• Title/Summary/Keyword: S-ethyl cysteine

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Studies on Cysteine desulfhydrase Produced by Bacteria(Part II) Enzymatic Preparation of L-Cysteine Derivatives by Cysteinedesulfhydrase from Aerobacter aerogenes. (Bacteria가 생산하는 Cysteinedesulfhydrase에 관한 연구(제이보) L-Cysteine 유도체의 효소적 합성에 관하여)

  • 최용진;양한철
    • Microbiology and Biotechnology Letters
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    • v.2 no.1
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    • pp.45-50
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    • 1974
  • 1 With cysteinedesulfhydrase (E. C.4.4.1.1.) from Aerobactor aerogenes, an enzyme which catalyzes the stoichiometric conversion of L-cysteine to pyruvate, ammonia and sulfide, reversibility of the degradation of L-cysteine was investigated. It was found that the enzyme also catalized the reverse reaction of $\alpha$, $\beta$-elimination to synthesize L-cysteine derivatives from pyruvate, ammonia and sulfides when large amounts of substrates were added to the reaction mixtures. 2. The synthetic reaction by cysteinedesulfhydrase proceeded linearly with incubation time and enzyme concentrations. The optimal pH for the synthetic reaction was 10.0. 3. The results of the isolation and identification of the products showed that the L-cysteine derivatives synthesized by this enzymatic method were identical with S-methyl-L-cysteine and S-ethyl-L-cysteine respectively.

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Lipid Modulatory Functions of Cysteine Compounds Found in Genus Allium Plants in Diabetic Mice (Allium 속 식물 Cysteine화합물이 당뇨 쥐의 지질대사에 미치는 영향)

  • Choi, Seong-Hee;Park, Jeong-Ro
    • The Korean Journal of Food And Nutrition
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    • v.23 no.3
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    • pp.361-367
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    • 2010
  • In this study, cysteine compounds found in genus Allium plants, including N-acetyl cysteine(NAC), S-allyl cysteine(SAC), S-ethyl cysteine(SEC), and S-methyl cysteine(SMC), were examined for effects on blood glucose, glucose tolerance, and plasma lipid concentrations in streptozotocin(STZ)-induced diabetic mice. In the mice, the ingestion of these cysteine compounds did not affect blood glucose levels significantly. However, their ingestion did improve the diabetic symptoms of polydipsia, polyphagia, polyuria, and weight loss. Glucose tolerance was also found to be improved in the STZ diabetic animals by feeding the cysteine compounds. Treatment of the compounds also caused a slight decrease in plasma concentrations of total cholesterol along with increases in HDL-cholesterol and slight decreases in LDL-cholesterol, resulting in a significant decrease in the atherogenic index of plasma in the diabetic animals. They also showed reductions of liver triglyceride content to relieve diabetic fatty liver syndrome. In summary, the cysteine compounds such as NAC, SAC, SEC, and SMC, found in genus Allium plants, had certain beneficial effects on blood glucose metabolism along with preventing abnormalities in lipid metabolism, a complication of diabetes, by improving the atherogenic index of plasma and fatty liver in STZ-induced diabetic mice.

Synthesis of Nucleophilic Adducts of Thiols (Ⅰ). Addition of Cysteine to $\beta$-Nitrostyrene Derivatives

