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Cigarette Smoke induces p-Benzoquinone–Albumin Adduct in Blood Serum:Implications on Structure and Ligand Binding Properties

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Title Cigarette Smoke induces p-Benzoquinone–Albumin Adduct in Blood Serum:Implications on Structure and Ligand Binding Properties
 
Creator Ghosh, Arunava
Choudhury, Aparajita
Das, Archita
Chatterjee, Nabendu S
Das, Tanusree
Chowdhury, Rukhsana
Pandaa,, Koustubh
Banerjee, Rajat
Chatterjeea, Indu B.
 
Subject Infectious Diseases and Immunology
 
Description Earlier we had reported that irrespective of the source cigarette smoke (CS) contains substantial amounts
of p-benzosemiquinone, which is readily converted to p-benzoquinone (p-BQ) by disproportionation and
oxidation by transition metal containing proteins. Here we show that after CS-exposure, p-BQ-protein
adducts are formed in the lungs as well as serum albumin of guinea pigs. We also show that serum of
human smokers contains p-BQ-albumin adduct. It is known that human serum albumin (HSA) plays a
very important role in binding and transport of a variety of ligands, including fatty acids and drugs. We
show in vitro that p-BQ forms covalent adducts with free amino groups of all twenty amino acids as well as
�-amino groups of lysine residues of HSA in a concentration dependent manner. When HSA is incubated
with p-BQ in the molar ratio of 1:1, the number of p-BQ incorporated is 1. At the molar ratio of 1:60,
the number of p-BQ incorporated is 40. The formation of HSA–p-BQ adduct has been demonstrated by
absorption spectroscopy, MALDI-MS and MALDI-TOF–TOF-MS analyses. Upon complexation with p-BQ,
the secondary structure and conformation of HSA are altered, as evidenced by steady state and timeresolved
fluorescence, circular dichroism, 8-anilino-1-napthalenesulfonic acid binding and differential
scanning calorimetry. Alteration of the structure and conformation of HSA results in impairment of its
ligand binding properties with respect to myristic acid, quercitin and paracetamol. This might be one of
the reasons why transport and distribution of lipids and drugs are impaired in smokers
 
Date 2012
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1550/1/TOXICOLOGY__292(_2%2D3)_78%2D89;2012[47].pdf
Ghosh, Arunava and Choudhury, Aparajita and Das, Archita and Chatterjee, Nabendu S and Das, Tanusree and Chowdhury, Rukhsana and Pandaa,, Koustubh and Banerjee, Rajat and Chatterjeea, Indu B. (2012) Cigarette Smoke induces p-Benzoquinone–Albumin Adduct in Blood Serum:Implications on Structure and Ligand Binding Properties. Toxicology, 292 (2-3). pp. 78-89.
 
Relation http://dx.doi.org/:10.1016/j.tox.2011.11.014
http://www.eprints.iicb.res.in/1550/