Interaction of anthracene and its oxidative derivatives with human serum albumin

• Authors: Katarzyna Skupińska , Monika Zylm , Irena Misiewicz , Teresa Kasprzycka-Guttman
• Languages of publication: EN

Abstracts

EN

Binding affinities of ten polycyclic aromatic hydrocarbons to albumin were determined: anthracene, its eight oxy-derivatives: anthraquinone, 9-anthracenemethanol, 9-anthraldehyde, 9-anthracenecarboxylic acid, 1,4-dihydroxyanthraquinone, 1,5-dihydroxyanthraquinone, 1,8-dihydroxyanthraquinone, 2,6-dihydroxyanthraquinone and benzo[a]pyrene. The quenching of albumin fluorescence was used to measure the PAH - protein interaction. The theoretical curve of calculated fluorescence was fitted to experimental data after necessary corrections regarding PAHs fluorescence and inner filter effect. From the numerical fitting the final association constants were calculated. Anthracene and anthraquinone failed to quench the albumin fluorescence. 9-anthracenecarboxylic acid showed the highest, while 9-anthracenemethanol the weakest albumin binding affinity. The affinity constants determined for 9-anthraldehyde and benzo[a]pyrene were of the same magnitude and indicated low-affinity binding to albumin. The constants obtained for the four dihydroxyanthraquinones were higher, but dissimilar, which suggests that the position of the functional group in anthracene molecule influences the binding constant. Moreover, this study suggests that the type of substituent plays a significant role in PAH-albumin complex formation. The carboxylic group increases the binding affinity of the anthracene molecule the most rather than the presence of both carbonyl and hydroxyl groups. The lowest affinity constants were obtained for aldehyde, methyl and carbonyl substituents.

Keywords

EN

albumin; affinity constant; polycyclic aromatic hydrocarbons

• Publisher: Polish Biochemical Society
• Journal: Acta Biochimica Polonica
• Year: 2006
• Volume: 53
• Issue: 1
• Pages: 101-112

Dates

published

2006

received

2005-04-12

revised

2005-10-24

accepted

2005-12-16

(unknown)

2006-01-09

Contributors

author

Katarzyna Skupińska

• Confocal Microscopy Laboratory, National Institute of Public Health, Warszawa, Poland

author

Monika Zylm

• Confocal Microscopy Laboratory, National Institute of Public Health, Warszawa, Poland

author

Irena Misiewicz

• Confocal Microscopy Laboratory, National Institute of Public Health, Warszawa, Poland

author

Teresa Kasprzycka-Guttman

• Department of Chemistry, Warsaw University, Warszawa, Poland

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