title: Exploring the binding mechanism of phosphoramidate derivative with DNA: spectroscopy, calorimetry and modeling.
abstract: In this study, one of the amino phosphine ester derivatives α-(3-hydroxy-4-methoxyphenyl)-N-phenyl-α-aminophosphonate (HMPAP) was synthesized, and the molecular interaction of HMPAP with ct-DNA has been investigated by UV-Vis absorption spectra, fluorescence spectra, isothermal titration calorimetry (ITC) and molecular modeling. The binding constant (K(b)) of HMPAP to ct-DNA at different temperatures were calculated from fluorescence spectra. According to the UV-Vis absorption spectra, ethidium bromide displacement studies and ITC experimental results, we can conclude that HMPAP is an intercalator. The molecular modeling results indicated that HMPAP can slide into the G-C rich region of ct-DNA. ITC data showed that ct-DNA/HMPAP binding is enthalpy controlled. Furthermore, the results obtained from molecular modeling corroborated the experimental results obtanied from spectroscopic and ITC investigations.
authors.affiliation: School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, PR China.
authors.forename: Gongke
authors.initials: G
authors.lastname: Wang
authors.forename: Hongwei
authors.initials: H
authors.lastname: Wu
authors.forename: Dongchao
authors.initials: D
authors.lastname: Wang
authors.forename: Changling
authors.initials: C
authors.lastname: Yan
authors.forename: Yan
authors.initials: Y
authors.lastname: Lu
mesh_terms: D000577:Amides / Q000378:metabolism*; D000818:Animals; D002151:Calorimetry / Q000379:methods*; D002417:Cattle; D004247:DNA / Q000378:metabolism*; D004996:Ethidium / Q000378:metabolism; D008958:Models, Molecular; D010756:Phosphoric Acids / Q000378:metabolism*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000577:Amides; D010756:Phosphoric Acids; D004247:DNA; C427203:calf thymus DNA; C011067:phosphoramidic acid; D004996:Ethidium