  • Kim, Tae-Rin;Choi, Sung-Yong
    • Bulletin of the Korean Chemical Society
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    • v.2 no.4
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    • pp.125-129
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    • 1981
  • The addition reactions of cysteine without blocking amino and carboxyl groups to substituted and unsubstituted ${\beta}$-nitro-styrene derivatives were investigated. ${\beta}$-Nitrostyrene(1a), p-methyl-${\beta}$-nitrostyrene(1b), 3,4,5-trimethoxy-$[\beta}$ -nitrostyrene(1c), $[\varpi}$-3,4-methylenedioxy-${\beta}$ -nitrostyrene(1d), o-, m- and p-chloro-${\beta}$ -nitrostyrene (1e, 1f, 1g) and o-, m- and p-methoxy-${\beta}$-nitrostyrene (1h, 1i, 1j) easily undergo addition reactions with cysteine to form S-(2-nitro-1-phenylethyl)-L-cysteine(3a), S-[2-nitro-1-(p-methyl)phenyl-ethyl]-L-cysteine(3b), S-[2-nitro-1-(3',4',5'-trimethoxy) phenylethyl]-L-cysteine(3c), S-[2-nitro-1-($[\vatpi}$ -3',4'-methylenedioxy)phenylethyl]-L-cysteine(3d), S-[2-nitro-1-(o-chloro)phenylethyl]-L-cysteine(3e), S-[2-nitro-1-(m-chloro)-phenylethyl]-L-cysteine(3f), S-[2-nitro-1-(p-chloro)phenylethyl]-L-cysteine(3g), S-[2-nitro-1-(o-methoxy)phenylethyl]-L-cysteine(3h), S-[2-nitro-1-(m-methoxy)phenylethyl]-L-cysteine(3i) and S-[2-nitro-1-(p-methoxy)phenylethyl]-L-cysteine(3j), respectively. The structure of adducts were confirmed by means of UV-spectrum, IR-spectrum, molecular weight measurement and elemental analysis. The various factors effecting the yield of cysteine adducts to ${\beta}$-nitrostyrene derivatives were also studied.

BIOACTIVATION OF DIBROMOETHANE BY CONJUGATION WITH GLUTAHIONE

  • Kim, Dong-Hyun
    • Toxicological Research
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    • v.7 no.2
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    • pp.231-238
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    • 1991
  • The pesticide and carcinogen ethylene dibromide(EDB) is metabolized both by cytosolic GSH S-transferase and by microsomal mixed function oxygenase. Cytochrome P-450 IIE1 appears to be major enzyme to metabolize EDB.EDB is activated to a mutagen by enzymatic conjugation with glutathione (GSH). Such activation is an exception to the general mode of detoxification via GSH S-transferase action. The primary DNA adduct (>95) is S-[2-(N7-guanyl)ethyl] GSH and a minor adduct is S-[2-(N7-guanyl)ethyl]cysteine, which is excreted in the urine and may serve as a biomarker of damage.

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Determination of the Homocysteine, Cysteine and Methionine in Human Plasma by Gas Chromatography with Electron Capture Detector (기체크로마토그래피-전자포획검출기를 이용한 혈장 중의 Homocysteine, Cysteine 및 Methionine의 동시 분석법)

  • Myung, Seung-Woon;Chang, Yoon-Jung;Yoo, Eun-Ah;Park, Joon-Ho;Min, Hye-Ki;Kim, Myung-Soo
    • Analytical Science and Technology
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    • v.12 no.5
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    • pp.408-414
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    • 1999
  • A selective and sensitive method for the derivatization of total homocysteine (Hcy) and the related compounds in plasma by gas chromatograph (GC)-electron capture detector (ECD) has been developed. To determine total homocysteine, cysteine (Cys), and methionine (Met) in human plasma using GC-ECD, analytes were reduced and converted into their N(O,S)-ethylearbonyl pentafluoropropyl (PFP) ester by derivatization with ethyl chloroformate and pentafluoropropyl alcohol (PFP-OH) in plasma. The best derivatizing agent N(O,S)-ethyl carbonyl PFP ester, was chosen by comparing the sensitivity of derivatized analysis in GC-ECD. The derivatized analytes in plasma were extracted by chloroform, and subsequently back-extracted with hexane and analyzed by GC-ECD. The calibration carves ($R^2$ > 0.990) were linear over the range $5-50{\mu}mol/L$ of Hcy and Met, $40-400{\mu}mol/L$ of Cys spiked in plasma. The detection limit observed by the established method was below $0.5{\mu}mol/L$. This method is highly sensitive and specific in the analysis of Hcy, Cys, and Met. Therefore, we suggest that this method is appropriate in the analysis of trace concentration of Hcy, Cys, and Met in biological fluids.

