Journal article
Synthesis and Evaluation of Antimicrobial Biobased Waxes as Coating Materials
ACS applied bio materials, Vol.6(6), pp.2248-2256
05/19/2023
DOI: 10.1021/acsabm.3c00104
PMID: 37205783
Abstract
The objective of this study was to synthesize and evaluatetheefficacy of antimicrobial waxes to be used as both physical and biologicalprotection to perishable fruits and vegetables. The existing wax materialsused in postharvest coating applications do not provide this antimicrobialfunctionality. One class of such waxes was obtained by covalentlylinking quaternary ammonium compounds (QACs) featuring alkyl, benzyl,and stearyl ester hydrophobic side groups to the terminal positionof a bromo stearyl ester. A second class was obtained by linking theseQACs to the pendant hydroxyl group of an aliphatic diamide made of12-hydroxystearic acid, stearic acid, and ethylene diamine. In total,six distinct structures having three different QAC groups were synthesized.Compounds containing QACs with C-8 alkyl groups exhibitedpotent inhibition toward the growth of both bacteria and fungi. Notably,the complete inhibition of Penicillium italicum and Geotrichum candidum, two fungidetrimental to the postharvest quality of fruits, as well as the completedestruction of viable cells for Gram-positive and Gram-negative bacteriawas observed when these organisms were incubated in contact with QACwaxes or dispersed in an aqueous system at a concentration of 1.0mM. Comparatively, benzalkonium chloride with an alkyl chain lengthof 10 carbon can completely inhibit Staphylococcusaureus at a concentration of 1.44 mM. The propertiesof the attached hydrophobic groups appeared to exert a strong influenceon antimicrobial activity presumably due to differences in molecularorientation, size, and differences among microbial cellular structures.
Details
- Title: Subtitle
- Synthesis and Evaluation of Antimicrobial Biobased Waxes as Coating Materials
- Creators
- Caleb Metzcar - University of Tennessee at KnoxvilleFrancisco Leyva Gutierrez - University of Tennessee at KnoxvilleBonnie H. Ownley - University of Tennessee at KnoxvilleJeremiah Gene Johnson - University of Tennessee at KnoxvilleMary Wakim - University of Tennessee at KnoxvilleXiaofei Philip Ye - University of Tennessee at KnoxvilleTong Wang - University of Tennessee at Knoxville
- Resource Type
- Journal article
- Publication Details
- ACS applied bio materials, Vol.6(6), pp.2248-2256
- Publisher
- Amer Chemical Soc
- DOI
- 10.1021/acsabm.3c00104
- PMID
- 37205783
- ISSN
- 2576-6422
- eISSN
- 2576-6422
- Number of pages
- 9
- Language
- English
- Date published
- 05/19/2023
- Academic Unit
- Microbiology and Immunology
- Record Identifier
- 9984696584502771
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