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Related Experiment Video

Updated: Sep 17, 2025

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
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Near-Infrared-Activated Photocages Made to Order: Late-Stage Caging Protocol.

Marina Russo1, Dominika Zielinska1, Katarzyna Hanc1

  • 1Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland.

JACS Au
|June 27, 2025
PubMed
Summary
This summary is machine-generated.

Researchers developed a simple, user-friendly method to create photocages for drug delivery. This approach enables light-activated control over complex molecules, including FDA-approved drugs, for potential therapeutic applications.

Keywords:
CDK4/6breast cancercyaninelate-stagenear-infraredpalbociclibphotocageretinoblastoma protein

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Area of Science:

  • Chemical Biology
  • Organic Synthesis
  • Photochemistry

Background:

  • Nature utilizes reversible molecular control, inspiring photocage development for spatiotemporal regulation.
  • Existing photocage strategies often lack simplicity, hindering broader applications beyond chemistry.
  • Advancements in photocages have enabled tissue penetration, but user-friendly synthesis remains a challenge.

Purpose of the Study:

  • To develop a robust and user-friendly protocol for installing complex payloads into photocages.
  • To demonstrate the broad applicability of the protocol with diverse molecular payloads.
  • To validate the photocage strategy using a clinically relevant drug and biological target.

Main Methods:

  • A single-step protocol for caging amine, thiol, and phenol groups using bench-stable intermediates.
  • Compatibility testing with various payloads, including hormones, neurotransmitters, peptides, and FDA-approved drugs.
  • Application of the method to cage palbociclib and evaluation of its near-infrared light-dependent activation.

Main Results:

  • Successful installation of complex payloads, including hormones, neurotransmitters, a tripeptide, and numerous FDA-approved drugs (antibiotics, anticancer agents).
  • Demonstrated compatibility with diverse functional groups (amines, thiols, phenols).
  • Validated near-infrared light-triggered activation of caged palbociclib, affecting retinoblastoma protein modulation.

Conclusions:

  • The developed protocol offers a user-friendly and robust approach to synthesizing photocages.
  • This strategy facilitates the creation of near-infrared absorbing photocages with broad payload compatibility.
  • The approach is anticipated to accelerate research in various scientific disciplines requiring light-controlled molecular activation.