Chemical modification of temoporfin--a second generation photosensitizer activated using upconverting nanoparticles for singlet oxygen generation

Q Yu; E M Rodriguez; R Naccache; P Forgione; G Lamoureux; F Sanz-Rodriguez; D Scheglmann; J A Capobianco

doi:10.1039/c4cc05867d

Chemical modification of temoporfin--a second generation photosensitizer activated using upconverting nanoparticles for singlet oxygen generation

Chem Commun (Camb). 2014 Oct 18;50(81):12150-3. doi: 10.1039/c4cc05867d.

Authors

Q Yu¹, E M Rodriguez, R Naccache, P Forgione, G Lamoureux, F Sanz-Rodriguez, D Scheglmann, J A Capobianco

Affiliation

¹ Department of Chemistry and Biochemistry, Concordia University, Montreal, Canada. John.Capobianco@concordia.ca.

PMID: 25174720
DOI: 10.1039/c4cc05867d

Abstract

LiYF4:Tm(3+)/Yb(3+) upconverting nanoparticles (UCNPs) were functionalized with the second generation photosensitizer 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (m-THPC, Temoporfin, Foscan®). m-THPC was modified using 4-(bromomethyl)benzoic acid, which induced a bathochromic shift of the m-THPC blue absorption peak. The nanoconstruct causes up to 70% cell death under 980 nm irradiation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Survival / drug effects
HeLa Cells
Humans
Infrared Rays
Mesoporphyrins / chemistry*
Nanoparticles / chemistry*
Photosensitizing Agents / chemical synthesis
Photosensitizing Agents / chemistry*
Photosensitizing Agents / toxicity
Singlet Oxygen / chemistry*
Singlet Oxygen / metabolism

Substances

Mesoporphyrins
Photosensitizing Agents
Singlet Oxygen
temoporfin