title: Bovine serum albumin with glycated carboxyl groups shows membrane-perturbing activities.
abstract: The aim of the present study aimed to investigate whether glycated bovine serum albumin (BSA) showed novel activities on the lipid-water interface. Mannosylated BSA (Man-BSA) was prepared by modification of the carboxyl groups with p-aminophenyl α-d-mannopyranoside. In contrast to BSA, Man-BSA notably induced membrane permeability of egg yolk phosphatidylcholine (EYPC)/egg yolk sphingomyelin (EYSM)/cholesterol (Chol) and EYPC/EYSM vesicles. Noticeably, Man-BSA induced the fusion of EYPC/EYSM/Chol vesicles, but not of EYPC/EYSM vesicles. Although BSA and Man-BSA showed similar binding affinity for lipid vesicles, the lipid-bound conformation of Man-BSA was distinct from that of BSA. Moreover, Man-BSA adopted distinct structure upon binding with the EYPC/EYSM/Chol and EYPC/EYSM vesicles. Man-BSA could induce the fusion of EYPC/EYSM/Chol vesicles with K562 and MCF-7 cells, while Man-BSA greatly induced the leakage of Chol-depleted K562 and MCF-7 cells. The modified BSA prepared by conjugating carboxyl groups with p-aminophenyl α-d-glucopyranoside also showed membrane-perturbing activities. Collectively, our data indicate that conjugation of carboxyl groups with monosaccharide generates functional BSA with membrane-perturbing activities on the lipid-water interface.
authors.affiliation: Institute of Biomedical Sciences, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
authors.forename: Shin-Yi
authors.initials: SY
authors.lastname: Yang
authors.affiliation: Institute of Biomedical Sciences, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
authors.forename: Ying-Jung
authors.initials: YJ
authors.lastname: Chen
authors.affiliation: Institute of Biomedical Sciences, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
authors.forename: Pei-Hsiu
authors.initials: PH
authors.lastname: Kao
authors.affiliation: Institute of Biomedical Sciences, National Sun Yat-Sen University, Kaohsiung 804, Taiwan; Department of Biotechnology, Kaohsiung Medical University, Kaohsiung 807, Taiwan. Electronic address: lschang@mail.nsysu.edu.tw.
authors.forename: Long-Sen
authors.initials: LS
authors.lastname: Chang
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D000818:Animals; D002417:Cattle; D002462:Cell Membrane / Q000737:chemistry*; D002463:Cell Membrane Permeability; D006801:Humans; D020014:K562 Cells; D008362:Mannosides / Q000737:chemistry*; D008563:Membrane Lipids / Q000737:chemistry*; D008567:Membranes, Artificial; D012710:Serum Albumin, Bovine / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D008362:Mannosides; D008563:Membrane Lipids; D008567:Membranes, Artificial; D012710:Serum Albumin, Bovine; C034056:4-aminophenylmannoside
keywords: Bovine serum albumin; Carboxyl group; Fusogenicity; Glycation; Membrane-damaging activity