Design and Synthesis of Two-Photon Responsive Chromophores for Near-Infrared Light-Induced Uncaging Reactions

Manabu Abe, Youhei Chitose, Satish Jakkampudi, Pham Thi Thu Thuy, Qianghua Lin, Bui Thi Van, Ayato Yamada, Ryoko Oyama, Miyu Sasaki, Claudine Katan

Research output: Contribution to journalReview articlepeer-review

46 Citations (Scopus)

Abstract

Near-infrared two-photon (TP)-induced photorelease (uncaging) of bioactive molecules such as drugs has attracted considerable attention because of its ability to elucidate mechanistic aspects of biological processes. This short review summarizes recent developments in the design and synthesis of TP-responsive chromophores. 1 Introduction 2 Molecular Design of TP-Responsive Organic Chromophores for 'Caging & Uncaging' 2.1 π-Conjugation 2.2 A Dipolar System 2.3 A Quadrupolar System 2.4 An Octupolar System 3 Recent Developments of TP Uncaging Reactions 3.1 4-Methoxy-7-nitroindolinyl Caged Auxins 3.2 Uncaging of GABA and Tryptophan Using TP-Induced Electron-Transfer Reactions 3.3 Effect of Position Isomery in Aminoquinoline-Derived Photolabile Protecting Groups (PPGs) 3.4 Cooperative Dyads for TP Uncaging 3.5 Caged Calcium with a Bis-styrylthiophene Backbone 3.6 Cloaked Caged Compounds 3.7 Three-Dimensional Control of DNA Hybridization by Orthogonal Two-Color TP Uncaging 3.8 TP-Induced Release of Diethyl Phosphate (DEP) and ATP 4 Our Contribution to TP Uncaging Reactions 5 Summary.

Original languageEnglish
Pages (from-to)3337-3346
Number of pages10
JournalSynthesis (Germany)
Volume49
Issue number15
DOIs
Publication statusPublished - Aug 1 2017
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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