• 제목/요약/키워드: C-N bond formation

검색결과 89건 처리시간 0.032초

고압하에서의 6-클로로퀴놀린과 p-치환 염화벤조일류의 반응에 관한 속도론적 연구 (Kinetics on the Reaction of 6-Chloroquinoline and p-Substituted Benzoylcholrides under High Pressures)

  • 김응렬;임종완;김세경;고영신
    • 대한화학회지
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    • 제46권3호
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    • pp.187-193
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    • 2002
  • 온도 (10, 15, 20, $25^{\circ}C$)와 압력(1, 200, 500, 1000 bar)변화에 따라 p-치환염화벤조일류 ($p-CH_3$, p-H, $p-NO_2$ )와 6-클로로퀴놀린(6-chloroquinoline)의 반응을 아세토니트릴 용매내에서 전기전도도법에 의하여 속도상수 ($k_2$)를 구하였다. 이로부터 여러활성화파라미터-활성화에너지(Ea, ${\Delta}V^{\neq}$, ${\Delta}H^{\neq}$,${\Delta}S^{\neq}$, ${\Delta}G^{\neq}$) 를 구하였으며 또한 기질의 치환기 효과에 따른 Hammentt 반응상수 p를 구하였다. 속도상수는 온도와 압력 증가에 따라 증가하였으며 친핵체인 6-chloroquinoline과 기질에 전자 받게 치환기 ($p-NO_2$)가 치환된 경우 더욱 증가하였다. 이 때 활성화부피(${\Delta}V^{\neq}$), 활성화엔트로피(${\Delta}S^{\neq}$)는 모두 음의 값으로 나타났으며 모든 압력 조건에 따라서 p는 양의 값을 나타내었다. 이러한 속도론적인 연구 결과 전반적인 반응은 $S_N2$반응메카니즘을 따르며, 압력이 증가함에 따라 결합형성이 진전되어지는 반응 메카니즘으로 진행 됨을 알 수 있었다.

압력변화에 따른 퀴놀린 유도체와 p-치환 염화벤조일류의 속도론적 연구 (Kinetics on the Reaction of Substituted Quinolines and p-Substituted Benzoylchlorides under Various Pressures)

  • 임종완;김세경
    • 대한화학회지
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    • 제47권3호
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    • pp.206-212
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    • 2003
  • 온도(10, 15, 20, $25^{\circ}C$)와 압력(1, 200, 500, 1000 bar) 변화에 따라 p-치환염화벤조일류$(p-CH_3,\;p-H,\;p-NO_2)$와 퀴놀린 유도체(quinoline, 6-chloroquinoline)의 반응을 아세토니트릴 용매내에서 전기전도도법에 의하여 속도상수$(k_2)$를 구하였다. 이로부터 여러 활성화파라미터-활성화에너지$(Ea,\;{\Delta}V^{\neq},\;{\Delta}H^{\neq},\;{\Delta}S^{\neq}, \;{\Delta}G^{\neq})$를 구하였으며, 또한 Hammett반응상수 ${\rho}_X$와 기질의 치환기 효과에따른 ${\rho}_Y$를 구하였다. 속도상수는 온도와 압력 증가에 따라 증가하였으며, 친핵체인 quinoline과 기질에 전자 받게 치환기$(p-NO_2)$가 치환된 경우 더욱 증가 하였다. 이때 활성화부($({\Delta}V^{\neq})$, 활성화엔트로피$({\Delta}S^{\neq})$는 모두 음의 값으로 나타났으며, 모든 압력 조건에 따라서 친핵체의 치환기 효과 ${\rho}_X$는 음의 값을 ${\rho}_Y$는 양의 값을 나타내었다. 이러한 속도론적인 연구 결과 전반적인 반응은 $S_N2$ 반응메카니즘을 따르며, 압력이 증가함에 따라 결합형성이 진전되어지는 반응 메카니즘으로 진행됨을 알 수 있었다.

