# Red-Shifted Glycoporphyrins: Synthesis via Sonogashira Cross-Coupling and Studies on Reactive Oxygen Species Production

**Authors:** Dariusz Baran, Maciej Malinowski

PMC · DOI: 10.1021/acs.orglett.5c02038 · 2025-07-14

## 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.

## Key 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.

## Linked entities

- **Chemicals:** porphyrin (PubChem CID 66868)

## Full-text entities

- **Chemicals:** Glycoporphyrins (-), carbohydrate (MESH:D002241), sugar (MESH:D000073893), Reactive Oxygen Species (MESH:D017382), porphyrin (MESH:D011166)

## Figures

12 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12305654/full.md

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Source: https://tomesphere.com/paper/PMC12305654