title: Binding assessment of two arachidonic-based synthetic derivatives of adrenalin with β-lactoglobulin: Molecular modeling and chemometrics approach.
abstract: A computational approach to predict the main binding modes of two adrenalin derivatives, arachidonoyl adrenalin (AA-AD) and arachidonoyl noradrenalin (AA-NOR) with the β-lactoglubuline (BLG) as a nano-milk protein carrier is presented and assessed by comparison to the UV-Vis absorption spectroscopic data using chemometric analysis. Analysis of the spectral data matrices by using the multivariate curve resolution-alternating least squares (MCR-ALS) algorithm led to the pure concentration calculation and spectral profiles resolution of the chemical constituents and the apparent equilibrium constants computation. The negative values of entropy and enthalpy changes for both compound indicated the essential role of hydrogen bonding and van der Waals interactions as main driving forces in stabilizing protein-ligand complex. Computational studies predicted that both derivatives are situated in the calyx pose and remained in that pose during the whole time of simulation with no any significant protein structural changes which pointed that the BLG could be considered as a suitable carrier for these catecholamine compounds.
authors.affiliation: Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran.
authors.forename: S
authors.initials: S
authors.lastname: Gholami
authors.affiliation: Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran. Electronic address: bordbar@chem.ui.ac.ir.
authors.forename: A K
authors.initials: AK
authors.lastname: Bordbar
authors.affiliation: Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran.
authors.forename: N
authors.initials: N
authors.lastname: Akvan
authors.affiliation: Department of Chemistry, Sharif University of Technology, Tehran, Iran.
authors.forename: H
authors.initials: H
authors.lastname: Parastar
authors.affiliation: Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran.
authors.forename: N
authors.initials: N
authors.lastname: Fani
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of RAS, ul. Miklukho-Maklaya 16/10, Moscow V-437 117871, Russia.
authors.forename: N M
authors.initials: NM
authors.lastname: Gretskaya
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of RAS, ul. Miklukho-Maklaya 16/10, Moscow V-437 117871, Russia.
authors.forename: V V
authors.initials: VV
authors.lastname: Bezuglov
authors.affiliation: UR 1268 Biopolymeres Interactions Assemblages, INRA, F-44300 Nantes, France.
authors.forename: T
authors.initials: T
authors.lastname: Haertlé
mesh_terms: D016718:Arachidonic Acid / Q000737:chemistry; D001095:Arachidonic Acids / Q000737:chemistry* / Q000378:metabolism; D001665:Binding Sites; D019277:Entropy; D004837:Epinephrine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D006860:Hydrogen Bonding; D007782:Lactoglobulins / Q000737:chemistry* / Q000378:metabolism; D062105:Molecular Docking Simulation; D009638:Norepinephrine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D025341:Principal Component Analysis; D017433:Protein Structure, Secondary; D017434:Protein Structure, Tertiary; D013056:Spectrophotometry, Ultraviolet
chemical_list: D001095:Arachidonic Acids; D007782:Lactoglobulins; D016718:Arachidonic Acid; D009638:Norepinephrine; D004837:Epinephrine
keywords: Arachidonoyl adrenalin; Arachidonoyl noradrenalin; Binding modes; Chemometrics; Molecular docking; Molecular dynamics simulation