4.7 Review

A versatile toolbox for investigating biological processes based on quinone methide chemistry: From self-immolative linkers to self-immobilizing agents

期刊

BIOORGANIC & MEDICINAL CHEMISTRY
卷 44, 期 -, 页码 -

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2021.116281

关键词

Quinone methide chemistry; Self-immolative linker; Cis or trans-labeling; Self-immobilization

资金

  1. JSPS research fellowship for young scientists
  2. MEXT/JSPS KAKENHI [JP19H02826, JP19K22242, JP20H05724]

向作者/读者索取更多资源

This review provides a comprehensive overview of bioanalytical tools based on Quinone Methide (QM) chemistry, including self-immolative linkers, enzyme inhibitors, and fluorescent probes with high spatial resolution.
Quinone methide (QM) species have been included in the design of various functional molecules. In this review, we present a comprehensive overview of bioanalytical tools based on QM chemistry. In the first part, we focus on self-immolative linkers that have been incorporated into functional molecules such as prodrugs and fluorescent probes. In the latter half, we outline how the highly electrophilic property of QMs, enabling them to react rapidly with neighboring nucleophiles, has been applied to develop inhibitors or labeling probes for enzymes, as well as self-immobilizing fluorogenic probes with high spatial resolution. This review systematically summarizes the versatile QM toolbox available for investigating biological processes.

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