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Lipase를 이용한 (S)-3-acetoxy-2-methylpropanol의 제조
서영배,서연찬,이갑득 한국미생물생명공학회 ( 구 한국산업미생물학회 ) 1996 한국미생물·생명공학회지 Vol.24 No.2
Captopril, α-tocopherol, erythromycin A, muscone과 같은 의약품, 향료등 생리활성물질의 합성에 있어서 유용한 중간원료로 이용되는 광학활성인 D-(-)-β-hydroxyisobutyric acid를 제조하기 위하여 그 전구체로 (S)-3-acyloxy-2-methylpropanol을 선정하여 lipase의 부제가수분해반응을 이용하여 이의 개발을 시도하였다. 대칭성 기질 2-methyl-1,3-propanediol diacetate 2를 다양한 lipase를 사용하여 부제가수분해(asymmetric hydrolysis)시킨 결과 lipase PS(Amano 제약, Pseudomonas sp.)의 경우는 phosphate buffer pH 7.0 조건하에서 광학순도(optical purity) 95% e.e.의 (R)-(-)-3-acetoxy-2-methylpropanol을 80% 수율로 생산하였으며, lipase AY(Candida rugosa)의 경우는 phosphate buffer pH 6.5/isobutyl alcohol (1/1), O℃의 조건하에서 목적으로 한 (S)-3-acetoxy-2-methylpropanol 3을 광학순도 약 60% e.e.로 생산하였다. Optically active carboxylic acid, D-(-)-β-hydroxyisobutyric acid {(D)-(-)-HIBA} is a useful chiral starting material for the preparation of enantiomerically pure bioactive compounds which have a chiral methyl carbon center in the molecule such as captopril, α-tocopherol, erythromycin A, muscone and so on. (S)-3-Acetoxy-2-mthylpropanol can be used as the precursor of (D)-(-)-HIBA, that is, chemical oxidation of the hydroxyl group and subsequent hydrolysis of acyl group in (S)-3-acetoxy-2-methylpropanol affords D-(-)-β-hydroxyisobutyric acid. (S)-3-acetoxy-2-methylpropanol was prepared by lipase-catalyzed asymmetric hydrolysis. In the enzymatic hydrolysis system, lipase AY (Candida rugosa) provided the expected (S)-3-acetoxy-2-methylpropanol in 60% e.e. of the enantiomeric purity under the phosphate buffer and organic co-solvent system.
Aspergillus niger로 부터 α-glucosidase 발현억제 형질전환체의 분리
이동건,이진영,서영배 한국미생물생명공학회 ( 구 한국산업미생물학회 ) 1996 한국미생물·생명공학회지 Vol.24 No.4
We have already cloned an extracellular α-glucosidase gene from Aspergillus niger with oligonucleotide probe synthesized on the basis of the peptide sequences determined previously. The DNA sequence revealed an open reading frame of 895 amino acids split by three introns. We are attempting to construct an A. niger strain deficient in the α-glucosidase enzyme activity, which would be useful for the glucoamylase production without contamination by the industrially undesirable α-glucosidase. For destruction of the α-glucosidase gene, we try to make transformations. A cloned partial α-glucosidase gene was introduced into Aspergillus niger, and transformants with suppressed α-glucosidase activity were isolated. The transformants were cultured on YPD medium which contained Hygromycin B at 30℃. The activity of α-glucosidase of the suppressed transformants was compared to that of wild type activity. As shown by southern-hybridization, we detected that the transformant was a heterocaryon.
發癌物質과 非發癌物質의 DNA-Modifying Activity에 대한 量子生物學的 解釋
李佶俊,林周相,宋寧大,徐榮培,朴柄珏 嶺南大學校 基礎科學硏究所 1990 基礎科學硏究 Vol.10 No.-
LCAOMO calculation has been carried out for thirty chemical carcinogens and nine metabolites of them. The LUMO electron density which is a measure of ability electron to be accepted and observed DNA-Modifying activity which is a measure of mutation relationship was considered. It was found that the sum of LUMO electron density of 1, 2, 4-positions of a relevant trans-butadiene type (F??) in the compound was correlative to DNA-Modifying activity. This means that carcinogenesis closely relate to mutagensis, since the LUMO electron density is a measure of carcinogenic activity of carcinogens as shown earlier. It was also found that LUMO electron density of 1, 2, 4-positions in compounds increase with their metabolic activation. This is in agreement with the experimental result that carcinogen is more electrophilic as metabolic activation. In conclusion, it may be possible to give a theoretical interpretation on the mutation of chemical carcinogens and explain theoretically the fact that the compound have a strong elestrophilicity on metabolic activation.
