Faculty Collaboration Database

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

05/01/1987

Pubmed ID

3033673

Pubmed Central ID

PMC304788

DOI

10.1073/pnas.84.9.2999

Scopus ID

2-s2.0-0011230888 (requires institutional sign-in at Scopus site)   174 Citations

Abstract

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 AW

Authors

Jimmy B. Feix PhD Professor in the Biophysics department at Medical College of Wisconsin
Albert W. Girotti PhD Adjunct Professor in the Biochemistry department at Medical College of Wisconsin
Balaraman 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 Line
Cell Membrane
Dimyristoylphosphatidylcholine
Electron Spin Resonance Spectroscopy
Erythrocyte Membrane
Fluorescent Dyes
Humans
Leukemia, Myeloid
Liposomes
Oxygen
Phosphatidylcholines
Photochemistry
Pyrimidinones
Singlet Oxygen