Literature DB >> 24764166

Reversible click reactions with boronic acids to build supramolecular architectures in water.

Matthias Arzt1, Christiane Seidler, David Y W Ng, Tanja Weil.   

Abstract

The interaction of boronic acids with various bifunctional reagents offers great potential for the preparation of responsive supramolecular architectures. Boronic acids react with 1,2-diols yielding cyclic boronate esters that are stable at pH>7.4 but can be hydrolyzed at pH<5.0. The phenylboronic acid (PBA)-salicylhydroxamic acid (SHA) system offers ultra-fast reaction kinetics and high binding affinities. This Focus Review summarizes the current advances in exploiting the bioorthogonal interaction of boronic acids to build pH-responsive supramolecular architectures in water.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  bioorthogonality; boronic acids; click reactions; pH-reversibility

Mesh：

Substances：

Year:  2014        PMID： 24764166     DOI： 10.1002/asia.201402061

Source DB:  PubMed          Journal:  Chem Asian J        ISSN： 1861-471X


  8 in total

Review 1.  Merging Boron with Nitrogen-Oxygen Bonds: A Review on BON Heterocycles.

Authors:  Ivan S Golovanov; Alexey Yu Sukhorukov
Journal:  Top Curr Chem (Cham)       Date:  2021-02-05

2.  A Comparison of the Structure and Bonding in the Aliphatic Boronic R-B(OH)2 and Borinic R-BH(OH) acids (R=H; NH2, OH, and F): A Computational Investigation.

Authors:  Niny Z Rao; Joseph D Larkin; Charles W Bock
Journal:  Struct Chem       Date:  2015-12-30       Impact factor: 1.887

3.  Reversible Click Chemistry for Ultrafast and Quantitative Formation of Protein-Polymer Nanoassembly and Intracellular Protein Delivery.

Authors:  Bin Liu; Margareta Ianosi-Irimie; S Thayumanavan
Journal:  ACS Nano       Date:  2019-07-26       Impact factor: 15.881

4.  In Situ Formation of Polymeric Nanoassemblies Using an Efficient Reversible Click Reaction.

Authors:  Bin Liu; Ruiling Wu; Shuai Gong; Hang Xiao; S Thayumanavan
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-15       Impact factor: 15.336

5.  Protein-Antibody Conjugates (PACs): A Plug-and-Play Strategy for Covalent Conjugation and Targeted Intracellular Delivery of Pristine Proteins.

Authors:  Bin Liu; Khushboo Singh; Shuai Gong; Mine Canakci; Barbara A Osborne; S Thayumanavan
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-05       Impact factor: 16.823

6.  Boronate sol-gel method for one-step fabrication of polyvinyl alcohol hydrogel coatings by simple cast- and dip-coating techniques.

Authors:  Ryuhei Nishiyabu; Yuki Takahashi; Taro Yabuki; Shoji Gommori; Yuki Yamamoto; Hiroaki Kitagishi; Yuji Kubo
Journal:  RSC Adv       Date:  2019-12-23       Impact factor: 4.036

7.  Dynamic Core-Shell Bioconjugates for Targeted Protein Delivery and Release.

Authors:  Christiane Seidler; Maksymilian Marek Zegota; Marco Raabe; Seah Ling Kuan; David Y W Ng; Tanja Weil
Journal:  Chem Asian J       Date:  2018-08-17

8.  Probing the Lewis Acidity of Boronic Acids through Interactions with Arene Substituents.

Authors:  Jie Jian; Roel Hammink; Christine J McKenzie; F Matthias Bickelhaupt; Jordi Poater; Jasmin Mecinović
Journal:  Chemistry       Date:  2022-01-22       Impact factor: 5.020
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.