Kim, Bieong-Kil,Seu, Young-Bae,Bae, Yun-Ui,Kwak, Tae-Won,Kang, Hyungu,Moon, Ik-Jae,Hwang, Guen-Bae,Park, So-Young,Doh, Kyung-Oh Molecular Diversity Preservation International (MD 2014 INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES Vol.15 No.5
<P>Cationic liposomes are broadly used as non-viral vectors to deliver genetic materials that can be used to treat various diseases including cancer. To circumvent problems associated with cationic liposome-mediated delivery systems such as low transfection efficiency and serum-induced inhibition, cholesterol-based cationic lipids have been synthesized that resist the effects of serum. The introduction of an ether-type linkage and extension of the aminopropyl head group on the cholesterol backbone increased the transfection efficiency and DNA binding affinity compared to a carbamoyl-type linkage and a mono aminopropyl head group, respectively. Under optimal conditions, each liposome formulation showed higher transfection efficiency in AGS and Huh-7 cells than commercially available cationic liposomes, particularly in the presence of serum. The following molecular structures were found to have a positive effect on transfection properties: (i) extended aminopropyl head groups for a strong binding affinity to plasmid DNA; (ii) an ether linkage that favors electrostatic binding to plasmid DNA; and (iii) a cholesterol backbone for serum resistance.</P>
Kim, Kwang Seok,Kim, Min-Sun,Seu, Young Bae,Chung, Hae Young,Kim, Jung Hye,Kim, Jae-Ryong BLACKWELL PUBLISHING 2007 AGING CELL Vol.6 No.4
<P>Summary</P><P>Insulin/insulin-like growth factor (IGF) signaling pathways are among the most conserved processes in aging in organisms ranging from yeast to mammals. Previously, using cDNA microarray technology, we reported that expression of IGF-binding protein 3 (IGFBP3), one of the IGF-binding proteins, was increased with age in human dermal fibroblasts. In this study, the role of IGFBP3 on cellular senescence was studied in human umbilical vein endothelial cells (HUVEC). The expression levels of IGFBP3 mRNA and protein were increased in HUVECs with age. Knockdown of IGFBP3 in old cells with IGFBP3 short hairpin RNA (shRNA) retrovirus resulted in the partial reduction of a variety of senescent phenotypes, such as changes in cell morphology, and decreases in population doubling times and senescence-associated &bgr;-galactosidase (SA-&bgr;-gal) staining. Down-regulation of IGFBP3 rescued the growth arrest induced by p53 overexpression in young HUVECs. In contrast, up-regulation of IGFBP3 in young cells and prolonged IGFBP3 treatment accelerated cellular senescence, confirmed by cell proliferation and SA-&bgr;-gal staining. The FOXO3a (forkhead box O3a) protein level was increased in old IGFBP3 shRNA cells. The treatment of young HUVECs with IGFBP3 repressed the levels of FOXO3a protein. Furthermore, calorie restriction reduced IGFBP3 protein levels, which were found to be increased with age in the rat liver and serum. These results suggest that IGFBP3 might play an important role in the cellular senescence of HUVECs as well as <I>in vivo</I> aging.</P>
Aspergillus itaconicus 유래 itaconic acid의 ester-monomer를 이용한 새로운 soft contact lens 소재 개발
유영현(Young-Hyun You),남주형(Joo-Hyeung Nam),김병길(Bieong-Kil Kim),김순복(Soon bok Kim),문익재(Ik-Jae Moon),김종필(Jong-Pil Kim),서영배(Young-Bae Seu) 한국생명과학회 2009 생명과학회지 Vol.19 No.4
본 연구는 itaconic acid로부터 합성한 새로운 soft contact lens 소재의 함수율과 산소투과도를 확인 하였다. Soft contact lens의 새로운 polymer소재 개발을 위하여 기본 monomer인 HEMA (2-hydroxyethyl methacrylate)와 가교제로서 EGDMA (ethylene glycol dimethacrylate) 그리고 A. itaconicus의 발효에 의해 생산된 itaconic acid로부터 얻어진 mono-ester 1과 di-ester 2를 새로운 첨가제로 사용하여 중합반응을 시도하였다. Soft contact lens의 새로운 폴리머 소재들은 HEMA와 mono-ester 1 또는 di-ester 2를 서로 다른 비율로 합성하여 함수율(water content)과 산소투과도(oxygen permeability)를 분석하였다. Polymer 형성을 위한 HEMA와 additive의 혼합에서 HEMA/mono-ester 1의 혼합물은 HEMA/di-ester 2 보다 함수율과 산소투과도가 뛰어 났으며 HEMA와 첨가제 mono-ester 1 (15%)를 이용한 중합의 경우, 제작된 soft contact lens의 함수율과 산소투과도는 각각 57.7%와 28.6 Dk로 좋은 값을 나타냈다. 새로운 소재를 사용하여 만든 soft contact lens의 함수율과 산소투과도는 우수하게 나타났다. In this study, we confirmed water content and oxygen permeability of new polymeric materials synthesized from itaconic acid used for soft contact lenses. In this study, we polymerized materials for soft contact lenses using HEMA (2-hydroxyethyl methacrylate), the based-monomer of soft contact lenses, EGDMA (ethylene glycol dimethacrylate) as a cross linkage agent, and the new additives mono-ester or di-ester derived from itaconic acid commercially produced by the fermentation of A. itaconicus. New polymer materials for contact lenses were synthesized with the mixture of HEMA and mono- or di-ester at different ratios and water content and oxygen permeability (Dk) was analyzed. In polymerizing HEMA and mono-ester (15%), the water content and oxygen permeability of contact lenses were found to be of good value at 57.7% and 28.6 Dk respectively. The mixture of HEMA and mono-ester is more excellent than HEMA/di-ester in regards to water content and oxygen permeability. The water content and oxygen permeability of soft contact lenses made by new polymeric materials were highly represented.