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아지리딘 N-옥시드의 酸性化 자리옮김 反應에 關한 硏究
최세천,장향동,Se Chun Choi,Hyang Dong Jang 대한화학회 1983 대한화학회지 Vol.27 No.1
아지리딘 유도체들은 저온에서 아지리딘 N-옥시드 화합물들을 생성하는데 쓰여졌으며, 이 N-옥시드 화합물들은 수소이온이 첨가된 아지리딘처럼 실온에서 쉽게 분해하거나 또는 자리 옮김 반응을 일으켰다. N-옥시드 화합물이 분해하여 생성되는 니트로소 3차 부탄 화합물은 푸른색을 띄므로 쉽게 알 수 있다. 이 화합물은 아지리딘 고리의 탄소원자에 알킬기가 치환되지 않고, 아지리딘의 질소원자에 3차 부틸기와 같이 N-옥시드 자리옮김 반응이 불가능할 경우에 주요생성물임을 밝혔다. 그러나 알킬기로 치환되었을 경우 메틸기일 때는 대부분의 아지리딘이 시그마트로픽 자리옮김 반응이 일어나 올레핀 화합물이 생성되었다. 이때 아지리딘 고리의 질소에는 3차 부틸기가 치환된 때이다. 만일 질소에 3차 부틸기를 에틸기로 치환하면 아지리딘 고리에 자리옮김 반응이 일어나지 않고 에틸기가 에틸렌으로 제거 반응이 일어나서 N-히드록시 아지리딘 화합물이 생성되었다. Aziridine derivatives were utilized for the formation of aziridine N-oxides at low temperature, which were subject to easy decomposition and/or rearrangement like the protonated aziridines at room temperature. t-Butyl nitroso compound formed by the decomposition of N-oxide is easily characterized by its blue color and it is the major product in case that no branched alkyl groups are substituted on the carbon atoms of the aziridine ring and the stationary groups on the nitrogen are inert to rearrange the oxide such as the t-butyl group. The oxidative rearrangement products, however, are mainly formed when the substituents are methyl or ethyl group on the carbon atoms. It is interesting to see that the sigmatropic rearrangement of 2-ethyl aziridine gave only cis olefinic compound selectively in case that t-butyl group was substituted on the nitrogen, whereas N-hydroxy aziridine compounds were formed exclusively when t-butyl group was replaced with ethyl group.
HPLC 및 ELISA법에 의한 오염된 귤로부터 아플라톡신 B₁의 정량분석에 관한 연구
백광균,김진목,장향동 서울産業大學校 1997 논문집 Vol.45 No.1
아플라톡신 B1은 발암성 물질로서 Aflatoxin 화합물 중 독성이 가장 강한 것으로 알려져 있다. 아플라톡신 B₁의 온도와 상대습도 변화에 따른 생성량을 조사하기 위하여 귤에 Aspergillus flavus KCCM 35078 균을 접종하여 각각 상대습도 50%, 60%, 70%에서 25℃, 30℃, 35℃, 배양 시간은 72, 96, 120, 144, 168시간 동안 정치 배양하였다. 이때 Aflatoxin B₁의 생성량을 high performance liquid chromatography(HPLC) 및 direct competitive enzyme-linked immunosorbent assay(ELISA)법으로 측정하였다. 측정 결과는 25℃에서 상대습도가 70 %, 배양 시간은 168(7일)시간에서 최대 생성량을 보였다. 결과적으로 HPLC를 이용한 정량분석은 27.32ppm이었으며, ELISA법을 이용한 정량분석은 25.26ppm 이었으므로 감도의 차이를 보였다. 그리고 HPLC 이용에 의하면 가장 적게 생성된 것은 35℃, 상대습도 50%, 배양시간은 72(3일)시간에서 0.5ppm이 나타났다. 따라서 온도와 수분함량은 Aflatoxin B₁의 생성량에 큰 영향을 미쳤다. Aflatoxin B₁의 구조는 각각 MS, ¹H-NMR 그리고 I.R.의 기기분석 방법을 이용하여 확인 하였다. It was known that Aflatoxin B₁ had the strongest poisonous character out of aflatoxin compounds as a carcinogenic substance. To search production, according to change of temperature and relative humidity of aflatoxin B₁, inoculated with Aspergillus flavus KCCM 35078 strain, orange was incubated at 25℃ 30 ℃and 35℃ in relative humidity 50%, 60% and 70% respectively and suspensive incubated for 72, 96, 120, 144 and 168 hours. At this time, production of Aflatoxin B1 was measured by high performance liquid chromatography(HPLC) and direct competitive enzyme-linked immunosorbent assay(ELISA) methods. Measuring result shows that the highest production appeared at 25℃ and its relative humidity 70%, and incubation time, 168(7 days) hours. The result that was quantitatively analyzed by using HPLC was 27.32ppm and by using ELISA was 28.26ppm and shows difference of sensitivity. By using HPLC, the lowest production that appeared at 35℃, relative humidity 50% and incubation time 72(3 day)hours, was 0.5ppm, and so temperature and moisture content influenced much production of aflatoxin B₁. The structure of aflatoixn B₁ was identification by using instrumental analysis methods of MS, ¹H-NMR, I.R. respectively.
