• 한국미생물학회:학술대회논문집
• /
• 한국미생물학회 2007년도 International Meeting of the Microbiological Society of Korea
• /
• pp.92-93
• /
• 2007

• Bulletin of the Korean Chemical Society
• /
• 제20권10호
• /
• pp.1218-1220
• /
• 1999

• Bulletin of the Korean Chemical Society
• /
• 제6권3호
• /
• pp.173-175
• /
• 1985

• 한국생물공학회:학술대회논문집
• /
• 한국생물공학회 2002년도 생물공학의 동향 (X)
• /
• pp.457-460
• /
• 2002

In an effort to isolate novel strains expressing a thermostable esterase that hydrolyzed the rac-ketoprofen ethyl ester to ketoprofen in the stereospecific manner, we screened various soils and composts from broad ecological niches in which the activity was expected to be found. Three hundreds of microbial strains were tested to determine their ester-hydrolyzing activity by using an agar plate containing insoluble tributyrin as an indicative substrate, and then further screened by activity on the (R,S)-ketoprofen ethyl ester. Twenty-six strains were screened primarily at high growth and incubation temperature and further compared the ability to ethyl ester-hydrolyzing activity in terms of conversion yield and chiral specificity. Consequently, a strain JYl44 was isolated as a novel strain that produced a (R)-stereospecific esterase with high stability and systematically identified as a Bacillus stearothermophilus JY144. The enzyme indeed stables at a broad range of temperature, upto 65 $^{\circ}C$, and pH ranging from 6.0 to 10.0. The optimal temperature and pH for enzymatic conversion were 50 $^{\circ}C$ and 9.0, respectively. Based on the observations that resulted a poor cell growth, and enzyme expression in wild type strain, we further attempted the gene cloning into a general host Escherichia coli and determined its primary structure, concomitantly resulting a high level expression of the enzyme. The cloned gene had an open reading frame (250 amino acids) with a calculated molecular mass of 27.4 kDa, and its primary structure showed a relative high homology (45-52 %) to the esterases from Streptomyces and Bacillus strains. The recombinant whole cell enzyme could efficiently convert the rac-ketoprofen ethyl ester to (R)-ketoprofen, with optical purity of 99 % and yield of 49 %.

• 생약학회지
• /
• 제26권3호
• /
• pp.227-238
• /
• 1995

Recent reports on biotransformation of monoterpene alchols, aldehydes, acetates and epoxides are summerized. The studies have focused on stereospecific reaction of the functional groups of exogenous foreign substrates by foreign plant cells and micro-organisms. An another important aspect of research is the development of the immobilization technique for cells or related enzymes.

• 대한화학회지
• /
• 제26권4호
• /
• pp.256-260
• /
• 1982

• Bulletin of the Korean Chemical Society
• /
• 제16권10호
• /
• pp.985-988
• /
• 1995

2-Epideoxymannojirimycin 1 and (2R,3R,4R,5R)-3,4,5-trihydroxypipecolic acid 2 were prepared starting from D-glucosamic acid as a chiral educt. Key transformations were selective removal of the terminal isopropylidene group and intramolecular cyclization by SN2 reaction.

• 약학회지
• /
• 제30권6호
• /
• pp.352-355
• /
• 1986

Methyl-6-deoxy-$\beta$-L-idopyranoside was prepared in good yield by treatment of methyl 2,3,4-tri-O-benzyl-6-deoxy-$\alpha$-D-xylo-hex-5-enopyranoside with H$_2$ on pd, followed by reaction of Na/NH$_3$ at $-50^{\circ}C$. The ratio of L-idopyranoside and D-glucopyranoside was 7 to 1 in 80.7%. It was confirmed that L-idopyranoside was 1C conformation as being expected.

• Bulletin of the Korean Chemical Society
• /
• 제15권7호
• /
• pp.559-563
• /
• 1994

Glycosylation of benzoylated glycosyl halides of glucose, galactose and mannose with potassium p-nitrophenoxide and 18-crown-6 complex in chloroform resulted in the stereospecific formation of 1,2-trans p-nitrophenyl glycopyranosides in good yields. The same reaction with benzylated mannopyranosyl chloride gave the ${\alpha}-and\;{\beta}-p-nitrophenyl$ mannopyranosides in 3 : 1 ratio. However, acetylated 2-azido-altropyranosyl chloride gave ${\beta}-p-nitrophenyl$ altropyranoside only.

• 대한화학회지
• /
• 제31권2호
• /
• pp.197-202
• /
• 1987

cis 및 trans 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide (b) 및 (c)의 sigmatropic rearrangement에 의하여 생성되는 각각의 sulfenic acid (d) 및 (f)는 deuterium exchange reaction에 의하여 확인되었다. cis와 sulfoxide (b)와 (c)의 이성질화가 중성조건하에서는 일어나지 않으나, 산성촉매 존재하에서는 일어난다는 것이 발견되었다. 중성조건하에서 이성질화가 일어나지 않는 것은 sulfenic acid의 SOH 산소원자와 NH proton 사이의 수소결합이 관여하는 stereospecific recyclization에 기인하거나 기하학적 요구에 기인한다고 설명된다. 한편 cis sulfoxide (b)와 trans sulfoxide (c)의 혼합물을 주는 전구물질 1, 3-oxathiolane의 산화반응에서 benzene seleninic acid를 촉매로 하는 $H_2O_2$의 산화에 의하여 cis sulfoxide (b)가 높은 수율로 선택적으로 얻어졌다.