Poling Field Effect on Absorption and Luminescence of Disperse Red-19 and TiO2 Composites

  • Kim, Byoung-Ju;Hwang, Un-Jei;Jo, Dong-Hyun;Lim, Sae-Han;Kang, Kwang-Sun
    • Current Photovoltaic Research
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    • 제3권1호
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    • pp.5-9
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    • 2015
  • Absorption and luminescence characteristics of disperse red-19 (DR-19) and $TiO_2$ composite have been investigated with various poling electric field strengths. Two step synthetic processes were employed to employ the DR-19 to the $TiO_2$ sol-gel. Firstly, urethane bond formation between DR-19 (-OH) and 3-isocyanatopropyl triethoxysilane (ICPTES, -N=C=O) performed (ICPDR) prior incorporation to the $TiO_2$ sol-gel. Secondary, the hydrolysis of the ethoxy group from the ICPTES and condensation reaction between silanol groups from ICPTES and $TiO_2$ sol-gel were performed. The ICPDR and $TiO_2$ sol-gel ($DRTiO_2$) were mixed and stirred for several days. The composite was coated to the ITO coated glass substrate. Corona poling were performed before drying the composite with various electric field strengths. The absorption intensity decreased with the increase of the poling field strength, which resulted in the increase of poling efficiency. The photoluminescence also decreased as the poling field strength increased. There is long luminescence tail for the poled $DRTiO_2$ film compared with unpoled $DRTiO_2$ film. The luminescence long tail indicates that the self-trapped excitons and polarons were generated when the $DRTiO_2$ film was poled with electric field.

Control of Graphene's Electrical Properties by Chemical Doping Methods

  • Lee, Seung-Hwan;Choi, Min-Sup;La, Chang-Ho;Yoo, Won-Jong
    • 한국진공학회:학술대회논문집
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    • 한국진공학회 2011년도 제41회 하계 정기 학술대회 초록집
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    • pp.119-119
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    • 2011
  • This study examined the synthesis of large area graphene and the change of its characteristics depending on the ratio of CH4/H2 by using the thermal CVD methods and performed the experiments to control the electron-hole conduction and Dirac-point of graphene by using chemical doping methods. Firstly, with regard to the characteristics of the large area graphene depending on the ratio of CH4/H2, hydrophobic characteristics of the graphene changed to hydrophilic characteristics as the ratio of CH4/H2 reduces. The angle of contact also increased to 78$^{\circ}$ from 58$^{\circ}$. According to the results of Raman spectroscopy showing the degree of defect, the ratio of I(D)/I(G) increases to 0.42% from 0.25% and the surface resistance also increased to 950 ${\Omega}$ from 750 ${\Omega}$/sq. As for the graphene synthesis at the high temperature of 1,000$^{\circ}$ by using CH4/H2 in a Cu-Foil, the possibility of graphene formation was determined as a function of the ratio of H2 included in the fixed quantity of CH4 as per specifications of every equipment. It was observed that the excessive amount of H2 prevented graphene from forming, as extra H-atoms and molecules activated the reaction to C-bond of graphene. Secondly, in the experiment for the electron-hole conduction and the Dirac-point of graphene using the chemical doping method, the shift of Dirac-point and the change in the electron-hole conduction were observed for both the N-type (PEI) and the P-type (Diazonium) dopings. The ID-VG results show that, for the N-type (PEI) doped graphene, Dirac-point shifted to the left (-voltage direction) by 90V at an hour and by 130 V at 2 hours respectively, compared to the pristine graphene. Carrier mobility was also reduced by 1,600 cm2/Vs (1 hour) and 1,100 cm2/Vs (2 hours), compared to the maximum hole mobility of the pristine graphene.

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MeOH-MeCN 혼합용매계에서 4-치환-2,6-이니트로 염화벤젠과 아닐린 치환체와의 반응에 대한 속도론적 연구 (Kinetic Studies on the Reaction of 4-Substituted-2,6-dinitrochlorobenzenes with Substituted Anilines in MeOH-MeCN Mixtures)

  • 강대호;구인선;이종건;이익춘
    • 대한화학회지
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    • 제29권6호
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    • pp.565-574
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    • 1985
  • MeOH-MeCN 혼합용매계에서 4-치환-2,6-이니트로염화벤젠과 아닐린 치환제 사이의 친핵성 치환반응속도를 전기 전도법에 의해 측정하였다. 기질의 고리에 있는 치환기의 치환기변화에 따른 속도상수의 크기순서는 4-$NO_2{\gg}4-CN {\gg}$4-$CF_3$이었고, 아닐린 고리에 있는 치환기에 의한 속도상수의 크기는 p-O$CH_3 {\gg}p- CH_3{\gg}H {\gg}p-Cl{\gg}m-NO_2$ 순서였다. MeOH함량이 많은 용매에서 속도상수가 MeCN 함량이 많은 용매속에서의 속도상수보다 컸다. MeOH-MeCN 혼합용매계와 친핵체 변화에 대한 속도론적 연구로 볼 때 Cl의 이탈단계가 속도결정단계로 보여졌다. MeOH에 의한 친전자적 촉매작용은 알코올의 수소와 이탈기 염소원자 사이의 전이상태에서 수소결합 형성으로 이루어지고 친핵성 촉매작용은 전이상태에서 알코올의 산소와 아민의 수소사이의 수소결합에 의한 것으로 생각 되었다. 모든 이의 사실로 보아 본 반응은 제 2단계가 속도결정단계인 $S_N$Ar메카니즘으로 진행됨을 알 수 있고 이와 같은 메카니즘은 PES모형으로도 설명할 수 있다.

