School of Food Science and Biotechnology, Kyungpook National University, Daegu, South Korea 702-701.
J Agric Food Chem. 2011 Sep 14;59(17):9652-7. doi: 10.1021/jf202118q. Epub 2011 Aug 9.
Microbial conversions of unsaturated fatty acids often generate polyhydroxy fatty acids, giving them new properties such as higher viscosity and reactivity. A bacterial strain Pseudomonas aeruginosa (PR3) has been intensively studied to produce mono-, di-, and trihydroxy fatty acids from different 9-cis-monoenoic fatty acids such as oleic acid, ricinoleic acid, and palmitoleic acid. However, from the results and the postulated similar metabolic pathways involved in these transformations, it was assumed that the enzyme system involved in transformation of the monoenoic fatty acid by strain PR3 could utilize fatty acids with different chain lengths and locations of the double bond. In this study was used as a substrate for bioconversion by strain PR3 eicosenoic acid (C20:1, ω-9) containing a singular cis double bond at different positions from the carboxyl end as oleic acid, and it was confirmed that PR3 could produce a novel 9,12-dihydroxy-10(E)-eicosenoic acid (DED) with 6.2% yield from eicosenoic acid. The structure of DED was confirmed using GC-MS, FTIR, and NMR analyses. DED production was maximized at 72 h after the substrate was added to the 24 h culture. Some other nutritional factors were also studied for optimal production of DED.
不饱和脂肪酸的微生物转化通常会生成多羟基脂肪酸，从而赋予它们更高的粘度和反应性等新性质。已对一种名为铜绿假单胞菌（PR3）的细菌菌株进行了深入研究，以从不同的 9-顺式单烯酸（如油酸、蓖麻酸和棕榈油酸）生产单、二和三羟基脂肪酸。然而，从这些转化所涉及的结果和假定的相似代谢途径来看，人们认为 PR3 菌株参与单烯酸转化的酶系统可以利用具有不同链长和双键位置的脂肪酸。在这项研究中，二十碳烯酸（C20:1，ω-9）被用作 PR3 菌株生物转化的底物，它在羧基末端的不同位置含有单一的顺式双键，与油酸类似，并且已经证实 PR3 可以从二十碳烯酸中以 6.2%的产率产生一种新型的 9,12-二羟基-10(E)-二十碳烯酸（DED）。DED 的结构通过 GC-MS、FTIR 和 NMR 分析得到确认。在向 24 小时培养物中添加底物 72 小时后，DED 的产量达到最大值。还研究了一些其他营养因素以实现 DED 的最佳生产。
