/ https://www.ncbi.nlm.nih.gov/pubmed/36272154 http://dx.doi.org/10.1002/anie.202213433

Ejemplares similares

Inhibition of Cell Motility by Cell-Penetrating Dynamic Covalent Cascade Exchangers: Integrins Participate in Thiol-Mediated Uptake
por: Coelho, Filipe, et al.
Publicado: (2023)

Cyclic Thiosulfonates for Thiol-Mediated Uptake: Cascade Exchangers, Transporters, Inhibitors
por: Kato, Takehiro, et al.
Publicado: (2022)

The Tetrel Bonds of Hypervalent Halogen Compounds
por: Niu, Zhihao, et al.
Publicado: (2023)

Impact of the structures of macrocyclic Michael acceptors on covalent proteasome inhibition
por: Kitahata, S., et al.
Publicado: (2017)

Comparative Strengths of Tetrel, Pnicogen, Chalcogen, and Halogen Bonds and Contributing Factors
por: Dong, Wenbo, et al.
Publicado: (2018)

Effects of Halogen, Chalcogen, Pnicogen, and Tetrel Bonds on IR and NMR Spectra
por: Lu, Jia, et al.
Publicado: (2019)

Comparison for Electron Donor Capability of Carbon-Bound Halogens in Tetrel Bonds
por: Yang, Qingqing, et al.
Publicado: (2021)

Oligonucleotide Phosphorothioates Enter Cells by Thiol‐Mediated Uptake
por: Laurent, Quentin, et al.
Publicado: (2021)

Cell‐Penetrating Dynamic‐Covalent Benzopolysulfane Networks
por: Cheng, Yangyang, et al.
Publicado: (2019)

A Genetically Encoded aza-Michael Acceptor for Covalent Cross-Linking of Protein–Receptor Complexes
por: Furman, Jennifer L., et al.
Publicado: (2014)

Inhibitors of thiol-mediated uptake
por: Cheng, Yangyang, et al.
Publicado: (2020)

The Tetrel Bond and Tetrel Halide Perovskite Semiconductors
por: Varadwaj, Pradeep R., et al.
Publicado: (2023)

Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
por: Zhao, Xiao-Jing, et al.
Publicado: (2017)

Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the noncovalent interaction in its reactivity
por: Mosquera, Marta E. G., et al.
Publicado: (2023)

Cu-catalyzed carboboration of acetylene with Michael acceptors
por: Cheng, Tairan, et al.
Publicado: (2022)

Structure-Directing Interplay between Tetrel and Halogen Bonding in Co-Crystal of Lead(II) Diethyldithiocarbamate with Tetraiodoethylene
por: Zelenkov, Lev E., et al.
Publicado: (2022)

Thia-Michael Reaction: The Route to Promising Covalent Adaptable Networks
por: Berne, Dimitri, et al.
Publicado: (2022)

A halogen-bonding-catalyzed Michael addition reaction
por: Gliese, Jan-Philipp, et al.
Publicado: (2017)

Structure-Activity Relationship between Thiol Group-Trapping Ability of Morphinan Compounds with a Michael Acceptor and Anti-Plasmodium falciparum Activities
por: Kutsumura, Noriki, et al.
Publicado: (2020)

Enzymatic Synthesis of Vancomycin-Modified DNA
por: Figazzolo, Chiara, et al.
Publicado: (2022)

Comparative investigation of interactions of hydrogen, halogen and tetrel bond donors with electron-rich and electron-deficient π-systems
por: Ibrahim, Mahmoud A. A., et al.
Publicado: (2019)

Revisiting conventional noncovalent interactions towards a complete understanding: from tetrel to pnicogen, chalcogen, and halogen bond
por: Phan Dang, Cam-Tu, et al.
Publicado: (2023)

Dithiolane quartets: thiol-mediated uptake enables cytosolic delivery in deep tissue
por: Martinent, Rémi, et al.
Publicado: (2021)

π covalency in the halogen bond
por: Kellett, Cameron W., et al.
Publicado: (2020)

Nucleophilicity of Glutathione: A Link to Michael Acceptor Reactivities
por: Mayer, Robert J., et al.
Publicado: (2019)

Trifluoromethylcinnamanilide Michael Acceptors for Treatment of Resistant Bacterial Infections
por: Strharsky, Tomas, et al.
Publicado: (2022)

Michael acceptor molecules in natural products and their mechanism of action
por: Liang, Song-Ting, et al.
Publicado: (2022)

Keggin-Type Anions as Halogen Bond Acceptors
por: Fotović, Luka, et al.
Publicado: (2023)

A programmable chemical switch based on triggerable Michael acceptors
por: Zhuang, Jiaming, et al.
Publicado: (2020)

Halogen-bonded cocrystallization with phosphorus, arsenic and antimony acceptors
por: Lisac, Katarina, et al.
Publicado: (2019)

Short X···N Halogen Bonds With Hexamethylenetetraamine as the Acceptor
por: Anyfanti, Goulielmina, et al.
Publicado: (2021)

On the Potentiality of X-T-X(3) Compounds (T = C, Si, and Ge, and X = F, Cl, and Br) as Tetrel- and Halogen-Bond Donors
por: Ibrahim, Mahmoud A. A., et al.
Publicado: (2021)

Pnictogen-Centered Cascade Exchangers for Thiol-Mediated Uptake: As(III)-, Sb(III)-, and Bi(III)-Expanded Cyclic Disulfides as Inhibitors of Cytosolic Delivery and Viral Entry
por: Lim, Bumhee, et al.
Publicado: (2022)

Thiol-Mediated Uptake
por: Laurent, Quentin, et al.
Publicado: (2021)

Chemopreventive Agents from Physalis minima Function as Michael Reaction Acceptors
por: Men, Ruizhi, et al.
Publicado: (2016)

Asymmetric Primaquine and Halogenaniline Fumardiamides as Novel Biologically Active Michael Acceptors
por: Rajić, Zrinka, et al.
Publicado: (2018)

A Simple Zinc-Mediated Method for Selenium Addition to Michael Acceptors
por: Nacca, Francesca Giulia, et al.
Publicado: (2020)

Asymmetric tandem conjugate addition and reaction with carbocations on acylimidazole Michael acceptors
por: Mudráková, Brigita, et al.
Publicado: (2023)

Halogen bonds, chalcogen bonds, pnictogen bonds, tetrel bonds and other σ-hole interactions: a snapshot of current progress
por: Brammer, Lee, et al.
Publicado: (2023)

Structural Examination of Halogen-Bonded Co-Crystals of Tritopic Acceptors
por: Andree, Stefan N. L., et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_3au360a7sph35qhmi0pem8l9e1