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재조합 대장균에서 다양한 융합 파트너를 이용한 인간 상피세포성장인자의 발현 연구 (Study on the soluble exoression of recombinant human eoidermal growth factor using various fusion oartners in Escherichia coli)

  • 김병립;백정은;김천석;이혁원;안정오;이홍원;정준기;이은교;김인호
    • KSBB Journal
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    • 제23권3호
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    • pp.205-212
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    • 2008
  • 본 연구의 목적은 위치특이적 펩타이드 및 단백질을 사용하여 재조합 대장균에서 활성형 인간 상피세포성장인자(hEGF)를 고효율로 발현할 수 있는 방법을 찾아내는 데 있다. 재조합 대장균내 cytoplasm 및 periplasm 영역에서 hEGF의 발현을 위해 각각 세개의 응합 펩타이드 및 단백질을 선정하여 상호 비교하였다. 재조합 대장균에서 hEGF의 발현유도시 대부분 불용성 단백질로 생산되는 현상을 극복하기 위해 cytoplasm영역에서는 ATS, thioredoxin, 리파제를 융합파트너로 사용하였으며 periplasm 영역에서는 foldase인 DsbA와 DsbC, 용융성 고발현 단백질인 maltose binding protein을 선택하여 사용하였다. Periplasm영역에서 발현유도를 시키는 융합단백질의 경우 cytoplasm영역에서의 발현양도 용융성 형태로 고발현 되는 것을 알 수 있었으며 전체적으로 약 2배가량의 용융성 형태로 발현되었다. hECF의 발현율을 가장 높일 수 있는 융합단백 질은 maltose binding protein이었으나 발현된 융합단백질의 24%가 불용성 단백질로 형성되어 활성형 형태로 얻는 데 한계가 있었으며, 활성형 형태로 hEGF의 발현을 위해서는 DsbA를 응합단백질로 사용한 경우에 18.1 mg/L로 가장 높은 발현농도를 보였다. Cytoplasm 영역에서 발현유도를 한 경우에는 ATS와 thioredoxin을 응합파트너로 hEGF를 발현한 경우 용융성 형태로 높은 발현율을 보였다. 특히 ATS와 같은 펩타이드를 N-말단에 융합시킨 경우 불용성을 방지하는 효과를 보여 이황화결합의 불완전성이나 소수성으로 인해 불용성 단백질로 발현되는 기존의 단백질을 활성형 형태로 발현하는데 될 수 있음을 확인할 수 있었다.

