Efficient synthesis of octyl-β-d-galactopyranoside by Bacillus spore-displayed β-galactosidase using an amphiphilic 1,2-dimethoxyethane co-solvent

Hughes, 1970, Physical and functional properties of some higher alkyl polyglucosides, J Am Oil Chem Soc, 47, 162, 10.1007/BF02638743

von Rybinski, 1998, Alkyl polyglycosides—properties and applications of a new class of surfactants, Angew Chem Int Ed, 37, 1328, 10.1002/(SICI)1521-3773(19980605)37:10<1328::AID-ANIE1328>3.0.CO;2-9

Wegner, 2001, Surfactant systems for microemulsions and their importance for applications, Tenside Surfact Deterg, 38

Rosevear, 1980, Alkyl glycoside detergents: a simpler synthesis and their effects on kinetic and physical properties of cytochrome c oxidase, Biochemistry, 19, 4108, 10.1021/bi00558a032

Balzer, 1991, Alkylpolyglucosides, their physicochemical properties and their uses, Tenside Surfact Deterg, 28, 419, 10.1515/tsd-1991-280610

Panintrarux, 1995, Equilibrium yield of n-alkyl β-d-glucoside through condensation of glucose and n-alcohol by β-glucosidase in a biphasic system, Enzyme Microb Technol, 17, 32, 10.1016/0141-0229(94)00082-3

Mori, 1997, Transglycosylation in a two-phase aqueous-organic system with catalysis by a lipid-coated β-d-galactosidase, Carbohydr Res, 298, 65, 10.1016/S0008-6215(96)00298-4

Kuptsova, 2001, Synthesis of alkyl glycosides by β-glucosidases in a system of reverse micelles, Russ J Bioorganic Chem, 27, 380, 10.1023/A:1012936702457

Das-Bradoo, 2004, Synthesis of alkylgalactosides using whole cells of Bacillus pseudofirmus species as catalysts, J Biotechnol, 110, 273, 10.1016/j.jbiotec.2004.03.004

Kwon, 2007, Transgalactosylation in a water–solvent biphasic reaction system with β-galactosidase displayed on the surfaces of Bacillus subtilis spores, Appl Environ Microbiol, 73, 2251, 10.1128/AEM.01489-06

Stevenson, 1993, Optimization of alkyl-β-d-galactopyranoside synthesis from lactose using commercially available β-galactosidases, Biotechnol Bioeng, 42, 657, 10.1002/bit.260420514

Park, 2000, Enzymatic synthesis of alkylglucosides by amphiphilic phase enzyme reaction, Biotechnol Lett, 22, 951, 10.1023/A:1005620707624

Yoon, 2005, A comparison of the activities of three β-galactosidases in aqueous-organic solvent mixtures, Enzyme Microb Technol, 36, 439, 10.1016/j.enzmictec.2004.09.014

Yim, 2009, Functional expression in Bacillus subtilis of mammalian NADPH-cytochrome P450 oxidoreductase and its spore-display, Protein Expr Purif, 63, 5, 10.1016/j.pep.2008.07.004

Sambrook, 1989

Cutting, 1990, Genetic analysis

Nicholson, 1990, Sporulation, germination and outgrowth, 391

Han, 1998, Separation and detection of sugars and alditols on thin layer chromatograms, Carbohydr Res, 313, 135, 10.1016/S0008-6215(98)00250-X

Lee, 2004, Simple and quantitative analysis method for total carbohydrate concentration in oligosaccharides by using TLC, Korean J Biotechnol Bioeng, 19, 269

Zhao, 2008, Cloning and characterization of a novel α-galactosidase from Bifidobacterium breve 203 capable of synthesizing Gal-α-1,4 linkage, FEMS Microbiol Lett, 285, 278, 10.1111/j.1574-6968.2008.01246.x

Doyle, 1984, Hydrophobic characteristics of Bacillus spores, Curr Microbiol, 10, 329, 10.1007/BF01626560

Wiencek, 1990, Hydrophobicity of Bacillus and Clostridium spores, Appl Environ Microbiol, 56, 2600, 10.1128/AEM.56.9.2600-2605.1990

Ljunger, 1994, Enzymatic synthesis of octyl-β-glucoside in octanol at controlled water activity, Enzyme Microb Technol, 16, 751, 10.1016/0141-0229(94)90031-0

Vic, 1997, Solvent effect on enzyme-catalyzed synthesis of β-d-glucosides using the reverse hydrolysis method: application to the preparative-scale synthesis of 2-hydroxybenzyl and octyl β-d-glucopyranosides, Enzyme Microb Technol, 20, 597, 10.1016/S0141-0229(96)00201-3

Andersson, 2001, A kinetic study of almond β-glucosidase catalysed synthesis of hexyl-glycosides in low aqueous media. Influence of glycosyl donor and water activity, J Mol Catal B: Enzym, 14, 69, 10.1016/S1381-1177(00)00238-1

Marana, 2001, Amino acid residues involved in substrate binding and catalysis in an insect digestive β-glycosidase, Biochim Biophys Acta, 1545, 41, 10.1016/S0167-4838(00)00260-0

Parry, 2001, Biochemical characterization and mechanism of action of a thermostable β-glucosidase purified from Thermoascus aurantiacus, Biochem J, 353, 117, 10.1042/0264-6021:3530117

Turan, 2005, Purification and characterization of an intracellular β-glucosidase from the methylotrophic yeast Pichia pastoris, Biochemistry (Mosc), 70, 1363, 10.1007/s10541-005-0270-5

Gopalan, 1989, Kinetic analysis of the interaction of alkyl glycosides with two human β-glucosidases, Biochem J, 262, 541, 10.1042/bj2620541

Makowski, 2009, Antarctic, cold-adapted β-galactosidase of Pseudoalteromonas sp. 22b as an effective tool for alkyl galactopyranosides synthesis, Enzyme Microb Technol, 44, 59, 10.1016/j.enzmictec.2008.09.010

Kim, 2009, Enzymatic synthesis of alkyl glucosides using Leuconostoc mesenteroides dextransucrase, Biotechnol Lett, 31, 1433, 10.1007/s10529-009-0015-4

De Barros, 2010, Miniemulsion as efficient system for enzymatic synthesis of acid alkyl esters, Biotechnol Bioeng, 106, 507, 10.1002/bit.22726

Ito, 2007, Production of alkyl glucoside from cellooligosaccharides using yeast strains displaying Aspergillus aculeatus β-glucosidase, J Mol Catal B: Enzym, 49, 92, 10.1016/j.molcatb.2007.08.008

Kino, 2008, A new method of synthesis of alkyl β-glycosides using sucrose as sugar donor, Biosci Biotechnol Biochem, 72, 2415, 10.1271/bbb.80097

Gräber, 2010, A novel direct screening method for alkyl glucoside production by glucosidases expressed in E. coli in 96-well plates, J Biotechnol, 145, 186, 10.1016/j.jbiotec.2009.11.005