Protein Chemical Labeling Using Biomimetic Radical Chemistry

Chemical labeling of proteins with synthetic low-molecular-weight probes is an important technique in chemical biology. To achieve this, it is necessary to use chemical reactions that proceed rapidly under physiological conditions (i.e., aqueous solvent, pH, low concentration, and low temperature) s...

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Main Authors: Shinichi Sato, Hiroyuki Nakamura
Format: Article
Language:English
Published: MDPI AG 2019-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/21/3980
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author Shinichi Sato
Hiroyuki Nakamura
author_facet Shinichi Sato
Hiroyuki Nakamura
author_sort Shinichi Sato
collection DOAJ
description Chemical labeling of proteins with synthetic low-molecular-weight probes is an important technique in chemical biology. To achieve this, it is necessary to use chemical reactions that proceed rapidly under physiological conditions (i.e., aqueous solvent, pH, low concentration, and low temperature) so that protein denaturation does not occur. The radical reaction satisfies such demands of protein labeling, and protein labeling using the biomimetic radical reaction has recently attracted attention. The biomimetic radical reaction enables selective labeling of the C-terminus, tyrosine, and tryptophan, which is difficult to achieve with conventional electrophilic protein labeling. In addition, as the radical reaction proceeds selectively in close proximity to the catalyst, it can be applied to the analysis of protein−protein interactions. In this review, recent trends in protein labeling using biomimetic radical reactions are discussed.
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spelling doaj.art-a44bfe348e434e428b0af938797c99752022-12-21T18:39:07ZengMDPI AGMolecules1420-30492019-11-012421398010.3390/molecules24213980molecules24213980Protein Chemical Labeling Using Biomimetic Radical ChemistryShinichi Sato0Hiroyuki Nakamura1Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, Yokohama 226-8503, JapanLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, Yokohama 226-8503, JapanChemical labeling of proteins with synthetic low-molecular-weight probes is an important technique in chemical biology. To achieve this, it is necessary to use chemical reactions that proceed rapidly under physiological conditions (i.e., aqueous solvent, pH, low concentration, and low temperature) so that protein denaturation does not occur. The radical reaction satisfies such demands of protein labeling, and protein labeling using the biomimetic radical reaction has recently attracted attention. The biomimetic radical reaction enables selective labeling of the C-terminus, tyrosine, and tryptophan, which is difficult to achieve with conventional electrophilic protein labeling. In addition, as the radical reaction proceeds selectively in close proximity to the catalyst, it can be applied to the analysis of protein−protein interactions. In this review, recent trends in protein labeling using biomimetic radical reactions are discussed.https://www.mdpi.com/1420-3049/24/21/3980biomimetic radical reactionbioinspired chemical catalysisprotein labeling
spellingShingle Shinichi Sato
Hiroyuki Nakamura
Protein Chemical Labeling Using Biomimetic Radical Chemistry
Molecules
biomimetic radical reaction
bioinspired chemical catalysis
protein labeling
title Protein Chemical Labeling Using Biomimetic Radical Chemistry
title_full Protein Chemical Labeling Using Biomimetic Radical Chemistry
title_fullStr Protein Chemical Labeling Using Biomimetic Radical Chemistry
title_full_unstemmed Protein Chemical Labeling Using Biomimetic Radical Chemistry
title_short Protein Chemical Labeling Using Biomimetic Radical Chemistry
title_sort protein chemical labeling using biomimetic radical chemistry
topic biomimetic radical reaction
bioinspired chemical catalysis
protein labeling
url https://www.mdpi.com/1420-3049/24/21/3980
work_keys_str_mv AT shinichisato proteinchemicallabelingusingbiomimeticradicalchemistry
AT hiroyukinakamura proteinchemicallabelingusingbiomimeticradicalchemistry