유청단백질로 만들어진 식품포장재에 관한 연구

  • 김성주
    • 한국유가공학회:학술대회논문집
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    • 한국유가공기술과학회 2002년도 제54회 춘계심포지움 - 우유와 국민건강
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    • pp.59-60
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    • 2002
  • Edible films such as wax coatings, sugar and chocolate covers, and sausage casings, have been used in food applications for years$^{(1)}$ However, interest in edible films and biodegradable polymers has been renewed due to concerns about the environment, a need to reduce the quantity of disposable packaging, and demand by the consumer for higher quality food products. Edible films can function as secondary packaging materials to enhance food quality and reduce the amount of traditional packaging needed. For example, edible films can serve to enhance food quality by acting as moisture and gas barriers, thus, providing protection to a food product after the primary packaging is opened. Edible films are not meant to replace synthetic packaging materials; instead, they provide the potential as food packagings where traditional synthetic or biodegradable plastics cannot function. For instance, edible films can be used as convenient soluble pouches containing single-servings for products such as instant noodles and soup/seasoning combination. In the food industry, they can be used as ingredient delivery systems for delivering pre-measured ingredients during processing. Edible films also can provide the food processors with a variety of new opportunities for product development and processing. Depends on materials of edible films, they also can be sources of nutritional supplements. Especially, whey proteins have excellent amino acid balance while some edible films resources lack adequate amount of certain amino acids, for example, soy protein is low in methionine and wheat flour is low in lysine$^{(2)}$. Whey proteins have a surplus of the essential amino acid lysine, threonine, methionine and isoleucine. Thus, the idea of using whey protein-based films to individually pack cereal products, which often deficient in these amino acids, become very attractive$^{(3)}$. Whey is a by-product of cheese manufacturing and much of annual production is not utilized$^{(4)}$. Development of edible films from whey protein is one of the ways to recover whey from dairy industry waste. Whey proteins as raw materials of film production can be obtained at inexpensive cost. I hypothesize that it is possible to make whey protein-based edible films with improved moisture barrier properties without significantly altering other properties by producing whey protein/lipid emulsion films and these films will be suitable far food applications. The fellowing are the specific otjectives of this research: 1. Develop whey protein/lipid emulsion edible films and determine their microstructures, barrier (moisture and oxygen) and mechanical (tensile strength and elongation) properties. 2. Study the nature of interactions involved in the formation and stability of the films. 3. Investigate thermal properties, heat sealability, and sealing properties of the films. 4. Demonstrate suitability of their application in foods as packaging materials. Methodologies were developed to produce edible films from whey protein isolate (WPI) and concentrate (WPC), and film-forming procedure was optimized. Lipids, butter fat (BF) and candelilla wax (CW), were added into film-forming solutions to produce whey protein/lipid emulsion edible films. Significant reduction in water vapor and oxygen permeabilities of the films could be achieved upon addition of BF and CW. Mechanical properties were also influenced by the lipid type. Microstructures of the films accounted for the differences in their barrier and mechanical properties. Studies with bond-dissociating agents indicated that disulfide and hydrogen bonds, cooperatively, were the primary forces involved in the formation and stability of whey protein/lipid emulsion films. Contribution of hydrophobic interactions was secondary. Thermal properties of the films were studied using differential scanning calorimetry, and the results were used to optimize heat-sealing conditions for the films. Electron spectroscopy for chemical analysis (ESCA) was used to study the nature of the interfacial interaction of sealed films. All films were heat sealable and showed good seal strengths while the plasticizer type influenced optimum heat-sealing temperatures of the films, 130$^{\circ}$C for sorbitol-plasticized WPI films and 110$^{\circ}$C for glycerol-plasticized WPI films. ESCA spectra showed that the main interactions responsible for the heat-sealed joint of whey protein-based edible films were hydrogen bonds and covalent bonds involving C-0-H and N-C components. Finally, solubility in water, moisture contents, moisture sorption isotherms and sensory attributes (using a trained sensory panel) of the films were determined. Solubility was influenced primarily by the plasticizer in the films, and the higher the plasticizer content, the greater was the solubility of the films in water. Moisture contents of the films showed a strong relationship with moisture sorption isotherm properties of the films. Lower moisture content of the films resulted in lower equilibrium moisture contents at all aw levels. Sensory evaluation of the films revealed that no distinctive odor existed in WPI films. All films tested showed slight sweetness and adhesiveness. Films with lipids were scored as being opaque while films without lipids were scored to be clear. Whey protein/lipid emulsion edible films may be suitable for packaging of powder mix and should be suitable for packaging of non-hygroscopic foods$^{(5,6,7,8,)}$.

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Are Bound Residues a Solution for Soil Decontamination\ulcorner

