Comparative study of surface-active properties and antimicrobial activities of disaccharide monoesters
The objective of this research was to determine the effect of sugar or fatty acid in sugar ester compounds on the surface-active properties and antimicrobial activities of these compounds. Disaccharides of medium-chain fatty acid monoesters were synthesized through transesterifications by immobilize...
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description | The objective of this research was to determine the effect of sugar or fatty acid in sugar ester compounds on the surface-active properties and antimicrobial activities of these compounds. Disaccharides of medium-chain fatty acid monoesters were synthesized through transesterifications by immobilized lipase (Lipozyme TLIM) to yield nine monoesters for subsequent study. Their antimicrobial activities were investigated using three pathogenic microorganisms: Staphylococcus aureus, Escherichia coli O157:H7 and Candida albicans. Their surface-active properties including air-water surface tension, critical micelle concentration, and foaming and emulsion power and stability were also studied. The results showed that all of the tested monoesters were more effective against Staphylococcus aureus (Gram-positive bacterium) than against Escherichia coli O157:H7 (Gram-negative bacterium). The results demonstrated that the carbon chain length was the most important factor influencing the surface properties, whereas degree of esterification and hydrophilic groups showed little effect. |
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Disaccharides of medium-chain fatty acid monoesters were synthesized through transesterifications by immobilized lipase (Lipozyme TLIM) to yield nine monoesters for subsequent study. Their antimicrobial activities were investigated using three pathogenic microorganisms: Staphylococcus aureus, Escherichia coli O157:H7 and Candida albicans. Their surface-active properties including air-water surface tension, critical micelle concentration, and foaming and emulsion power and stability were also studied. The results showed that all of the tested monoesters were more effective against Staphylococcus aureus (Gram-positive bacterium) than against Escherichia coli O157:H7 (Gram-negative bacterium). The results demonstrated that the carbon chain length was the most important factor influencing the surface properties, whereas degree of esterification and hydrophilic groups showed little effect.</description><identifier>ISSN: 1932-6203</identifier><identifier>EISSN: 1932-6203</identifier><identifier>DOI: 10.1371/journal.pone.0114845</identifier><identifier>PMID: 25531369</identifier><language>eng</language><publisher>United States: Public Library of Science</publisher><subject>Air ; Alcohol ; Anti-Infective Agents - chemistry ; Anti-Infective Agents - pharmacology ; Antiinfectives and antibacterials ; Antimicrobial agents ; Biology and Life Sciences ; Candida albicans - drug effects ; Carbohydrates ; Chains ; Chemical industry ; Chromatography ; Comparative studies ; Disaccharides ; Disaccharides - chemistry ; Disaccharides - pharmacology ; Drug Stability ; E coli ; Engineering ; Enzymes, Immobilized - chemistry ; Enzymes, Immobilized - metabolism ; Escherichia coli ; Escherichia coli O157 - drug effects ; Esterification ; Esters ; Fatty acids ; Foaming ; Food additives ; Food science ; Laboratories ; Lactose ; Lipase ; Lipase - chemistry ; Lipase - metabolism ; Medicine and Health Sciences ; Micelles ; Microbial Sensitivity Tests ; Microorganisms ; Physical Sciences ; Properties (attributes) ; Research and Analysis Methods ; Staphylococcus aureus ; Staphylococcus aureus - drug effects ; Sucrose ; Sugar ; Surface properties ; Surface Tension ; Surfactants ; Thermodynamics ; Vacuum distillation ; Water - chemistry</subject><ispartof>PloS one, 2014-12, Vol.9 (12), p.e114845-e114845</ispartof><rights>COPYRIGHT 2014 Public Library of Science</rights><rights>2014 Zhang et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License: http://creativecommons.org/licenses/by/4.0/ (the “License”), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2014 Zhang et al 2014 Zhang et al</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c692t-be5a26b7153825febc9c345cdbb101e4a5c8468728a2fd68d29d66253af18f893</citedby><cites>FETCH-LOGICAL-c692t-be5a26b7153825febc9c345cdbb101e4a5c8468728a2fd68d29d66253af18f893</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273987/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273987/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,724,777,781,861,882,2096,2915,23847,27905,27906,53772,53774,79349,79350</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25531369$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><contributor>Chen, Chien-Sheng</contributor><creatorcontrib>Zhang, Xi</creatorcontrib><creatorcontrib>Song, Fei</creatorcontrib><creatorcontrib>Taxipalati, Maierhaba</creatorcontrib><creatorcontrib>Wei, Wei</creatorcontrib><creatorcontrib>Feng, Fengqin</creatorcontrib><title>Comparative