• Natural Product Sciences
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• 제17권1호
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• pp.19-22
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• 2011

Microbial metabolism of trans-2-dodecenal (1) was studied. Screening studies have revealed a number of microorganisms that are capable of metabolizing trans-2-dodecenal (1). Scale-up fermentation with Penicillium chrysogenum resulted in the production of two microbial metabolites. These metabolites were identified using spectroscopic methods as trans-2-dodecenol (2) and trans-3-dodecenoic acid (3).

• 한국균학회지
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• 제15권1호
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• pp.9-13
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• 1987

한국산 백복령을 chloroform-methanol(2 : 1, v/v) 혼합용매로 추출한 다음, 비누화 및 메델에스테르화 한 후 gas chromatography에 의하여 얻은 총24개의 Peak 중, caprylic acid($C_{8:0}$), undecanoic acld($C_{11:0}$) lauric acid($C_{12:0}$) , dodecenoic acid($C_{12:1}$) 및 Palmitic acid($C_{16:0}$)의 5 개 성분을 확인하였으며, 그중 주성분인 $C_{8:0}$과 $C_{12:1}$은, 시료 g당 $6.657{\mu}g$ 및 $10.176{\mu}g$ 이었다.

• 미생물학회지
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• 제43권2호
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• pp.130-136
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• 2007

2-단계 미생물 생물전환법을 이용하여 불포화 지방산을 다량 함유하고 있는 식물유로부터 천연 6-dodecen-4-oilde (butter lactone)을 생산하였다. Microbial lipase를 이용하여 식물유에 함유된 불포화 지방산을 분리한 후, Pseudomonas sp. NRRL B-2994의 hydroxylation 기작을 이용하여 광활성의 hydroxyl fatty acid (HFA)로 전환시켰다. Pseudomonas sp.는 불포화지방산linoleic acid를>75% 함유한 홍화유를 48시간의 생물전환공정 과정을 통해 8 g/L의 10-hydroxy-12(z)-octadecenoic acid를 생성하였으며 평균 39.2% 생물전환률을 보였다. 원심 분리된 10-hydroxy-12(z)-octadecenoic acid는 2차적으로 Yarrowia llipolytica ATCC34088의 제한적인 ${\beta}-oxidation$ 기작을 이용하여 4-hydroxy-6-dodecenoic acid로 전환되었다. 배양액 내 존재하는 4-hydroxy-6-dodecenoic acid는 $4N\;H_{2}SO_{4}$를 첨가하여 배양액을 pH 4.0로 낮추고 $100^{\circ}C$에서 5분 동안 가열하여 6-dodecen-4-oilde (butter lactone)으로 lactone화하였다. 천연 6-dodecen-4-oilde는 불포화 lactone으로 기존에 사용된 6-dodecan-4-oilde (dodecalactone) 및 4-decan-4-olide 비교하여 독특한 향 특성을 지니고 있다.

• Food Science and Biotechnology
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• 제15권1호
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• pp.107-111
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• 2006

Kernel oils of Lindera erythrocarpa seeds had high level of unusual fatty acid. Picolinyl ester of this unknown fatty acid showed molecular ion at m/z = 317 with other diagnostic ions such as m/z = 151, 191 (40 amu between two peaks), 204, and 218 on GC-MS. Characteristic peak at $720\;cm^{-1}$ appeared in IR spectrum. In $^1H-NMR$ spectrum both methylene protons at C-3 and C-6 resonated at ${\delta}2.309$ and ${\delta}2.012$, and methine protons of double bond resonated in lower magnetic field centered at ${\delta}5.296$ (C-4) and ${\delta}5.387$ (C-5) as multiplet (J = 9.7Hz). In $^{13}C-NMR$, signals at ${\delta}22.669$ and ${\delta}27.048$ were due to C-3 and C-6 of ${\delta}^4$-monoenoic acid. Results obtained from spectroscopic measurements confirmed unknown fatty acid as cis-4-tetradecenoic acid (cis-4-$C_{14:1}$). Main fatty acid components of oils were cis-4-$C_{14:1}$ (44.5-45.1%), oleic acid ($C_{18:1}$), 20.4-21.3%), and lauric acid ($C_{12:0}$, 11.6-12.4%), along with trace amounts of cis-4-$C_{12:1}$ and cis-4-$C_{16:1}$.

• Journal of Microbiology and Biotechnology
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• 제14권6호
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• pp.1217-1226
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• 2004

A psychrotrophic bacterial strain, Pseudomonas fluorescens BM07, synthesized unsaturated fatty acids (UFA) from fructose in response to lowering of growth temperature, and incorporated them into both polyhydroxyalkanoic acid (PHA) and membrane lipid. The blocking of PHA synthesis by adding 5 mM 2-bromooctanoic acid to the growth medium, containing 70 mM fructose, was found to be a useful means to profile the composition of membrane lipid by gas chromatography. As the growth temperature changed from 35 to $50^{\circ}C$, the total content of two UFA, 3-hydroxy-cis-5­dodecenoic acid ($C_{12:1}$) and 3-hydroxy-cis-7-tetradecenoic acid ($C_{14:1}$), in PHA increased from 31 to 44 $mol\%$. The growth at lower temperatures also led to an increase in the level of two major UFA, palmitoleic acid (C16:1 cis9) and cis-vaccenic acid (C18:1 cis11), in membrane lipid. A fraction of these membrane-lipid UFA was converted to their corresponding cyclopropane fatty acids (CFA). The CFA conversion was a function of culture time, exhibiting biphasic increase before and after entering the stationary phase. However, pH changes in growth media had no effect on the CFA conversion, which is contrary to the case of E. coli reported. The cells grown at $30^{\circ}C$ responded to a cold shock (lowering the medium temperature down to $10^{\circ}C$) by increasing the level of C16:1 cis9 and C 18: I cis II up to that of $10^{\circ}C$-grown control cells and concomitantly decreasing the relative level of cis-9,10­methylenehexadecanoic acid (the CFA converted from C16:1 cis9) from 14 to 8 $mol\%$, whereas the 10-grown cells exhibited little change in the lipid composition when exposed to a warmer environment of $30^{\circ}C$ for 12 h. Based on this one- way response, we suggest that this psychrotrophic strain responds more efficiently and sensitively to a cold shock than to a hot shock. It is also suggested that BM07 strain is a good producer of two unsaturated 3-hydroxyacids, $C_{12:1}\;and\;C_{141:1}$.