  • Bollag, Jean-Marc
    • 한국지하수토양환경학회:학술대회논문집
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    • 한국지하수토양환경학회 2003년도 International Symposium
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    • pp.111-124
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    • 2003
  • 기존의 오염물질을 제거하는 많은 화학적-물리적 정화 방법은 고비용과 오랜 시간을 요구하는 처리 과정 등의 단점을 갖고 있는 경우가 많았다. 따라서 흙과 수(水)환경내로 유입된 오염물질을 빠른 시간 내에 제거 할 수 있는 대안이 요구 되었다. 흙에 유출된 화합 물질 중 상당양은 흙에 의해 격리, 구속되고 이로 인해 일단 구속된 오염물질은 물과 유기 용매에 의해서도 잘 추출되지 않는 것으로 보고 되고 있다. 이러한 흙에 의한 오염물질의 비유동성(immobilization) 과정은 오염물질의 제거 기술의 대안으로 평가 될 수 있다. 기존 연구자들의 연구 결과, 화학적 혹은 물리적 반응 작용을 통해 오염물질을 흙을 구성하는 물질에 구속할 수 있음이 증명되었다. 이러한 과정 중 환경적 측면에서 볼 때, 화학적 반응이 더 우수하다 할 수 있다. 이는 강한 공유결합(covalent bonds)으로 연결될 경우 미생물의 활동이나 화학 처리로도 이를 분리하기 어렵기 때문이다. 리그닌(lignin) 분해에서 발생하는 휴믹(humic) 물질 등이 안정 된 화학적 연결을 통해 흙 매질 내에 오염물질과 결합하는 대표적 물질이다. 인위적으로 제조된 많은 화학물질은 자연적에서 발생하는 휴민산 발생원(humic acid precursors)과 닮았다. 따라서 화학물은 부식 과정(humifications process)동안 부식토(humus) 내로 병합(incorporate)되어 진다. 일단 이렇게 구성된 결합체는 생물체와 오염물질과의 반응을 방지하여 오염물질로 인한 생물체로의 독성을 감소시키는 역할을 하게 된다. 본 논문에서는 이러한 흙의 유기물(organic matter)와 오염물질과의 결합체에 대한 평가로서 다음의 항목에 대한 고찰이 이루어져야 함을 강조하였다. (a)결합체에서 생물체(biota)와의 반응에 의해 오염물질은 감소되는가\ulcorner (b) 모(parent) 화합물과 비교하여 복합체 생성물(complexed products)이 얼마나 덜 유독한가\ulcorner 그리고 (c)지하수 오염이 오염물질의 유동성 구속에 의해 얼마나 감소되는지\ulcorner

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Sesquiterpenoids Bioconversion Analysis by Wood Rot Fungi

