title: Efficient synthesis of glyceroyl beta-lactoside and its derivatives through a condensation reaction by cellulase.
abstract: Condensation reaction between lactose and glycerol was effectively catalyzed by utilizing a commercially available cellulase preparation from Trichoderma reesei. The enzyme induced the formation of 1-O-beta-lactosyl-(R,S)-glycerol (1) and 2-O-beta-lactosyl glycerol (2) in a molar ratio of 7:3 and in a 20% yield based on lactose added. The enzyme also induced the condensation of lactose with 1,3-propanediol to produce O-beta-lactosyl propanediol (3) in a yield of 15%. When various alkanols (N: 2-8) and allyl alcohol were used in the condensation reaction, the corresponding alkyl and allyl beta-lactoside were obtained in the yields of 0.9-3.8% of the desired compounds.
authors.affiliation: Science of Biological Resource, The United Graduate School of Agricultural Science, Gifu University, Yanagido 1-1, Japan.
authors.forename: Nozomu
authors.initials: N
authors.lastname: Yasutake
authors.forename: Kazuhide
authors.initials: K
authors.lastname: Totani
authors.forename: Yoichiro
authors.initials: Y
authors.lastname: Harada
authors.forename: Shinobu
authors.initials: S
authors.lastname: Haraguchi
authors.forename: Takeomi
authors.initials: T
authors.lastname: Murata
authors.forename: Taichi
authors.initials: T
authors.lastname: Usui
mesh_terms: D002480:Cellulase / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D005990:Glycerol / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D007785:Lactose / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011409:Propylene Glycols / Q000737:chemistry; D011786:Quality Control; D014242:Trichoderma
chemical_list: D006027:Glycosides; D011409:Propylene Glycols; C008245:lactosides; C029976:4-aminophenyl beta-lactoside; C041787:1,3-propanediol; D002480:Cellulase; D007785:Lactose; D005990:Glycerol