Investigation of competitive binding of ibuprofen and salicylic acid with serum albumin by affinity capillary electrophoresis

Li, Zhumei; Wei, Chuan‐Wan; Zhang, Yintang; Wang, Dishan; Liu, You‐Nian

doi:10.1016/j.jchromb.2011.05.020

Cited by 31 publications

(19 citation statements)

References 41 publications

(41 reference statements)

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“…On the other hand, the addition of dansylglycine, ibuprofen and naproxen, which are site II ligands [25,28,29], provoked similar but opposite effects compared to ligands of site I. As can be seen in Fig.…”

Section: The Effect Of Bsa Ligands On Induced Ellipticity In Congo Redmentioning

confidence: 83%

“…After the addition of ligands, the mixtures were incubated for 5 min at 25°C before the ICD measurements. The ligands used were phenylbutazone [26] and warfarin [27] for site I, and ibuprofen [28], naproxen [29] and dansylglycine [25] for site II.…”

Section: Circular Dichroism Experiments: Intrinsic and Induced Circulmentioning

confidence: 99%

“…The straightforward explanation for these effects would be the higher affinity of Congo red by BSA compared to these ligands. However, a comparison among the binding constants for these drugs does not permit this conclusion: Congo red Ka = 1.9 Â 10 5 M À1 [33], phenylbutazone Ka = 1.3 Â 10 5 M À1 [26], warfarin Ka = 4.2 Â 10 5 M À1 [27], ibuprofen Ka = 1.3 Â 10 6 M À1 [28], naproxen Ka = 3.8 Â 10 5 M À1 [29] and dansylglycine Ka = 3.5 Â 10 5 M À1 [25]. Moreover, the inability to remove Congo red from its binding site in BSA cannot explain the intensification of the ICD signal observed for site I ligands.…”

Section: The Effect Of Bsa Ligands On Induced Ellipticity In Congo Redmentioning

confidence: 99%

See 2 more Smart Citations

Albumin-induced circular dichroism in Congo red: Applications for studies of amyloid-like fibril aggregates and binding sites

Vasconcelos

Ximenes

2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Section: The Effect Of Bsa Ligands On Induced Ellipticity In Congo Redmentioning

confidence: 83%

Section: Circular Dichroism Experiments: Intrinsic and Induced Circulmentioning

confidence: 99%

Section: The Effect Of Bsa Ligands On Induced Ellipticity In Congo Redmentioning

confidence: 99%

See 1 more Smart Citation

Albumin-induced circular dichroism in Congo red: Applications for studies of amyloid-like fibril aggregates and binding sites

Vasconcelos

Ximenes

2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…From the above experiments,i tc an be inferred that the value of the binding constant of 1 to site II is lower than that of IBU and DG (in the range of 2-3 10 6 ). [21] Indeed, it is probably one order of magnitude lower,s ince DG is not displaced, even after the addition of four equivalents of 1.C oncerning the stoichiometry of the complex,J ob plot experiments could not be performed due to the poor solubility of 1 in PBS. How-Scheme2.Photoreactivity of 1 in acetonitrile.…”

Section: Dark Binding Of 1t Oh Samentioning

confidence: 99%

A New Pathway for Protein Haptenation by β‐Lactams

Pérez‐Ruiz

Lence

Andreu

et al. 2017

Chemistry A European J

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The covalent binding of β-lactams to proteins upon photochemical activation has been demonstrated by using an integrated approach that combines photochemical, proteomic and computational studies, selecting human serum albumin (HSA) as a target protein and ezetimibe (1) as a probe. The results have revealed a novel protein haptenation pathway for this family of drugs that is an alternative to the known nucleophilic ring opening of β-lactams by the free amino group of lysine residues. Thus, photochemical ring splitting of the β-lactam ring, following a formal retro-Staudinger reaction, gives a highly reactive ketene intermediate that is trapped by the neighbouring lysine residues, leading to an amide adduct. For the investigated 1/HSA system, covalent modification of residues Lys414 and Lys525, which are located in sub-domains IIIA and IIIB, respectively, occurs. The observed photobinding may constitute the key step in the sequence of events leading to photoallergy. Docking and molecular dynamics simulation studies provide an insight into the molecular basis of the selectivity of 1 for these HSA sub-domains and the covalent modification mechanism. Computational studies also reveal positive cooperative binding of sub-domain IIIB that explains the experimentally observed modification of Lys414, which is located in a barely accessible pocket (sub-domain IIIA).

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“…Borate buffer solution (pH = 8.5) containing different concentrations of serum albumin (0-20 μM) was incorporated into uncoated fused silica capillary. Results showed that ibuprofen has higher affinity than salicylic acid toward the protein and can displace it from its low and high affinity binding sites [32].…”

Section: Protein-multiple Drugsmentioning

confidence: 99%

Recent Advances in Affinity Capillary Electrophoresis for Binding Studies

et al. 2014

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The present review covers recent advances and important applications of affinity capillary electrophoresis (ACE). It provides an overview about various ACE types, including ACE-MS, the multiple injection mode, the use of microchips and field-amplified sample injection-ACE. The most common scenarios of the studied affinity interactions are protein-drug, protein-metal ion, protein-protein, protein-DNA, protein-carbohydrate, carbohydrate-drug, peptide-peptide, DNA-drug and antigen-antibody. Approaches for the improvements of ACE in term of precision, rinsing protocols and sensitivity are discussed. The combined use of computer simulation programs to support data evaluation is presented. In conclusion, the performance of ACE is compared with other techniques such as equilibrium dialysis, parallel artificial membrane permeability assay, high-performance affinity chromatography as well as surface plasmon resonance, ultraviolet, circular dichroism, nuclear magnetic resonance, Fourier transform infrared, fluorescence, MS and isothermal titration calorimetry.

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Investigation of competitive binding of ibuprofen and salicylic acid with serum albumin by affinity capillary electrophoresis

Cited by 31 publications

References 41 publications

Albumin-induced circular dichroism in Congo red: Applications for studies of amyloid-like fibril aggregates and binding sites

Albumin-induced circular dichroism in Congo red: Applications for studies of amyloid-like fibril aggregates and binding sites

A New Pathway for Protein Haptenation by β‐Lactams

Recent Advances in Affinity Capillary Electrophoresis for Binding Studies

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