• 제목/요약/키워드: (+)-limonene

검색결과 343건 처리시간 0.021초

Molecular Cloning and Identification of a Novel Oxygenase Gene Specifically Induced during the Growth of Rhodococcus sp. Strain T104 on Limonene

  • Park, Ki-Young;Kim, Dockyu;Koh, Sung-Cheol;So, Jae-Seong;Kim, Jong-Sul;Kim, Eungbin
    • Journal of Microbiology
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    • 제42권2호
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    • pp.160-162
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    • 2004
  • Rhodococcus sp. strain T104 is able to utilize both limonene and biphenyl as growth substrates. Fur-thermore, T104 possesses separate pathways for the degradation of limonene and biphenyl. Previously, we found that a gene(s) involved in limonene degradation was also related to indigo-producing ability. To further corroborate this observation, we have cloned and sequenced a 8,842-bp genomic DNA region with four open reading frames, including one for indole oxygenase, which converts indole to indigo (a blue pigment). The reverse transcription PCR data demonstrated that the identified indole oxygenase gene is specifically induced by limonene, thereby implicating this gene in the degradation of limonene by T104.

Molecular and Phenotypic Investigation on Antibacterial Activities of Limonene Isomers and Its Oxidation Derivative against Xanthomonas oryzae pv. oryzae

  • Hyeonbin Kim;Mi Hee Kim;Ui-Lim Choi;Moon-Soo Chung;Chul-Ho Yun;Youngkun Shim;Jaejun Oh;Sungbeom Lee;Gun Woong Lee
    • Journal of Microbiology and Biotechnology
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    • 제34권3호
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    • pp.562-569
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    • 2024
  • Xanthomonas oryzae pv. oryzae (Xoo) causes a devastating bacterial leaf blight in rice. Here, the antimicrobial effects of ᴰ-limonene, ᴸ-limonene, and its oxidative derivative carveol against Xoo were investigated. We revealed that carveol treatment at ≥ 0.1 mM in liquid culture resulted in significant decrease in Xoo growth rate (> 40%) in a concentration-dependent manner, and over 1 mM, no growth was observed. The treatment with ᴰ-limonene and ᴸ-limonene also inhibited the Xoo growth but to a lesser extent compared to carveol. These results were further elaborated with the assays of motility, biofilm formation and xanthomonadin production. The carveol treatment over 1 mM caused no motilities, basal level of biofilm formation (< 10%), and significantly reduced xanthomonadin production. The biofilm formation after the treatment with two limonene isomers was decreased in a concentration-dependent manner, but the degree of the effect was not comparable to carveol. In addition, there was negligible effect on the xanthomonadin production mediated by the treatment of two limonene isomers. Field emission-scanning electron microscope (FE-SEM) unveiled that all three compounds used in this study cause severe ultrastructural morphological changes in Xoo cells, showing shrinking, shriveling, and holes on their surface. Moreover, quantitative real-time PCR revealed that carveol and ᴰ-limonene treatment significantly down-regulated the expression levels of genes involved in virulence and biofilm formation of Xoo, but not with ᴸ-limonene. Together, we suggest that limonenes and carveol will be the candidates of interest in the development of biological pesticides.

천연물 유래 d-Limonene의 가시박 방제효과 (Herbicidal Activity of d-Limonene to Burcucumber (Sciyos angulatus L.) with Potential as Natural Herbicide)

  • 최정섭;고영관;조남규;황기환;구석진
    • 한국잡초학회지
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    • 제32권3호
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    • pp.263-272
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    • 2012
  • 천연물에서 유래한 제초활성 후보물질 d-limonene에 대한 주요 문제 잡초와 환경위해 잡초인 가시박에 대한 살초력 평가를 통해 효율적 잡초 관리를 위한 친환경 잡초방제제로서의 개발 가능성을 검토하고자 본 연구를 수행하였다. d-limonene은 온실조건에서 발아전 토양처리 효과는 없었고, 경엽처리에서는 100kg ai $ha^{-1}$ 이상 농도에서 매우 우수한 방제효과를 보였으나, 작물에 대한 선택성은 전혀 없었다. 야생에서 왕성하게 생육하는 환경 위해잡초 가시박에 대해서도 140kg ai $ha^{-1}$ 이상 농도에서 살포물량에 비례하여 우수한 방제효과를 나타내어 천연 생화학 제초제로서의 적용 가능성에 대한 향후 연구가 필요한 것으로 판단하였다.