  • Lee, Su-Yeon;Ryu, Sun-Hwa;Choi, In-Gyu;Kim, Myungkil
    • 한국균학회소식:학술대회논문집
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    • 한국균학회 2016년도 춘계학술대회 및 임시총회
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    • pp.19-20
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    • 2016
  • Sesquiterpenoids are defined as $C_{15}$ compounds derived from farnesyl pyrophosphate (FPP), and their complex structures are found in the tissue of many diverse plants (Degenhardt et al. 2009). FPP's long chain length and additional double bond enables its conversion to a huge range of mono-, di-, and tri-cyclic structures. A number of cyclic sesquiterpenes with alcohol, aldehyde, and ketone derivatives have key biological and medicinal properties (Fraga 1999). Fungi, such as the wood-rotting Polyporus brumalis, are excellent sources of pharmaceutically interesting natural products such as sesquiterpenoids. In this study, we investigated the biosynthesis of P. brumalis sesquiterpenoids on modified medium. Fungal suspensions of 11 white rot species were inoculated in modified medium containing $C_6H_{12}O_6$, $C_4H_{12}N_2O_6$, $KH_2PO_4$, $MgSO_4$, and $CaCl_2$ for 20 days. Cultivation was stopped by solvent extraction via separation of the mycelium. The metabolites were identified as follows: propionic acid (1), mevalonic acid lactone (2), ${\beta}$-eudesmane (3), and ${\beta}$-eudesmol (4), respectively (Figure 1). The main peaks of ${\beta}$-eudesmane and ${\beta}$-eudesmol, which were indicative of sesquiterpene structures, were consistently detected for 5, 7, 12, and 15 days These results demonstrated the existence of terpene metabolism in the mycelium of P. brumalis. Polyporus spp. are known to generate flavor components such as methyl 2,4-dihydroxy-3,6-dimethyl benzoate; 2-hydroxy-4-methoxy-6-methyl benzoic acid; 3-hydroxy-5-methyl phenol; and 3-methoxy-2,5-dimethyl phenol in submerged cultures (Hoffmann and Esser 1978). Drimanes of sesquiterpenes were reported as metabolites from P. arcularius and shown to exhibit antimicrobial activity against Gram-positive bacteria such as Staphylococcus aureus (Fleck et al. 1996). The main metabolites of P. brumalis, ${\beta}$-Eudesmol and ${\beta}$-eudesmane, were categorized as eudesmane-type sesquiterpene structures. The eudesmane skeleton could be biosynthesized from FPP-derived IPP, and approximately 1,000 structures have been identified in plants as essential oils. The biosynthesis of eudesmol from P. brumalis may thus be an important tool for the production of useful natural compounds as presumed from its identified potent bioactivity in plants. Essential oils comprising eudesmane-type sesquiterpenoids have been previously and extensively researched (Wu et al. 2006). ${\beta}$-Eudesmol is a well-known and important eudesmane alcohol with an anticholinergic effect in the vascular endothelium (Tsuneki et al. 2005). Additionally, recent studies demonstrated that ${\beta}$-eudesmol acts as a channel blocker for nicotinic acetylcholine receptors at the neuromuscular junction, and it can inhibit angiogenesis in vitro and in vivo by blocking the mitogen-activated protein kinase (MAPK) signaling pathway (Seo et al. 2011). Variation of nutrients was conducted to determine an optimum condition for the biosynthesis of sesquiterpenes by P. brumalis. Genes encoding terpene synthases, which are crucial to the terpene synthesis pathway, generally respond to environmental factors such as pH, temperature, and available nutrients (Hoffmeister and Keller 2007, Yu and Keller 2005). Calvo et al. described the effect of major nutrients, carbon and nitrogen, on the synthesis of secondary metabolites (Calvo et al. 2002). P. brumalis did not prefer to synthesize sesquiterpenes under all growth conditions. Results of differences in metabolites observed in P. brumalis grown in PDB and modified medium highlighted the potential effect inorganic sources such as $C_4H_{12}N_2O_6$, $KH_2PO_4$, $MgSO_4$, and $CaCl_2$ on sesquiterpene synthesis. ${\beta}$-eudesmol was apparent during cultivation except for when P. brumalis was grown on $MgSO_4$-free medium. These results demonstrated that $MgSO_4$ can specifically control the biosynthesis of ${\beta}$-eudesmol. Magnesium has been reported as a cofactor that binds to sesquiterpene synthase (Agger et al. 2008). Specifically, the $Mg^{2+}$ ions bind to two conserved metal-binding motifs. These metal ions complex to the substrate pyrophosphate, thereby promoting the ionization of the leaving groups of FPP and resulting in the generation of a highly reactive allylic cation. Effect of magnesium source on the sesquiterpene biosynthesis was also identified via analysis of the concentration of total carbohydrates. Our current study offered further insight that fungal sesquiterpene biosynthesis can be controlled by nutrients. To profile the metabolites of P. brumalis, the cultures were extracted based on the growth curve. Despite metabolites produced during mycelia growth, there was difficulty in detecting significant changes in metabolite production, especially those at low concentrations. These compounds may be of interest in understanding their synthetic mechanisms in P. brumalis. The synthesis of terpene compounds began during the growth phase at day 9. Sesquiterpene synthesis occurred after growth was complete. At day 9, drimenol, farnesol, and mevalonic lactone (or mevalonic acid lactone) were identified. Mevalonic acid lactone is the precursor of the mevalonic pathway, and particularly, it is a precursor for a number of biologically important lipids, including cholesterol hormones (Buckley et al. 2002). Farnesol is the precursor of sesquiterpenoids. Drimenol compounds, bi-cyclic-sesquiterpene alcohols, can be synthesized from trans-trans farnesol via cyclization and rearrangement (Polovinka et al. 1994). They have also been identified in the basidiomycota Lentinus lepideus as secondary metabolites. After 12 days in the growth phase, ${\beta}$-elemene caryophyllene, ${\delta}$-cadiene, and eudesmane were detected with ${\beta}$-eudesmol. The data showed the synthesis of sesquiterpene hydrocarbons with bi-cyclic structures. These compounds can be synthesized from FPP by cyclization. Cyclic terpenoids are synthesized through the formation of a carbon skeleton from linear precursors by terpene cyclase, which is followed by chemical modification by oxidation, reduction, methylation, etc. Sesquiterpene cyclase is a key branch-point enzyme that catalyzes the complex intermolecular cyclization of the linear prenyl diphosphate into cyclic hydrocarbons (Toyomasu et al. 2007). After 20 days in stationary phase, the oxygenated structures eudesmol, elemol, and caryophyllene oxide were detected. Thus, after growth, sesquiterpenes were identified. Per these results, we showed that terpene metabolism in wood-rotting fungi occurs in the stationary phase. We also showed that such metabolism can be controlled by magnesium supplementation in the growth medium. In conclusion, we identified P. brumalis as a wood-rotting fungus that can produce sesquiterpenes. To mechanistically understand eudesmane-type sesquiterpene biosynthesis in P. brumalis, further research into the genes regulating the dynamics of such biosynthesis is warranted.

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