Document Detail


Complexes between fluorescent cholic acid derivatives and human serum albumin. a photophysical approach to investigate the binding behavior.
MedLine Citation:
PMID:  20232881     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Jana Rohacova; M Luisa Marin; Miguel A Miranda
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The journal of physical chemistry. B     Volume:  114     ISSN:  1520-5207     ISO Abbreviation:  J Phys Chem B     Publication Date:  2010 Apr 
Date Detail:
Created Date:  2010-04-01     Completed Date:  2010-06-23     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101157530     Medline TA:  J Phys Chem B     Country:  United States    
Other Details:
Languages:  eng     Pagination:  4710-6     Citation Subset:  IM    
Affiliation:
Instituto Universitario Mixto de Tecnolog?a Qu?mica-Departamento de Qu?mica (UPV-CSIC), Avenida de los Naranjos s/n, E-46022, Valencia, Spain.
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MeSH Terms
Descriptor/Qualifier:
Anti-Inflammatory Agents, Non-Steroidal / 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:
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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