Additive‐free green light‐induced ligation using BODIPY triggers

Ming Li, Andrew Dove, Vinh X Truong

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)
302 Downloads (Pure)

Abstract

Photochemical ligation is important in biomaterials engineering for spatiotemporal control of biochemical processes. Such reactions however generally require activation by high energy UV or short wavelength blue light, which can limit their use as a consequence of the potential of these high energy light sources to damage living cells. Herein, we present an additive‐free, biocompatible, chemical ligation triggered by mild visible light. BODIPY dyes with a pendant thioether attached at the meso ‐position undergo photolysis of the [C‐S] bond under green light ( λ = 530 nm) excitation, producing an ion pair intermediate that can react specifically with a propiolate group. The utility of this photochemical ligation in materials science is demonstrated by the fabrication of hydrogels with specific architectures, photo‐immobilization of biomacromolecules, and live cell encapsulation within a hydrogel scaffold.
Original languageEnglish
Number of pages6
JournalAngewandte Chemie (International Edition)
Early online date25 Nov 2019
DOIs
Publication statusE-pub ahead of print - 25 Nov 2019

Keywords

  • Bioconjugation
  • BODIPY
  • Hydrogel
  • Thiol-yne
  • Visible light

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