title: Influence of hydroxylation and glycosylation in ring A of soybean isoflavones on interaction with BSA.
abstract: In this paper, the influence of hydroxylation and glycosylation of soybean isoflavones in ring A on the interaction with BSA was investigated. Two soybean isoflavone aglycones (daidzein and genistein) and their glycosides (daidzin and genistin) were used to study their ability to bind BSA by quenching the BSA intrinsic fluorescence in solution. The hydroxylation and glycosylation of soybean isoflavones in ring A significantly affected the binding/quenching process; in general, the hydroxylation increases the binding affinity and the glycosylation decreased the binding affinity. For daidzein and daidzin, the binding constants for BSA were 5.2 x 10(4) and 5.58 x 10(3) L mol(-1), respectively. For genistein and genistin, the binding constants were 8.40 x 10(5) and 1.44 x 10(5) L mol(-1), respectively.
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China. jyzhaocsu@yahoo.com.cn
authors.forename: Jinyao
authors.initials: J
authors.lastname: Zhao
authors.forename: Fenglian
authors.initials: F
authors.lastname: Ren
mesh_terms: D000818:Animals; D001665:Binding Sites; D002021:Buffers; D002417:Cattle; D055598:Chemical Phenomena; D006031:Glycosylation; D006863:Hydrogen-Ion Concentration; D006900:Hydroxylation; D007529:Isoflavones / Q000737:chemistry* / Q000378:metabolism*; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure; D009994:Osmolar Concentration; D012710:Serum Albumin, Bovine / Q000737:chemistry / Q000378:metabolism*; D012996:Solutions; D013025:Glycine max / Q000378:metabolism*; D013050:Spectrometry, Fluorescence; D013329:Structure-Activity Relationship; D014325:Tromethamine / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D002021:Buffers; D007529:Isoflavones; D012996:Solutions; D014325:Tromethamine; D014867:Water; D012710:Serum Albumin, Bovine; D000432:Methanol