| Complexes between fluorescent cholic acid derivatives and human serum albumin. a photophysical approach to investigate the binding behavior. | |
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MedLine Citation:
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PMID: 20232881 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Interaction between bile acids and plasma proteins has attracted considerable attention over past decades. In fact, binding of bile acids to human serum albumin (HSA) determines their level in plasma, a value that can be used as a test for liver function. However, very little is known about the role that bile acids-HSA complexes play in hepatic uptake. In the present paper, we report on the utility of the singlet excited state properties of 4-nitrobenzo-2-oxa-1,3-diazole (NBD) fluorescent derivatives of cholic acid (ChA); namely, 3alpha-NBD-ChA, 3beta-NBD-ChA, 3beta-NBD-ChTau, 7alpha-NBD-ChA, and 7beta-NBD-ChA to clarify key aspects of bile acids-HSA interactions that remain poorly understood. On the basis of either absorption or emission measurements, formation of NBD-ChA@HSA complexes with 1:1 stoichiometry has been proven. Enhancement of the fluorescence emission upon addition of HSA has been used for determination of the binding constants, which are in the range of 10(4) M(-1). Energy transfer from tryptophan to NBD-ChA occurs by a FRET mechanism; the donor-acceptor distances have been determined according to Forster's theory. The estimated values (27-30 A) are compatible with both site I and site II occupancy and do not provide sufficient information for a safe assignment; however, fluorescence titration using warfarin (site I probe) and ibuprofen (site II probe) for displacement clearly indicates that the employed cholic acid derivatives bind to HSA at site I. |
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Authors:
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Jana Rohacova; M Luisa Marin; Miguel A Miranda |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The journal of physical chemistry. B Volume: 114 ISSN: 1520-5207 ISO Abbreviation: J Phys Chem B Publication Date: 2010 Apr |
Date Detail:
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Created Date: 2010-04-01 Completed Date: 2010-06-23 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101157530 Medline TA: J Phys Chem B Country: United States |
Other Details:
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Languages: eng Pagination: 4710-6 Citation Subset: IM |
Affiliation:
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Instituto Universitario Mixto de Tecnolog?a Qu?mica-Departamento de Qu?mica (UPV-CSIC), Avenida de los Naranjos s/n, E-46022, Valencia, Spain. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Anti-Inflammatory Agents, Non-Steroidal
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chemistry Anticoagulants / chemistry Binding Sites Cholic Acid / chemistry* Fluorescence Resonance Energy Transfer Fluorescent Dyes / chemistry* Humans Ibuprofen / chemistry Protein Binding Serum Albumin / chemistry* Spectrometry, Fluorescence Warfarin / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Anti-Inflammatory Agents, Non-Steroidal; 0/Anticoagulants; 0/Fluorescent Dyes; 0/Serum Albumin; 15687-27-1/Ibuprofen; 81-25-4/Cholic Acid; 81-81-2/Warfarin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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