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Identification of an Essential Tryptophan Residue Residue in Alliinase from Garlic (Allium sativum) by Chemical Modification

  • Jin, Yeong Nam;Choe, Yong Hun;Yang, Cheol Hak
    • Bulletin of the Korean Chemical Society
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    • v.22 no.1
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    • pp.68-76
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    • 2001
  • We have employed chemical modification to identify amino acids essential for the catalytic activity of alliinase (EC 4.4.1.4) from garlic (Allium sativum). Alliinase degrades S-alkyl-L cysteine sulfoxides, causing the characteristic odor of garlic. The activity of alliinase was rapidly and completely inactivated by N-bromosuccinimide(NBS) and slightly decreased by succinic anhydride and N-acetylimidazole. These results indicate that tryptophanyl, lysyl, and tyrosyl residues play an important role in enzyme catalysis. The reaction of alliinase with NBA yielded a characteristic decrease in both the absorbance at 280 nm and the intrinsic fluorescence at 332 nm with increasing reagent concentration of NBS, consistent with the oxidation of tryptophan residues. Kinetic analysis, fluorometric titration of tryptophans and correlation to residual alliinase activity showed that modification of only one residue present on alliinase led to complete inhibition of alliinase activity. To identify this essential tryptophan residue, we employed chemical modification by NBS in the presence and absence of the protecting substrate analogue, S-ethyl-L-cysteine (SEC) and N-terminal sequence analysis of peptide fragment isolated by reverse phase-HPLC. A fragment containing residues 179-188 was isolated. We conclude that Trp182 is essential for alliinase activity.

Effects of the Fermented Black Garlic Extract on Lipid Metabolism and Hepatoprotection in Mice (발효흑마늘 추출물이 흰쥐의 지질대사 및 간기능 개선에 미치는 영향)

  • Chung, Soo Yeon;Han, Kyung-Hoon;Bae, Song-Hwan;Han, Sung Hee;Lee, Yong Kwon
    • The Korean Journal of Food And Nutrition
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    • v.33 no.1
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    • pp.17-26
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    • 2020
  • This study was conducted to evaluate the functionality of fermented black garlic extracts under various conditions. Black garlic powder was prepared by aging for 0~72 hours at 80℃ depending on relative humidity (RH). It showed the highest antioxidant effects among the samples; the total antioxidant activity of black garlic powders at RH 75%, 84%, and 90% for 72 hours was increased 31.9 times, 28.2 times, and 22.6 times compared with that of the fresh garlic powder, respectively. Also, the alliin content was gradually decreased. S-ally-L-cysteine and S-ethyl-cysteine levels were increased; the highest values were 495.9 ㎍/g and 1,769.7 ㎍/g after aging for 72 hours at RH 75%. Aspartate transaminase (AST) and alanine transaminase (ALT) levels were increased following high fat diet feeding, but the rise was obviously reduced by administration of black garlic extract. The total cholesterol, LDL/VLDL-cholesterol, and triglyceride contents in serum were significantly lower in methionine and choline deficient (MCD) diet treatment groups than in the positive control group. The concentration was increased following the intake of black garlic and fermented black garlic extracts. Therefore, black garlic extracts could be an ideal material as a dietary supplement in healthy functional foods to improve the effects on fatty liver.

