Monoacylglycerol of 7,10-Dihydroxy-8(E)-octadecenoic Acid Enhances Antibacterial Activities against Food-Borne Bacteria

Kai Yu Chen, In-Hwan Kim, Ching T. Hou, Yomi Watanabe, Hak Ryul Kim

Research output: Contribution to journalArticle

Abstract

Conversion of free fatty acids into monoacylglycerol gives rise to new structural properties, particularly amphipathic property. Therefore, monoacylglycerols are widely used in pharmaceutical and food industries and are also reported to facilitate better absorption into the human body. A functional fatty acid when transformed into a monoacylglycerol will possibly conserve both the original functionality and amphipathic property. The compound 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) was generated from oleic acid by Pseudomonas aeruginosa PR3 and was known to contain antimicrobial activities against a broad range of food-borne and plant pathogenic bacteria. Here, we attempted to convert DOD into its monoacylglycerol form using lipase for producing an amphipathic antibacterial agent. Consequently, the monoacylglycerol of DOD (DOD-MAG) was successfully produced by coincubating DOD, glycerol, and lipase at 30 °C. The maximum conversion yield reached 70% after 12 h of incubation. Antibacterial activity of DOD-MAG was enhanced by 8 times from the original activity of DOD against food-borne bacteria.

Original languageEnglish
Pages (from-to)8191-8196
Number of pages6
JournalJournal of agricultural and food chemistry
Volume67
Issue number29
DOIs
Publication statusPublished - 2019 Jul 8

Fingerprint

Monoglycerides
monoacylglycerols
Bacteria
Food
acids
bacteria
Lipase
plant pathogenic bacteria
Edible Plants
Food Industry
Drug Industry
Oleic Acid
Human Body
Nonesterified Fatty Acids
Pseudomonas aeruginosa
Glycerol
oleic acid
food industry
free fatty acids
glycerol

Keywords

  • antibacterial activity
  • dihydroxy fatty acid
  • lipase
  • monoacylglycerol

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Cite this

Monoacylglycerol of 7,10-Dihydroxy-8(E)-octadecenoic Acid Enhances Antibacterial Activities against Food-Borne Bacteria. / Chen, Kai Yu; Kim, In-Hwan; Hou, Ching T.; Watanabe, Yomi; Kim, Hak Ryul.

In: Journal of agricultural and food chemistry, Vol. 67, No. 29, 08.07.2019, p. 8191-8196.

Research output: Contribution to journalArticle

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