Red-Shifted Glycoporphyrins: Synthesis via Sonogashira Cross-Coupling and Studies on Reactive Oxygen Species Production
Dariusz Baran, Maciej Malinowski

TL;DR
This paper introduces a new method to create glycoporphyrins that absorb longer wavelengths of light and can produce reactive oxygen species for potential use in phototherapy.
Contribution
A novel Sonogashira-based method for conjugating sugars with porphyrins, enabling red-shifted absorption and ROS generation.
Findings
The new method successfully conjugates sugar units with porphyrins via C–C bonds.
The resulting glycoporphyrins show a bathochromic shift in absorption maxima.
They generate reactive oxygen species under 690–740 nm visible light.
Abstract
Glycoporphyrins are in the spotlight as third-generation photosensitizers. Herein, we present a new Sonogashira-based methodology toward C–C-bonded, diverse carbohydrate–porphyrin hybrids. The sugar unit is for the first time effectively conjugated with a porphyrin system, resulting in a bathochromic shift of absorption maxima. The products generate reactive oxygen species with the use of 690–740 nm visible light lamps, making them promising photosensitizers in phototherapies.
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Taxonomy
TopicsPorphyrin and Phthalocyanine Chemistry · Photodynamic Therapy Research Studies · Nanoplatforms for cancer theranostics
