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用于生物相关水介质中钯催化的铃木-宫浦偶联反应和炔丙基裂解反应的中空纳米反应器

Hollow nanoreactors for Pd-catalyzed Suzuki-Miyaura coupling and -propargyl cleavage reactions in bio-relevant aqueous media.

作者信息

Destito Paolo, Sousa-Castillo Ana, Couceiro José R, López Fernando, Correa-Duarte Miguel A, Mascareñas José L

机构信息

Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) , Departamento de Química Orgánica , Universidad de Santiago de Compostela , 15782 , Santiago de Compostela , Spain . Email:

Department of Physical Chemistry , Center for Biomedical Research (CINBIO) , Southern Galicia Institute of Health Research (IISGS) , Biomedical Research Networking Center for Mental Health (CIBERSAM) , Universidade de Vigo , 36310 Vigo , Spain . Email:

出版信息

Chem Sci. 2018 Dec 26;10(9):2598-2603. doi: 10.1039/c8sc04390f. eCollection 2019 Mar 7.

Abstract

We describe the fabrication of hollow microspheres consisting of mesoporous silica nanoshells decorated with an inner layer of palladium nanoparticles and their use as Pd-nanoreactors in aqueous media. These palladium-equipped capsules can be used to promote the uncaging of propargyl-protected phenols, as well as Suzuki-Miyaura cross-coupling, in water and at physiologically compatible temperatures. Importantly, the depropargylation reaction can be accomplished in a bioorthogonal manner in the presence of relatively high concentrations of biomolecular components and even in the presence of mammalian cells.

摘要

我们描述了由介孔二氧化硅纳米壳组成的中空微球的制备,该纳米壳装饰有钯纳米颗粒内层,并将其用作水性介质中的钯纳米反应器。这些配备钯的胶囊可用于促进炔丙基保护的酚的解笼反应,以及在水和生理相容温度下的铃木-宫浦交叉偶联反应。重要的是,脱炔丙基反应可以在相对高浓度的生物分子成分存在下,甚至在哺乳动物细胞存在下以生物正交方式完成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9538/6419927/6b0b1c569c18/c8sc04390f-f1.jpg

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