Three Separate Pathways for the Initial Oxidation of Limonene, Biphenyl, and Phenol by Rhodococcus sp. Strain T104

  • Kim, Dockyu;Park, Min-Jung;Koh, Sung-Cheol;So, Jae-Seong;Kim, Eungbin
    • Journal of Microbiology
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    • 제40권1호
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    • pp.86-89
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    • 2002
  • Rhodococcus sp. strain T104, which is able to grow on either biphenyl or limonene, was found to utilize phenol as sole carbon and energy sources. Furthermore, T104 was positively identified to possess three separate pathways for the degradation of limonene, phenol, and biphenyl. The fact that biphenyl and limonene induced almost the same amount of catechol 1,2-dioxygenase activity indicates that limonene can induce both upper and lower pathways for biphenyl degradation by T104.

Limonene and Its Oxyfunctionalized Compounds: Biotransformation by Microorganisms and Their Role as Functional Bioactive Compounds

  • Junior, Mario Roberto Marostica;Pastore, Glaucia Maria
    • Food Science and Biotechnology
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    • 제18권4호
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    • pp.833-841
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    • 2009
  • Monoterpenes, in special limonene and its derivatives, are well studied in the literature due to their several properties. They are well recognized as major components of essential oils; some of them, are important industry residues, and others present some important biological activities. In this review, the biotransformation of the inexpensive limonene into flavor compounds was briefly reviewed and the main pathways for limonene biotransformation are presented. Furthermore, some important biological properties of these compounds were also considered, like bactericidal activity, induction of immune response, and role in disease prevention, with a little emphasis on some possibilities related to the mechanisms of anticancer action.

In vitro Antifungal Activity of Limonene against Trichophyton rubrum

  • Chee, Hee-Youn;Kim, Hoon;Lee, Min-Hee
    • Mycobiology
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    • 제37권3호
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    • pp.243-246
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    • 2009
  • In this study, the antifungal activities of limonene against Trichophyton rubrum were evaluated via broth microdilution and vapor contact assays. In both assays, limonene was shown to exert a potent antifungal effect against T. rubrum. The volatile vapor of limonene at concentrations above $1{\mu}l$/800 ml air space strongly inhibited the growth of T. rubrum. The MIC value was 0.5% v/v in the broth microdilution assay. The antifungal activity of limonene against T. rubrum was characterized as a fungicidal effect.

산초나무와 초피나무 잎의 정유성분 변이 (Variation of Volatile Composition in the Leaf of Zanthoxylum schinifolium Siebold et Zucc. & Zanthoxylum piperitum DC)

  • 조민구;장진성;채영암
    • 한국약용작물학회지
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    • 제10권3호
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    • pp.162-166
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    • 2002
  • 산초에서 시기에 따라 차이가 크게 나타나는 주요성분은 hexanal, (E)-2-hexenal, ${\alpha}-pinene$, myrcene, (Z)-ocimene+limonene, $(E)-{\beta}-ocimene$, linalool, citronellal, estragole 이었으며, 특히 estragole은 모든 지역에서 공통적으로 나타났다. 초피에서 시기에 따라 차이를 보이는 성분은 hexanal, (Z)-3-hexenol, n-hexanol, ${\alpha}-pinene$, limonene, 1,8-cineole, citronellal, estragole, citronellol 이었으며, 이중 (Z)-3-hexenol ${\alpha}-pinene$, limonene, citronellal이 모든 지역에서 공통으로 나타났다. 수목원에서 월별 변화를 보이는 성분을 관찰한 결과. 산초는 ${\alpha}-pinene$, myrcene, (Z)-3-hexenyl acetate, ${\alpha}-phellandrene$, (Z)-ocimene+limonene, ${\beta}-phellandrene$, linalool, geranyl acetate 이였으며, 초피는 hexanal, (Z)-3-hexenol, (E)-2-hexenal, n-hexanol, ${\alpha}-pinene$, (Z)-ocimene, limonene, citronellal, geranyl acetate, ${\beta}-caryophyllene$ 이였다. 그러나 지역별 채집한 개체에 나타났던 estragole이 수목원에 식재된 산초나무 잎에서 미량으로만 존재한 이유는 열매를 맺지 못할 정도의 어린나무였기 때문이라고 생각되어 estragole 성분은 열매를 맺는 시기에 증가되는 성분이라 사료되었다.