Alanine 誘導體의 合成에 關한 硏究(第IV報) (L-α-alanine과 Oxaly Chloride의 反應 및 그 誘導體의 合成)
張香東 서울産業大學校 1975 논문집 Vol.8 No.1
Synthesis of L-α-alanine derivatives have been attempted, as a part of the study for the oxaly derivatives of L-α-amino acids. Oxanily L-α-alanine has been synthesized from L-α-alanine and oxanily chlor ide in tetrahydrofurane, and it has been, also, synthesized by direct reaction of L-α-alanine, aniline and oxalyl chloride in dioxane. Oxalyl L-α-alanine methyl ester has been synthesized from the reaction of L-α-alanine methyl ester and oxalyl chloride in benzene, and it has been, also, synthesized by direct reaction of L-α-alanine and oxalyl chloride in dioxane medium. When the resulting products are confirmed through the element analysis and infrared spectroscopy.
Aflatoxin B₁의 化學的 脫毒素化에 關한 硏究(第Ⅲ報)
張香東 서울産業大學校 1980 논문집 Vol.13 No.1
The intermediate was isolated in pure form from model system in which aflatoxin B₁reached with sodium hydroxide under elevated temperature and pressure by the elution chromatography. It were identified as β-keto sodium carboxylate, β-keto acid, furofurophenol and aflatoxin D₁ by infrared spectroscopy, and determined to molecular weights by Rast method. Aflatoxin D₁ and furofurophenol was transformed by heating of β-keto acid. The final compounds was a nonfluoroscent by destruction on ring opening reaction of δ-lactone form of aflatoxin B₁.
A flatoxin B_1의 化學的 脫毒素化에 關한 硏究(第Ⅳ報)
張香東 단국대학교 대학원 1981 學術論叢 Vol.5 No.-
On acidification of aflatoxin B_1, the lactone ring in reformed and can be extracted with chloroform (2nd report). After hydrogen peroxide treatment of the aflatoxin B_1 in alkaline medium can not be extracted by chloroform. This process dependent upon the opening of the lactone ring in pure crystall aflatoxin B_1 are effectively distroyed on pH=9 and pH=10, 100℃, and 0.125M―H_2O_2 The lactone ring of aflatoxin B_1 opens in the hydrogen peroxide by alkaline medium to yield the carboxyl and hydroxyl group. The separation of opened compound was carried out by elution chromatography. The identification of opened compound was determined to molecular weight by titration and Rast method, and it was confirmed by infrared spectroscopy.
김진목,장향동 서울産業大學校 1994 논문집 Vol.40 No.1
아플라톡신 G₁(AFG₁)을 클로로포름 溶媒內에 오존화시킨 酸素 (오존)로 酸化시키면 마지막 푸란고리의 二重結合이 酸化되어 外向 2,3-옥시도(에폭시드)가 얻어졌다. 그리고 이 反應은 -78.5 ℃에서 1時間 遂行하였다. 클로로포름 溶媒는 窒素 가스를 흘려 보내어 除去시키고, 그리고 이때의 殘溜物은 蒸溜에 의하여 分離시켰다. 外向 2,3-옥시드(에폭시드)는 赤外線 分光 光度器(I.R), 水素 및 炭素-13 核 磁氣 共鳴 分光器(PMR & CMR)를 이용하여 構造를 確認하였으며, 가스크로마토그래피 / 質量 分析 分光器 (GC/MS)에 의하여 分子量을 測定하여 各各 確認하였다. The oxidation of aflatoxin G₁(AFG₁) by ozonized oxygen (O₃) in chloroform solvent gave the exo 2, 3-oxide(epoxide) in double bond of the terminal furane ring and this reaction have been carried out 1hr at -78.5℃. The chloroform solvent was removed in a stream of nitrogen and the residue was separated by evaporation. The 2, 3-oxide(epoxide) have been identified by using infrared spectrophotometer (I.R), proton and carbon-13 unclear magnetic resonance spectrometer (PMR & CMR) and determined to molecular weight by gas chromatography/mass spectrometer (GC/MS), respectively.