Analysis of Free Amino Acids and Flavors in Fermented Jujube Wine by HPLC and GC/MS (GC-MS 및 HPLC를 이용한 대추발효주의 유리 아미노산 및 향기성분 분석)

  • Chun, Myoung Sook;Kim, Soon Jin;Noh, Bong Soo
    • Korean Journal of Food Science and Technology
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    • v.44 no.6
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    • pp.779-784
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    • 2012
  • Characteristic chemical compositions of jujube wine using different preparation methods including fermentation were investigated. Fermentation for jujube wine started using whole fruit (JW1), seed-removed fruit (JW2) and whole fruit heated at $100^{\circ}C$ for 2 h and then extracted (JW3). The free amino acids and flavors were analyzed quantitatively by HPLC and GC-MS. A total of 18 amino acids were identified in all samples. The amount of total free amino acids was detected from 141-210 ppm (JW1), 147-342 ppm (JW2), and 336-362 ppm (JW3). Large amounts of proline, aspartate, glutamate, arginine and alanine were detected in jujube wine. Thirteen kinds of volatile compounds including six alcoholic compounds (ethyl alcohol, iso-butyl alcohol, n-butyl alcohol, iso-amyl alcohol, n-amyl alcohol, and phenethyl alcohol), four ester (ethyl acetate, hexyl acetate, ethyl caprylate, and phenethyl acetate) and three aldehydes (diethylacetal, furfural, and benzaldehyde) were detected. Ethyl alcohol (30.50-33.95% peak area), benzaldehyde (2.55-15.97% ratio), furfural (0.07-15.28% ratio), iso-amyl alcohol (1.04-14.73% ratio), and phenethyl acetal (0.78-9.28% ratio) were abundant in jujube wine.

Purification and Characterization of Alliinase from Garlic of Korean Origin (한국산 마늘 alliinase의 분리 및 특성)

  • Kim, Mee-Ree;Song, Moung-Jhu;Jhee, Ok-Hwa;Ahn, Seung-Yo
    • Korean journal of food and cookery science
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    • v.10 no.4
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    • pp.376-380
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    • 1994
  • 마늘의 alliinase를 ammonium sulfate 분획과 hydroxylapatite chromatography, concanavalin A-Sepharose affinity chromatography에 의해 정제하여, 23% 의 회수율과 7.6배 정제도를 나타내었다(specific activity 116.6 units/mg). SDS-polyacrylamide gel electrophoresis에서 단일 band를 나타내므로 순수한 aliinase 로 추측되며 이 효소의 분자량은 42K 로 추정된다. 기질로서 S-ethyl-L-cysteine sulfoxide를 사용한 이 효소의 $V_max$값은 2.27${\mu}$monl/mg.min이고 $K_m$은 1O mM이다 . 정제효소의 optimum pH는 6.5 phosphate buffer이며, 40$^{\circ}C$에서 최대활성을 나타내었다. Activation energy value($E^*$)는 4.6Kcal/mole로 추정된다.

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Studies on Intergeneric Protoplast fusion and L-Lysine Productivity

  • 이인선;조정일
    • Journal of the East Asian Society of Dietary Life
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    • v.5 no.1
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    • pp.93-99
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    • 1995
  • For the improvement of the L-lysine productivity of Brevibacterium flavum and Corynebacterium glutamicum, fusants were induced by interspecific protoplast fusion of Bacillus subtilis with C. glutamicum and B. flavum. The following results were obtained through protoplast formation of strains condition of protoplast fusion, characteristics of the fusants, and the productivity of lysine form starch. B. flavum BF-5 and C. glutamicum protoplasts were made by the treatment of 0.3unit/$m\ell$ of penicillin G at the early stationary growth phase for 2 hours followed by incubation with 10mg/$m\ell$ of lysozyme at 37$^{\circ}C$ for 120 min. When a mixture of the protoplast was treated with 30% PEG(M.W.6,000) solution containing 50mM CaCl2 at optimal conditions, the intergeneric fusion frequency between protoplasts of C. glutamicum CG-2 and B. subtilis BD 224 was 7.1${\times}$105. The genetic properties on the L-lysine producing fusants were compared with those of parental strains. As a results, the intergeneric fusants were completed in each auxotrophic requirement, resistances for S-(2-amino-ethyl)-L-cysteine and kanamycine were confirmed. And one of fusants selected, FBB-41 were found to be genetically stable fusants. The aspartokinase activity of FBB-41 strain increased than that of the parent strain.

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