- Boronic Acid Pairs for Sequential Bioconjugation
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Boronic acids can play diverse roles when applied in biological environments, and employing boronic acid structures in tandem could provide new tools for multifunctional probes. This Letter describes a pair of boronic acid functional groups, 2-nitro-arylboronic acid (NAB) and (E)-alkenylboronic acid (EAB), that enable sequential cross-coupling through stepwise nickel- and copper-catalyzed processes. The selective coupling of NAB groups enables the preparation of stapled peptides, protein-protein conjugates, and other bioconjugates.
- Ball, Zachary T.,Ding, Yuxuan,Miller, Mary K.,Swierczynski, Michael J.
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supporting information
p. 5334 - 5338
(2021/07/26)
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- Metal-free S-arylation of cysteine using arenediazonium salts
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A mild chemoselective method for S-arylation of cysteine has been developed in an open-flask procedure under metal-free conditions using arenediazonium salts in methanol.
- Naveen, Naganaboina,Sengupta, Saumitra,Chandrasekaran, Srinivasan
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p. 3562 - 3569
(2018/04/14)
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- Palladium-Catalyzed Chemoselective and Biocompatible Functionalization of Cysteine-Containing Molecules at Room Temperature
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The third generation of aminobiphenyl palladacycle pre-catalyst “G3-Xantphos” enables functionalization of peptides containing cysteine in high yields. The conjugation (bioconjugation) occurs chemoselectively at room temperature under biocompatible conditions. Extension of the method to protein functionalization allows selective bioconjugation of the trastuzumab antibody.
- Al-Shuaeeb, Riyadh Ahmed Atto,Kolodych, Sergii,Koniev, Oleksandr,Delacroix, Sébastien,Erb, Stéphane,Nicola?, Stéphanie,Cintrat, Jean-Christophe,Brion, Jean-Daniel,Cianférani, Sarah,Alami, Mouad,Wagner, Alain,Messaoudi, Samir
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supporting information
p. 11365 - 11370
(2016/08/03)
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