title: Enzymatic synthesis of trehalose esters having lipophilicity.
abstract: To improve trehalose lipophilicity, trehalose was regioselectively esterified with vinyl fatty acid esters in dimethyl formamide by protease from Bacillus subtilis to give 6-O-lauroyltrehalose, 6-O-myristoyltrehalose, 6-O-palmitoyltrehalose, 6-O-stearoyltrehalose, 6-O-oleoyltrehalose and 6-O-linoleoyltrehalose. The influence of structural variation by changing fatty acid substitute was examined by measurement of the surface tension and biodegradability.
authors.affiliation: New Energy and Industrial Technology Development Organization (NEDO), Tsukuba Central 6, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8566, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Raku
authors.forename: M
authors.initials: M
authors.lastname: Kitagawa
authors.forename: H
authors.initials: H
authors.lastname: Shimakawa
authors.forename: Y
authors.initials: Y
authors.lastname: Tokiwa
mesh_terms: D001412:Bacillus subtilis / Q000737:chemistry / Q000201:enzymology; D001673:Biodegradation, Environmental; D004126:Dimethylformamide / Q000737:chemistry; D010450:Endopeptidases / Q000096:biosynthesis / Q000737:chemistry*; D004952:Esters; D005227:Fatty Acids / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry; D012988:Soil Microbiology; D013329:Structure-Activity Relationship; D013500:Surface Tension; D014199:Trehalose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D014753:Vinyl Compounds / Q000737:chemistry
chemical_list: D004952:Esters; D005227:Fatty Acids; D008055:Lipids; D014753:Vinyl Compounds; D004126:Dimethylformamide; D014199:Trehalose; D010450:Endopeptidases