다양한 용매에서 Soxhlet 추출기를 이용한 감귤 껍질에서 d-limonene 추출의 최적조건 연구 (Optimization of d-limonene Extraction from Tangerine Peel in Various Solvents by Using Soxhlet Extractor)

  • 박상민;고관영;김인호
    • Korean Chemical Engineering Research
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    • 제53권6호
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    • pp.717-722
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    • 2015
  • 감귤류의 과일 내에 포함된 것으로 알려진 d-limonene 성분은 정유 성분을 추출하여 분리하는 방법으로 얻을 수 있다. 연속 증류 추출법 중 하나인 Soxhlet 추출법을 사용하여 감귤 껍질의 정유 성분을 추출한 후, 역상 HPLC를 통해 정량분석을 하였다. 추출용매의 끓는점과 극성도가 수율에 주는 영향을 알아보기 위해 에탄올, n-헥산, 석유에테르 3가지 용매를 추출 용매로 사용하였다. $120^{\circ}C$에서 각각의 용매를 1, 2, 4시간 동안 추출했을 때의 시료를 얻어 총 9가지 시료를 분석하였다. 역상 HPLC에서 정량분석을 한 결과, 세 가지 용매 모두 2시간 동안 추출했을 때 d-limonene의 함유량이 가장 많았으며, 이 때 감귤 껍질 1 g당 함유량은 7.77 mg(에탄올), 0.49 mg(n-헥산), 0.28 mg(석유에테르)였다. 에탄올을 사용했을 때 수율이 가장 높은 것으로 보아 용매의 극성도가 끓는점보다 추출 효율에 더 큰 영향을 미치는 것을 알 수 있었다.

The Effect of Limonene on Skin Permeation and Localization of Ascorbic Acid

  • Lee, Sang-Kil;Woo, Rye-Seung;Choi, Sung-Up;Lee, Jae-Hwi;Choi, Young-Wook
    • Journal of Pharmaceutical Investigation
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    • 제36권5호
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    • pp.305-308
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    • 2006
  • Poloxamer-based hydrogel formulation for the topical delivery of ascorbic acid(AsA) was prepared and the effect of limonene on AsA skin permeation and localization was evaluated. In vitro rat skin permeation study, the AsA skin permeation of limonene-containing hydrogel was about 3 to 5 fold higher than control hydrogel. However the amount of permeated AsA was independent to the concentration of limonene. On the other hand the localized amount of AsA after 2 h increased proportion to the content of limonene. The increase in the ratio of localized AsA($Q_L$) to permeated AsA($Q_P$) was attributed to the limonene's ability of making polar pathway within stratum corneum by interacting on lipid domain of the skin and the AsA's hydration effect on the stratum corneum and effect on the protein domain of the skin.

Homology Modeling and Docking Studies of Streptomyces peucetius CYP147F1 as Limonene Hydroxylase

  • Bhattarai, Saurabh;Liou, Kwangkyoung;Oh, Tae-Jin
    • Journal of Microbiology and Biotechnology
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    • 제22권7호
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    • pp.917-922
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    • 2012
  • Homology modeling of Streptomyces peucetius CYP147F1 was constructed using three cytochrome P450 structures, CYP107L1, CYPVdh, and CYPeryF, as templates. The lowest energy SPCYP147F1 model was then assessed for stereochemical quality and side-chain environment by Accelrys Discovery Studio 3.1 software. Further activesite optimization of the SPCYP147F1 was performed by molecular dynamics to generate the final SPCYP147F1 model. The substrate limonene was then docked into the model. The model-limonene complex was used to validate the active-site architecture, and functionally important residues within the substrate recognition site were identified by subsequent characterization of the secondary structure. The docking of limonene suggested that SPCYP147F1 would have broad specificity with the ligand based on the two different orientations of limonene within the active site facing to the heme. Limonene with C7 facing the heme with distance of $3.4{\AA}$ from the Fe was predominant.