Literature DB >> 25103468

Characterization of enzymatically prepared sugar medium-chain fatty acid monoesters.

Xi Zhang1, Wei Wei, Xi Cao, Fengqin Feng.   

Abstract

BACKGROUND: Sugar medium-chain fatty acid esters are a new type of biodegradable, non-toxic, non-irritant and non-ionic surfactant with proven antimicrobial activity. Various sugar medium-chain fatty monoesters were prepared enzymatically using Lipozyme TLIM in organic solvent. Properties such as surface tension, antimicrobial activity, and ability to foam, emulsify and stabilize emulsions at room temperature were evaluated to conduct systematic studies on the structure-function relationships of these compounds.
RESULTS: Results showed that all monoesters displayed good surface activity properties. In particular, sucrose monolaurate was the most excellent surfactant among 12 monoesters. Sugar monoesters containing C8 to C12 alkyl chains showed a broad spectrum of increasing antimicrobial activity. All tested monoesters were more effective against Staphylococcus aureus (Gram-positive bacterium) than Escherichia coli O157:H7 (Gram-negative bacterium). Methyl α-d-glycoside monoesters were the most effective, whereas raffinose monoesters possessed poor antimicrobial activity.
CONCLUSIONS: Generally, the length of fatty acid chain (hydrophobic group) and sugar groups (hydrophilic group) for sugar medium-chain fatty acid monoesters both affected the surface properties and antimicrobial activities.
© 2014 Society of Chemical Industry.

Entities:  

Keywords:  antimicrobial activity; medium-chain fatty acid; sugar ester; surface-active property

Mesh:

Substances:

Year:  2014        PMID: 25103468     DOI: 10.1002/jsfa.6863

Source DB:  PubMed          Journal:  J Sci Food Agric        ISSN: 0022-5142            Impact factor:   3.638


  7 in total

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3.  Synthesis, Structure⁻Activity Relationships and In Vitro Toxicity Profile of Lactose-Based Fatty Acid Monoesters as Possible Drug Permeability Enhancers.

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Journal:  Pharmaceutics       Date:  2018-07-03       Impact factor: 6.321

Review 4.  Atypical Reaction Media and Organized Systems for the Synthesis of Low-Substitution Sugar Esters.

Authors:  Sidrine Kerthy Koumba Ibinga; Jean-François Fabre; Raphaël Bikanga; Zéphirin Mouloungui
Journal:  Front Chem       Date:  2019-09-23       Impact factor: 5.221

5.  Interfacial and Foaming Properties of Tailor-Made Glycolipids-Influence of the Hydrophilic Head Group and Functional Groups in the Hydrophobic Tail.

Authors:  Rebecca Hollenbach; Annika Ricarda Völp; Ludwig Höfert; Jens Rudat; Katrin Ochsenreither; Norbert Willenbacher; Christoph Syldatk
Journal:  Molecules       Date:  2020-08-20       Impact factor: 4.411

6.  Lipase-catalyzed acylation of levoglucosan in continuous flow: antibacterial and biosurfactant studies.

Authors:  Marcelo A do Nascimento; Juan P C Vargas; José G A Rodrigues; Raquel A C Leão; Patricia H B de Moura; Ivana C R Leal; Jonathan Bassut; Rodrigo O M A de Souza; Robert Wojcieszak; Ivaldo Itabaiana
Journal:  RSC Adv       Date:  2022-01-21       Impact factor: 3.361

7.  Growth inhibitory properties of lactose fatty acid esters.

Authors:  Seung-Min Lee; Guneev Sandhu; Marie K Walsh
Journal:  Saudi J Biol Sci       Date:  2015-10-23       Impact factor: 4.219

  7 in total

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