Production and Identification of a Novel Compound, 7,10-dihydroxy-8(E)-hexadecenoic Acid from Palmitoleic Acid by Pseudomonas aeruginosa PR3

Authors: BAE, JAE-HAN - KYUNGPOOK NATL UNIV KOREA; KIM, DEUK-SOO - KYUNGPOOK NATL UNIV KOREA; SUH, MIN-JUNG - KYUNGPOOK NATL UNIV KOREA; OH, SEI-RYANG - NTRL MED RES CNTR KOREA; LEE, IN-JUNG - DAEGU UNIV KOREA; KANG, SUN-CHUL - DAEGU UNIV KOREA; Hou, Ching; KIM, HAK-RYUL - KYUNGPOOK NATL UNIV KOREA

Submitted to: Applied Microbiology and Biotechnology
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 12/24/2006
Publication Date: 1/30/2007
Citation: Bae, J., Kim, D., Suh, M., Oh, S., Lee, I., Kang, S., Hou, C.T., Kim, H. 2007. Production and identification of a novel compound, 7,10-dihydroxy-8(E)-hexadecenoic acid from palmitoleic acid by Pseudomonas aeruginosa PR3. Applied Microbiology and Biotechnology. 75:435-440.

Interpretive Summary: Previously, we discovered a new microbial strain PR3 that produced 7,10-dihydrox-fatty acid from oleic acid. Hydroxy fatty acids are useful as starting materials for the synthesis of specialty chemicals, special military nylon, plastisizers, and coatings materials. Now we found that strain PR3 can also convert palmitoleic acid to a new hydroxy fatty acid, 7,10-dihydroxy-8(E)-hexadecenoic acid (DHD). DHD production peaked at 72h after the substrate was added to the 24-h-culture. This new hydroxyl fatty acid is a value-added product from soybean oil and has potential industrial application.

Technical Abstract: Hydroxy fatty acids are considered as important value-added product for industrial application because of their special properties such as higher viscosity and reactivity. Microbial production of the hydroxy fatty acids from various fatty acid substrates have been actively studied using several microorganisms. The new bacterial isolate Pseudomonas aeruginosa (PR3) had been reported to produce mono-, di-, and tri-hydroxy fatty acids from different unsaturated fatty acids. Of those, 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) and 7,10,12-trihydroxy-8(E)-octadecenoic acid (TOD) were produced from oleic acid and ricinoleic acid, respectively. Based on the postulated common metabolic pathway involved in DOD and TOD formation by PR3, it was assumed that palmitoleic acid containing a singular 9-cis double bond, common structural property sharing with oleic acid and ricinoleic acid, could be utilized by PR3 to produce hydroxy fatty acid. In this study we tried to use palmitoleic acid as substrate for production of hydroxy fatty acid by PR3 and firstly confirmed that PR3 could produce 7,10-dihydroxy-8(E)-hexadecenoic acid (DHD) with 23% yield from palmitoleic acid. DHD production was peaked at 72h after the substrate was added to the 24-h-culture.