study of surface-active properties and antimicrobial activities of disaccharide monoesters</title><title>PloS one</title><addtitle>PLoS One</addtitle><description>The objective of this research was to determine the effect of sugar or fatty acid in sugar ester compounds on the surface-active properties and antimicrobial activities of these compounds. Disaccharides of medium-chain fatty acid monoesters were synthesized through transesterifications by immobilized lipase (Lipozyme TLIM) to yield nine monoesters for subsequent study. Their antimicrobial activities were investigated using three pathogenic microorganisms: Staphylococcus aureus, Escherichia coli O157:H7 and Candida albicans. Their surface-active properties including air-water surface tension, critical micelle concentration, and foaming and emulsion power and stability were also studied. The results showed that all of the tested monoesters were more effective against Staphylococcus aureus (Gram-positive bacterium) than against Escherichia coli O157:H7 (Gram-negative bacterium). The results demonstrated that the carbon chain length was the most important factor influencing the surface properties, whereas degree of esterification and hydrophilic groups showed little effect.</description><subject>Air</subject><subject>Alcohol</subject><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Antiinfectives and antibacterials</subject><subject>Antimicrobial agents</subject><subject>Biology and Life Sciences</subject><subject>Candida albicans - drug effects</subject><subject>Carbohydrates</subject><subject>Chains</subject><subject>Chemical industry</subject><subject>Chromatography</subject><subject>Comparative studies</subject><subject>Disaccharides</subject><subject>Disaccharides - chemistry</subject><subject>Disaccharides - pharmacology</subject><subject>Drug Stability</subject><subject>E coli</subject><subject>Engineering</subject><subject>Enzymes, Immobilized - chemistry</subject><subject>Enzymes, Immobilized - metabolism</subject><subject>Escherichia coli</subject><subject>Escherichia coli O157 - drug effects</subject><subject>Esterification</subject><subject>Esters</subject><subject>Fatty acids</subject><subject>Foaming</subject><subject>Food additives</subject><subject>Food science</subject><subject>Laboratories</subject><subject>Lactose</subject><subject>Lipase</subject><subject>Lipase - chemistry</subject><subject>Lipase - metabolism</subject><subject>Medicine and Health Sciences</subject><subject>Micelles</subject><subject>Microbial Sensitivity Tests</subject><subject>Microorganisms</subject><subject>Physical Sciences</subject><subject>Properties (attributes)</subject><subject>Research and Analysis Methods</subject><subject>Staphylococcus aureus</subject><subject>Staphylococcus aureus - drug effects</subject><subject>Sucrose</subject><subject>Sugar</subject><subject>Surface properties</subject><subject>Surface Tension</subject><subject>Surfactants</subject><subject>Thermodynamics</subject><subject>Vacuum distillation</subject><subject>Water - 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chemistry</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Antiinfectives and antibacterials</topic><topic>Antimicrobial agents</topic><topic>Biology and Life Sciences</topic><topic>Candida albicans - drug effects</topic><topic>Carbohydrates</topic><topic>Chains</topic><topic>Chemical industry</topic><topic>Chromatography</topic><topic>Comparative studies</topic><topic>Disaccharides</topic><topic>Disaccharides - chemistry</topic><topic>Disaccharides - pharmacology</topic><topic>Drug Stability</topic><topic>E coli</topic><topic>Engineering</topic><topic>Enzymes, Immobilized - chemistry</topic><topic>Enzymes, Immobilized - metabolism</topic><topic>Escherichia coli</topic><topic>Escherichia coli O157 - drug effects</topic><topic>Esterification</topic><topic>Esters</topic><topic>Fatty acids</topic><topic>Foaming</topic><topic>Food additives</topic><topic>Food science</topic><topic>Laboratories</topic><topic>Lactose</topic><topic>Lipase</topic><topic>Lipase - chemistry</topic><topic>Lipase - metabolism</topic><topic>Medicine and Health Sciences</topic><topic>Micelles</topic><topic>Microbial Sensitivity Tests</topic><topic>Microorganisms</topic><topic>Physical Sciences</topic><topic>Properties (attributes)</topic><topic>Research and Analysis Methods</topic><topic>Staphylococcus aureus</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Sucrose</topic><topic>Sugar</topic><topic>Surface properties</topic><topic>Surface Tension</topic><topic>Surfactants</topic><topic>Thermodynamics</topic><topic>Vacuum distillation</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Xi</creatorcontrib><creatorcontrib>Song, Fei</creatorcontrib><creatorcontrib>Taxipalati, Maierhaba</creatorcontrib><creatorcontrib>Wei, Wei</creatorcontrib><creatorcontrib>Feng, Fengqin</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Gale In Context: Opposing Viewpoints</collection><collection>Gale In Context: Science</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Nursing & Allied Health Database</collection><collection>Ecology Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Immunology Abstracts</collection><collection>Meteorological & Geoastrophysical Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Agricultural Science Collection</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest Public Health Database</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>Advanced Technologies & Aerospace Collection</collection><collection>Agricultural & Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Materials Science Database</collection><collection>Nursing & Allied Health Database (Alumni Edition)</collection><collection>Meteorological & Geoastrophysical Abstracts - 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Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>PloS one</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Xi</au><au>Song, Fei</au><au>Taxipalati, Maierhaba</au><au>Wei, Wei</au><au>Feng, Fengqin</au><au>Chen, Chien-Sheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Comparative study of surface-active properties and antimicrobial activities of disaccharide monoesters</atitle><jtitle>PloS one</jtitle><addtitle>PLoS One</addtitle><date>2014-12-22</date><risdate>2014</risdate><volume>9</volume><issue>12</issue><spage>e114845</spage><epage>e114845</epage><pages>e114845-e114845</pages><issn>1932-6203</issn><eissn>1932-6203</eissn><abstract>The objective of this research was to determine the effect of sugar or fatty acid in sugar ester compounds on the surface-active properties and antimicrobial activities of these compounds. Disaccharides of medium-chain fatty acid monoesters were synthesized through transesterifications by immobilized lipase (Lipozyme TLIM) to yield nine monoesters for subsequent study. Their antimicrobial activities were investigated using three pathogenic microorganisms: Staphylococcus aureus, Escherichia coli O157:H7 and Candida albicans. Their surface-active properties including air-water surface tension, critical micelle concentration, and foaming and emulsion power and stability were also studied. The results showed that all of the tested monoesters were more effective against Staphylococcus aureus (Gram-positive bacterium) than against Escherichia coli O157:H7 (Gram-negative bacterium). The results demonstrated that the carbon chain length was the most important factor influencing the surface properties, whereas degree of esterification and hydrophilic groups showed little effect.</abstract><cop>United States</cop><pub>Public Library of Science</pub><pmid>25531369</pmid><doi>10.1371/journal.pone.0114845</doi><oa>free_for_read</oa></addata></record> |
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subjects | Air Alcohol Anti-Infective Agents - chemistry Anti-Infective Agents - pharmacology Antiinfectives and antibacterials Antimicrobial agents Biology and Life Sciences Candida albicans - drug effects Carbohydrates Chains Chemical industry Chromatography Comparative studies Disaccharides Disaccharides - chemistry Disaccharides - pharmacology Drug Stability E coli Engineering Enzymes, Immobilized - chemistry Enzymes, Immobilized - metabolism Escherichia coli Escherichia coli O157 - drug effects Esterification Esters Fatty acids Foaming Food additives Food science Laboratories Lactose Lipase Lipase - chemistry Lipase - metabolism Medicine and Health Sciences Micelles Microbial Sensitivity Tests Microorganisms Physical Sciences Properties (attributes) Research and Analysis Methods Staphylococcus aureus Staphylococcus aureus - drug effects Sucrose Sugar Surface properties Surface Tension Surfactants Thermodynamics Vacuum distillation Water - chemistry |
title | Comparative study of surface-active properties and antimicrobial activities of disaccharide monoesters |
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