caa a22 4500 465796311 CHVBK 20180323112038.0 cr unu---uuuuu 170327e19901201xx s 000 0 eng 10.1007/BF02541865 doi (NATIONALLICENCE)springer-10.1007/BF02541865 Surface activities, biodegradability and antimicrobial properties of n-alkyl glucosides, mannosides and galactosides [Elektronische Daten] [Shuichi Matsumura, Kazuyasu Imai, Sadao Yoshikawa, Kazuo Kawada, Tsuyoshi Uchibor] n-Alkyl α-and β-glucopyranosides, α-D-mannopyranosides and β-D-galactopyranosides with alkyl chains having from 8 to 12 carbon atoms were synthesized and their surface properties-such as static surface tension (γ), critical micelle concentration (CMC), occupation area of molecule, dynamic surface tension and foaming properties, biodegradability and antimicrobial activities—were evaluated. Alkyl glycosides containing C8 to C12 carbon chains showed surface activities and critical micelle concentrations. D-Glucoside, D-mannoside and D-galactoside having the same alkyl chain showed similar surface tension lowering at CMC (γCMC) and occupation area of the molecule at the surface. Among the alkyl glucosides, α-anomers were less hydrophilic than β-anomers. All alkyl glycosides tested in this study were readily biodegraded by activated sludge of a municipal sewage plant compared to those of ethoxylated nonionic alcohols. The difference of the hydrophilic glycopyranoside group in biodegradability was not seen clearly. n-Alkyl glycosides containing C8 to C12 alkyl chains showed a broad spectrum of increasing antimicrobial activity. n-Dodecyl α-D-mannopyranoside was the most effective, the order of antimicrobial activity being mannopyranoside > glucopyranoside > galactopyranoside group. Members of this class of compounds exhibit the physicochemical and biological properties needed both for a wide range of applications and for environmental acceptance. American Oil Chemists' Society (AOCS), 1990 Alkyl galactoside nationallicence alkyl glucoside nationallicence alkyl glycoside nationallicence alkyl mannoside nationallicence antimicrobial activity nationallicence biodegradation nationallicence surface activity nationallicence Matsumura Shuichi Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut Imai Kazuyasu Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut Yoshikawa Sadao Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut Kawada Kazuo School of Hygienic Science, Kitasato University, 1-15-1, Kitasato, 228, Sagamihara-shi, Japan aut Uchibor Tsuyoshi School of Hygienic Science, Kitasato University, 1-15-1, Kitasato, 228, Sagamihara-shi, Japan aut Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 996-1001 0003-021X 67:12<996 1990 67 11746 https://doi.org/10.1007/BF02541865 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02541865 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Matsumura Shuichi Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut NATIONALLICENCE 700 1- Imai Kazuyasu Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut NATIONALLICENCE 700 1- Yoshikawa Sadao Faculty of Science and Technology, Keio University, 3-14-1, Hiyoshi, Kohoku-ku, 223, Yokohama-shi, Japan aut NATIONALLICENCE 700 1- Kawada Kazuo School of Hygienic Science, Kitasato University, 1-15-1, Kitasato, 228, Sagamihara-shi, Japan aut NATIONALLICENCE 700 1- Uchibor Tsuyoshi School of Hygienic Science, Kitasato University, 1-15-1, Kitasato, 228, Sagamihara-shi, Japan aut NATIONALLICENCE 773 0- Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 996-1001 0003-021X 67:12<996 1990 67 11746 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer