• Bulletin of the Korean Chemical Society
• /
• 제31권5호
• /
• pp.1289-1294
• /
• 2010

Novel $H_8$-binaphthol-based chiral receptors appended with an uryl moiety (2a) and a guanidinium moiety (2b) have been designed and synthesized for the enantioselective recognition of 1,2-amino alcohols via reversible imine formation. The selectivities ($K_R/K_S$ = 9.8 ~ 19.4) of 2b in imine formation with 1,2-amino alcohols are higher than those of 2a ($K_R/K_S$ = 1.8 ~ 4.5). Similar efficiency trend have been observed in the conversion of L-amino acids to D-amino acids, i.e., the efficiency of the receptor 2b (D/L ratio: 4.3 ~ 10.1) is superior to 2a (D/L ratio: 4.0 ~ 8.7).

• 분석과학
• /
• 제36권4호
• /
• pp.143-151
• /
• 2023

Considering the greater role of α-amino acids in our daily lives, the enantiomer resolution of seven α-amino acids derivatized with fluorogenic reagent (4-fluoro-7-nitro-2,1,3-benzoxadiazole, NBD-F) by chiral HPLC on amylose or cellulose trisphenylcarbamate derived chiral stationary phases (CSPs) under simultaneous ultraviolet (UV) and fluorescence (FL) detection was performed. The degree of enantioseparation and resolution was affected by nature and selector backbones of the CSPs as well as the kind of amino acids. Baseline enantiomer separation and resolutions were observed for the enantiomers of all analytes as NBD derivatives especially on coated type amylose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralpak AD-H and Lux Amylose-1). The other CSPs also showed good enantioselectivity except for the CSPs (Chiralpak IB, Chiralcel OD-H and Lux Cellulose-1) having cellulose tris(3,5-dimethylphenylcarbamate) as chiral selectors. The developed analytical chiral method was applied to determine the enantiomeric purity of seven commercially available L-α-amino acids and the impurities as D-forms were found to be in the range 0.08-0.87 %, respectively. The intra- and interday accuracy and precision assays showed high accuracy and precision of the developed analytical method. This chiral HPLC method for the enantiomer resolution of amino acids using fluorescent derivatization could be useful for the determination of enantiomeric purity of pharmaceuticals and biological study for amino acid type compounds among chiral drugs.

• 대한화학회지
• /
• 제54권4호
• /
• pp.429-436
• /
• 2010

Guanine (1)으로부터 생물활성이 있는 halogenopurines계 화합물을 합성하였다. Guanine을 acetic anhydride와 반응시켜서 2,9-diacetylguanine (2-1)을 합성하여 얻어진 화합물을 $POCl_3$와 반응시켜서 화합물 3a를 합성하고, 다음 단계에서 2-amino-6-halogenopurines (3b-d)를 합성하였다. 2-Halogenopurines (2-2a-d, 4-2a-d, 5a-d)을 2-amino-6-substituted purines (1, 3a, 4-1)로부터 효율적으로 합성한 후에, 새로운 화합물인 2-2a, 2-2c, 2-2d, 4-2c, 4-2d, 5b, 5c 및 5d를 합성하였다. 합성한 화합물의 구조를 원소분석, $^1H$ NMR, mass spectral data로 확인하였으며, 합성한 화합물에 대한 항균 활성을 시험하였다.

• 대한화학회지
• /
• 제54권5호
• /
• pp.506-514
• /
• 2010

benzoylisothiocyanate 와 아스파르트산 [BATA] (1), 글루탐산 [BATG] (2), 메티오닌 [BATM] (3), 루신 [BATL] (4), 및 트립토판 [BATT] (5) 등의 다양한 아미노산을 반응시켜 일련의 새로운 리간드인 N-[(benzoylamino)-thioxomethyl]-amino acid (HL)를 합성하였다. 이들 리간드의 특성을 원소분석, IR 및 NMR로 규명하였다. 이러한 리간드 (6-8)의 몇가지 전이금속 착물을 제조하여[M = Cu(II), Co(II), 또는 Ni(II)] 원소분석, IR 및 $^1H$ NMR을 통하여 특성을 규명하였다. 항균성에 대한 연구 결과 모든 리간드가 항균 활성을 보이지 않는 반면, ($ML_2$) 착물; [M=Cu(II),Co(II), 또는 Ni(II)]은 (Gram -ive) Escherichia (NCTC5933) 및 (Gram +ive) Staphylococcus (NCTC6571)에 대해 항균 활성을 보였으며 또한 (BALB/C) 알비노 쥐에 대해 독성을 보이지 않았다.

• 약학회지
• /
• 제29권2호
• /
• pp.62-69
• /
• 1985

The isomeric intermediates, $3{\alpha}$and $3{\beta}-amino-5{\alpha}-cholestane required for the synthesis of N-nitrosoureas, N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\alpha}-amino-5{\alpha}$-cholestane (9), N-methyl-N-nitrosocarbamoyl-3${\alpha}-amino-5{\alpha}-cholestane$ (10), N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$: (7), and N-methyl-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$ (8) were obtained through the $LiAlH_{4}$ reduction of $5{\alpha}$-cholestan-3-one oxime, followed by the chromatographic separation: the assignment of the stereochemistry of both isomers were based on the shape and chemical shift of $C_{3}$-proton resonances on their NMR spectra and on the elution mobility on the TLC. The urea intermediates, N-(2-chloroethyl) carbamoyl-3.alpha.-amino-5.alpha.-cholestane (13), N-methylcarbamoyl-$3{\alpha}-amino-5{\alpha}-cholestane$ (14), N-(2-chloroethyl) carbamoyl-$3{\beta}-amino-5{\alpha}-cholestane (11) and N-methyl-$3{\beta}-amino-5{\alpha}$-cholestane (12) were prepared by the treatment of each isomers ($3{\alpha}$-amino-and $3{\beta}-amino-5{\alpha}$-cholestane) with alkyl isocyanates in anhydrous $CHCl_{3}$, and the corresponding nitrosoureas, 7-10 were obtained by the nitrosation of the ureas, 11-14, with AcOH (or HCOOH)/$NaNO_{2}$ in ice-cold condition. The inhibitory activity of the nitrosoureas, 7-10, and their intermediates, 12-14 towards the growth of L1210 murine leukemia cells, were examined. Among them, the compounds 9 and 10 exhibited high activity having $ED_{50}$ to be 5.5g/ml and 6.1g/ml, respectively.

• 한국패류학회지
• /
• 제19권2호
• /
• pp.95-106
• /
• 2003

The compositions of amino acid in 6 monocultured benthic diatoms used in aquaculture of Haliotis discus hannai were analyzed, and effects of 15 artificial synthetic amino acids on the settlement and metamorphosis of H. discus hannai larvae. Results showed that the content of L-aspartic acid was highest in all diatoms, and that of L-glutamic acid was second high. In experiment using settlement slat without benthic diatom attached, the highest settlement rate (33.3 ${\pm}$ 8.8%) was obtained with L-glutamic acid, and a higher value (16.7 ${\pm}$ 3.3%) was found with L-aspartic acid at 24 h after experimental commencement, compared to that of control (8.6 ${\pm}$ 5.1%). 80 h later the metamorphosis rates of L-glutamic acid (86.7 ${\pm}$ 10.7%) and L-aspartic acid (80.0 ${\pm}$ 3.3%) groups were higher than control group(0) and other amino acids significantly. The response rate of L-glutamic acid was the highest (62.0%), and those of L-aspartic acid (30.0%) and L-threonine (25.3%) groups were also significantly higher than control group. In the experiment using settlement slat with benthic diatom attached, the best effect of various amino acids on induction of larval settlement was obtained with L-glutamic (82.0 ${\pm}$ 6.9%) and L-aspartic acid (78.7 ${\pm}$ 5.1%) at 24 h after experimental commencement. The settlement rates of L-histidine, L-leucine, L-lysine, L-methionine, L-phenylalanine, and L-tyrosine groups were significantly lower than control group. The same differences in the metamorphosis rate at 56 h after experimental commencement and in the response rate were found. It should be noted that after 80 h the metamorphosis rates of L-histidine (74.0 ${\pm}$ 12.0%) and L-lysine (87.0 ${\pm}$ 8.8%) declined rapidly compared to those of 56 h (8.0 ${\pm}$ 12.0%; 7.7 ${\pm}$ 12.0%).

• 약학회지
• /
• 제40권3호
• /
• pp.300-305
• /
• 1996

The base-induced elimination of N-protected 2-(bromomethyl)pyrrolidines 12a-c with KHMDS in THF at -78$^{\circ}C$ for 1h gave exocyclic enamines 13a-c. The acidic catalyzed pr otonation on ${\beta}$-carbon atom of 2-(methylene)pyrrolidines 13a-c with $H_3PO_4$ formed endocyclic N-iminium intermediates 14(or 15). Nucleophilic attack of alpha-carbon atom and hydrolysis of N-iminium ion gave carbocationic adduct (aminoalcohol) 16 from which 5-amino-2-pentanones 17a-c were formed after deprotonation.

• 대한화학회지
• /
• 제53권2호
• /
• pp.159-165
• /
• 2009

2-Amino-5-Substituted-1,3,4-Oxadiazoles의 합성은 비분활된 셀에서 포텐셜 전기분해의 제어하에 백금전극의 세미카바존 전기적 산화로부터 수행되었다. 이것은 유기화학 합성분야에서 환경적으로 양호한 방법이다. 아세트산 및 아세트니트릴, 무수용매와 리튬 과염소산염 이 전기적 산화에서 전기분해을 위하여 사용 되어졌다. 생성물은 IR, $^1H$-NMR, $^{13}C$-NMR 그리고 원소분석을 통해 구조분석 하였다.

• Bulletin of the Korean Chemical Society
• /
• 제30권7호
• /
• pp.1647-1650
• /
• 2009

• 한국식품영양과학회지
• /
• 제5권1호
• /
• pp.75-80
• /
• 1976

우모(牛毛) 및 모발을 단백질자원(蛋白質資源)으로 이용하고자 그 처리 가공방법(加工方法)을 실험하여 얻은 결과를 요약하면 다음과 같다. (1) 알칼리 분해(分解)는 NaOH 1% 용액(溶液)에 우모(牛毛) 및 모발을 10% 투입하여 $100^{\circ}C$에서 $25{\sim}30$분(分) 가열 분해(分解)하면 팽윤하여 연화분해(軟化分解)된다. (2) 이것을 humin질(質), fiber 등 불순물과 이물(異物)에서 단백질(蛋白質)을 분리(分離)해 내는 데는 용해도차(差) 및 등전점(等電點) pH를 이용하여 분리단백질(分離蛋白質)을 만들 수 있었다. (3) 분리단백질(分離蛋白質)은 pH $3{\sim}4.5$의 등전점(等電點) pH 를 가졌고 이의 조성(組成)은 대부분이 단백질(蛋白質)로 되어 있고 amino acid조성도 비교적 좋아서 단백질(蛋白質)로 이용할 만했다. (4) 산분해(酸分解)는 20%의 HCl, $H_2SO_4$ 용액에 액량(液量)의 30%의 keratin을 투입하여 분해시킴이 좋았고 불순물은 용액도차(溶液度差) 및 흡착제로 제거할 수 있었다. (5) 이때의 amino acid concentrate는 분리단백질(分離蛋白質)과 같이 몇 종의 필수아미노산을 안가(安價)로 강화(强化)시키면 훌륭한 단백질자원(蛋白質資源)으로 활용(活用)할 수 있을 것으로 사료된다.