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Screening the Lactic Acid Bacteria converting Hydroxy Fatty Acid from Unsaturated Fatty Acid

  • Makoto Kanauchi
Protocol
Part of the Methods in Molecular Biology book series (MIMB, volume 1887)

Abstract

Hydroxyl fatty acids (HFAs) are used in widely diverse industrial applications, healthy functional foods, artificial food flavorings, and alcoholic beverages. A lactic acid bacterium (LAB), Lactobacillus sakei, hydroxylates oleic acid. Furthermore, the hydroxyl fatty acid was identified by GC-MS as 10-hydroxystearic acid. The Lactobacillus sakei hydroxylated more than 90% of the oleic acid in the medium at 15 °C after 30–48 h. The hydroxyl enzyme needs a coenzyme for an electron donor as NADPH. The enzyme is useful for assay with monitoring NADPH concentration used an A340 device. The hydroxylate fatty acids converted by LAB lactonize aroma lactone from commercial yeast strains, which can be detected directly by scent. Commercial beer brewing yeast T-58 produced the highest concentration of aroma lactone from hydroxyl fatty acids. Furthermore, the aroma lactone is identified by GC-MS as gamma-dodecalactone. The ratio of conversion is 87%. These results suggest that the lactonization conversion system is useful to hydroxylate fatty acids for alcoholic beverages.

Key words

GC-MS Hydroxylation Lactic acid bacteria Lactonization NADPH 10-Hydroxy stearic acid γ-Dodecalactone 

References

  1. 1.
    Yonekura M, Watanabe Y, Kaneeda J (1996) Tyrosinase-activity inhibitor and beautifying cosmetics using the same. Japanese Patent JP H8-133746Google Scholar
  2. 2.
    Izuta H, Chikaraishi Y, Shimazawa M (2009) 10-hydroxy-2-decanoic acid, a major fatty acid from royal jelly, inhibits VEGF-induced angiogenesis in human umbilical vein endothelial cells. Evid Based Complement Alternat Med 6:489–494CrossRefGoogle Scholar
  3. 3.
    Honda Y, Fujita Y, Maruyama H (2011) Lifespan-extending effects of royal jelly and its related substances on the nematode Caenorhabditis elegans. PLoS One 6:e23527CrossRefGoogle Scholar
  4. 4.
    Wanikawa A (2000) Detection of γ-lactones in malt whisky. J Inst Brewing 106:39–43CrossRefGoogle Scholar
  5. 5.
    Wanikawa A (2000) Conversion of unsaturated fatty acids to precursors of gamma-lactones by lactic acid bacteria during the production of malt whisky. J Am Soc Brew Chem 58:51–56Google Scholar
  6. 6.
    Tanaka H, Ichie K (2003) Method for producing hydroxy fatty acid and γ-lactone. Japanese Patent JP 2003-144186AGoogle Scholar
  7. 7.
    Matsunaga I, Yokotani N (1997) Molecular cloning and expression of fatty acid a-hydroxylase from Sphingomonas paucimobilis. J Biol Chem 272:23592–23596CrossRefGoogle Scholar
  8. 8.
    Chun YJ, Shimada T, Sanchez-Ponce R et al (2007) Electron transport pathway for a Streptomyces cytochrome P450: cytochrome P450 105D5-catalyzed fatty acid hydroxylation in Streptomyces coelicolor A3(2). J Biol Chem 282:17486–17500CrossRefGoogle Scholar
  9. 9.
    Suzuki Y, Hatanaka S, Kanauchi M et al (2016a) Screening the hydroxylation of fatty acids with lactic acid bacteria based on lactonization of hydroxylated products. J Amer Soci Brew Chem 74:127–133Google Scholar
  10. 10.
    Suzuki Y, Matsuda M, Hatanaka S et al (2016) Cloning and sequence analysis of fatty acid hydroxylase gene in Lactobacillus sakei Y-20 strain and characteristics of the fatty acid hydroxylase. J Amer Soci Brew Chem 74:77–84Google Scholar
  11. 11.
    Nelson DR (2013) A world of cytochrome P450s. Philos Trans R Soc Lond B Biol Sci 368:20120430CrossRefGoogle Scholar
  12. 12.
    Lee DS, Yamada A, Sugimoto H et al (2003) Substrate recognition and molecular mechanism of fatty acid hydroxylation by cytochrome P450 from Bacillus subtilis. J Biol Chem 278:9761–9767CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Department of Food ManagementMiyagi UniversitySendaiJapan

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