2271-35-4

Usage

Uses

Used in Food Industry:
7,10,13-Hexadecatrienoic acid is used as a dietary supplement for its essential fatty acid content, which is crucial for maintaining good health. It is commonly found in high amounts in flaxseed, chia seeds, and walnuts, as well as in smaller quantities in green leafy vegetables and certain vegetable oils.
Used in Pharmaceutical Industry:
7,10,13-Hexadecatrienoic acid is used as a therapeutic agent for its anti-inflammatory properties, which can help reduce the risk of heart disease, stroke, and certain types of cancer. It is also a key building block for the synthesis of longer-chain omega-3 fatty acids, such as eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), which are important for overall health and well-being.

Downstream Products

• 77388-16-0 (Z,Z,Z)-7,10,13-hexadecatrienoic acid methyl ester 
• 145298-78-8 11S-hydroperoxy-7Z,9E,13Z-hexadecatrienoic acid 
• 874393-55-2 C₁₆H₂₆O₃ 
• 197247-23-7 cis-2,3-dinor-12-oxo-phytodienoic acid 

Relevant academic research and scientific papers

Verification of the versatility of the in vitro enzymatic reaction giving (+)-cis-12-Oxo-phytodienoic acid

Jasmonic acid (JA) is a plant hormone involved in the defense response against insects and fungi. JA is synthesized from α-linolenic acid (LA) by the octadecanoid pathway in plants. 12-oxo-Phytodienoic acid (OPDA) is one of the biosynthetic intermediates in this pathway. The reported stereo selective total synthesis of cis-(+)-OPDA is not very efficient due to the many steps involved in the reaction as well as the use of water sensitive reactions. Therefore, we developed an enzymatic method for the synthesis of OPDA using acetone powder of flax seed and allene oxide cyclase (PpAOC2) from Physcomitrella patens. From this method, natural cis-(+)-OPDA can be synthesized in the high yield of approximately 40%. In this study, we investigated the substrate specificity of the enzymatic synthesis of other OPDA analogs with successions to afford OPDA amino acid conjugates, dinor-OPDA (dn-OPDA), and OPDA monoglyceride, and it was suggested that the biosynthetic pathway of arabidopsides could occur via MGDG.