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 journalArticlepeer-review

10 Citations (Scopus)

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

Bibliographical note

Funding Information:
This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (2018R1D1A3B07040443).

Publisher Copyright:
© 2019 American Chemical Society.

Keywords

  • antibacterial activity
  • dihydroxy fatty acid
  • lipase
  • monoacylglycerol

ASJC Scopus subject areas

  • General Chemistry
  • General Agricultural and Biological Sciences

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