Photodynamic action of merocyanine 540 on artificial and natural cell membranes: involvement of singlet molecular oxygen. Proc Natl Acad Sci U S A 1987 May;84(9):2999-3003
Date
05/01/1987Pubmed ID
3033673Pubmed Central ID
PMC304788DOI
10.1073/pnas.84.9.2999Scopus ID
2-s2.0-0011230888 (requires institutional sign-in at Scopus site) 173 CitationsAbstract
The photochemistry of merocyanine 540 (MC 540), a sensitizing dye that binds preferentially to leukemia and electrically excitable cells, has been investigated. MC 540-mediated photooxidation of histidine, arachidonate, and unsaturated phospholipid vesicles was assessed by spin label oximetry and shown to involve type II (singlet oxygen) chemistry. The dye was also shown to be a potent sensitizer of lipid peroxidation in a natural cell membrane, the erythrocyte ghost. Inhibition by azide, stimulation by 2H2O, and identification of the cholesterol product 5 alpha-cholest-6-ene-3 beta,5-diol in this system, all were consistent with singlet oxygen intermediacy. Finally, MC 540 was found to be considerably more phototoxic to K-562 leukemia cells in 2H2O than in H2O. We conclude that singlet oxygen plays a major role in the phototherapeutic effects of this dye.
Author List
Kalyanaraman B, Feix JB, Sieber F, Thomas JP, Girotti AWAuthors
Jimmy B. Feix PhD Professor in the Biophysics department at Medical College of WisconsinBalaraman Kalyanaraman PhD Professor in the Biophysics department at Medical College of Wisconsin
Fritz Sieber PhD Professor in the Pediatrics department at Medical College of Wisconsin
James P. Thomas MD, PhD Professor in the Medicine department at Medical College of Wisconsin
MESH terms used to index this publication - Major topics in bold
Cell LineCell Membrane
Dimyristoylphosphatidylcholine
Electron Spin Resonance Spectroscopy
Erythrocyte Membrane
Fluorescent Dyes
Humans
Leukemia, Myeloid
Liposomes
Oxygen
Phosphatidylcholines
Photochemistry
Pyrimidinones
Singlet Oxygen