Journal of the Korean Society of Food Science and Nutrition (한국식품영양과학회지)

The Korean Society of Food Science and Nutrition (한국식품영양과학회)
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Optimization for Effective Bioproduction of Natural (-)-1-Octen-3-ol by Lipoxygenase and Hydroperoxide Lyase from Agaricus bisporus

Agaricus bisporus의 Lipoxygenase와 Hydroperoxide Lyase를 이용한 천연 (-)-1-Octen-3-o1 생산 공정의 최적화

  • 김경주 (세종대학교 공과대학 식품공학과) ;
  • 김용휘 (세종대학교 공과대학 식품공학과)
  • Published : 2005.07.01
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Abstract

One of the most important volatile aroma compounds responsible for mushroom flavor is 1-octen-3-ol. To meet the demand for natural mushroom flavor, a study was needed for the production of natural chiral specific (-)-1-octen-3-ol that has higher flavor intensity than synthetic chiral mixtures of (+), and (-)-1-octen-3-ol. The biosynthesis of (-)-1-octen-3-ol was achieved by an aerobic oxidation using lipoxygenase (LOX) and hydroperoxide lyase (HPOL) isolated from commercially available mushrooms in Korean market. Safflower oil from Uiseong, Gyeongsangbuk-do, that contains $\geq75\%$ of linoleic acid, was hydrolyzed using lipase. The recovered linoleic acid was biotransformed to stereo-specific 10-hydroperoxy linoleic acid by LOX. 10- hydroperoxy linoleic acid was further cleaved to (-)-1-octen-3-ol by HPOL. A commercial bioprocess for the production of (-)-1-octen-3-ol was developed using a 5-liter jar fermenter with fruiting bodies of Agaricus bisporus harvested from Buyeo, Chungcheongnam-do. The maximum production of (-)-1-octen-3-o1 was achieved at $4^{\circ}C$, pH 6.5 and 800 rpm yielding 748 mg/kg of mushroom.

1-octen-3-ol은 버섯향의 성분 중 가장 중요한 방향 물질이다 소비자의 천연 버섯향에 대한 선호도가 상승함에 따라 유기합성으로 만들어지는 광활성 이성질체를 포함하고 있는 ($\pm$)-1-octen-3-ol와 다르게 더 강한 향의 강도를 갖는 천연 광활성의 (-)-1-octen-3-ol 생산에 대한 연구가 필요하다. (-)-1-octen-3-ol은 호기성 상태에서 시장에서 구입한 버섯으로 추출된 lipoxygenase(LOX)와 hydroperoxide Lyase(HPOL)을 이용하여 생합성되었다 $75\%$이상의 linoleic acid를 포함하고 있는 경북 의성 에서 생산된 홍화유는 lipase를 이용하여 가수분해하였다. 가수분해된 linoleic acid는 LOX에 의하여 광활성을 지닌 10-hydroperoxy linoleic acid로 생물전환되었다. 10-hydroxyperoxide은 HPOL에 의해 (-)-1 octen-3-ol로 분해되었다. (-)-1-octen-3-ol을 상업적으로생산하기 위하여 5-liter jar fermenter와 충남 부여에서 수확된 Agaricus bisporus 자실체를 이용하여 개발되었다. (-)-1-octen-3-ol은 $4^{\circ}$C, pH 6.5, 800 rpm에서 최대 748 mg의 (-)-1-octen-3-ol(버섯 kg 당)이 생물전환되었다.

Keywords

References

  1. Mau JL, Beelman RB, Ziegler GR. 1992. 1-octen-3-ol in the cultivated mushroom, Agaricus bisporus. J Food Sci 57: 704-706 https://doi.org/10.1111/j.1365-2621.1992.tb08077.x
  2. Fisher KH, Grosch W. 1987. Volatile compound of importance in the aroma of mushrooms (Psalliota bispora). Lebensm Wiss Technol 20: 233-237
  3. Mau JL, Beelman RB, Ziegler GR. 1993. Factor affecting 1-octen-3-ol in mushroom at harvest and during postharvest storage. J Food Sci 58: 331-335 https://doi.org/10.1111/j.1365-2621.1993.tb04268.x
  4. Dijkstra FY, Wiken TO. 1976. Studies on mushroom flavors. I . Organoleptic significance of the constituents of the cultivated mushroom, Agaricus bisporus. Z Lebensm Unters Forsch 160: 255-262 https://doi.org/10.1007/BF01132289
  5. Wurzenberger M, Grosch W. 1982. The enzymic oxidative breakdown of linoleic acid in mushrooms (Psalliota bispora). Z Lebensm Unters Forsch 175: 186-190 https://doi.org/10.1007/BF01139769
  6. Loch-Bonazzi CL, Wolff E. 1994. Characterization of flavor properties of the cultivated mushroom (Agaricus bisporus) and the influence of drying process. Lebensm Wiss Technol 24: 386-389
  7. Belinky PA, Masaphy S, Levanon D, Hadar Y, Dosoretz CG. 1994. Effect of medium composition on 1-octen-3-ol formation in submerged cultures of Pleurotus pulimonarius. Appl Microbiol Biotechnol 40: 629-633 https://doi.org/10.1007/BF00173319
  8. Pandey B. 1986. A comparative fatty acid profile of seeds rich in oleic acid and linoleic acid with corresponding calli. J Am Oil Chem Sco 63: 541-547 https://doi.org/10.1007/BF02645748
  9. Noh WS, Park JS. 1992. Lipid composition of Korean safflower seeds. J Korean Agric Chem Soc 35: 110-114
  10. Champavier Y, Pommier MT, Arpin N, Voiland A, Pellon G. 2000. 10-oxo-trans-8-decenoic acid (ODA): Production, biological activities, and comparison with other hormone-like substances in Agaricus bisporus. Enzyme Micro Technol 37: 177-182
  11. Morawicki RO, Beelman RB, Peterson D, Ziegler G. 2005. Biosynthesis of 1-octen-3-ol and 10-oxo-trans-8-decenoic acid using a crude homogenate of Agaricus bisporus optimization of the reaction: kinetic factors. Process Biochem 40: 131-137 https://doi.org/10.1016/j.procbio.2003.11.037
  12. Wurzenberger M, Grosh W. 1984b. Origin of the oxygen in the products of the enzymatic cleavage reaction of linoleic acid to 1-octen-3-ol and 10-oxo-trans-8-decenoic acid in mushrooms (Psalliota bispora). Biochim Biophys Acta 794: 18-24 https://doi.org/10.1016/0005-2760(84)90292-3
  13. Chen CC, Wu CM. 1983. Studies in the formation and manufacturing of mushroom volatile oil. Res Rep No. 323, FIRDI, Taiwan
  14. Cronin DA, Ward MK. 1971. The characterization of some mushroom volatiles. J Sci Food Agr 22: 477-479 https://doi.org/10.1002/jsfa.2740220912

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