• Bulletin of the Korean Chemical Society
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• 제6권5호
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• pp.272-276
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• 1985

Various new kinds of biheterocyclic betaines were prepared by the reaction of 3-substituted-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine with electrophiles such as isothioyanates, isocyanates in aprotic solvents, respectively. The biheterocyclic betaines containing methyl group at 3-position of thiazole ring were obtained particularly in good yields at room temperature. These betaines were also reacted with alkyl halide to give quarternary ammonium salts. It was found that these betaines are dissociated in polar organic solvents depending on temperature. And new biheterocyclic compounds via ring transformation were prepared by the reaction of 8-phenyl (thiocarbamoyl)-3-phenyl-6,7-dihydro-5H-thiazolo[3 ,2-a]pyrimidinium-betaine with ${\alpha}$-halo kester ${\alpha}-halo$ ester and ${\gamma}-halo$ keto ester.

• 약학회지
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• 제29권1호
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• pp.39-42
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• 1985

Betaines of bicyclic imidazo-thiazoles were synthesized by the reaction of clectrophiles such as methyl isocyanate, methyl isothiocyanate, allyl isothiocyanate and ketene with 3-methyl and 3-phenyl-5, 6-dihydroimidazo [2,1-b] thiazole. In this reaction, the methyl group which was substituted at 3-position increased the yields of the products in comparison with those from phenyl group substituted substrates. Also, the betaines reacted with methyl iodide to give imidazo-thiazolium salts which were unstable at high temperature and converted the quaternary ammonium salts of original biheterocycles.

• Preventive Nutrition and Food Science
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• 제15권2호
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• pp.120-129
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• 2010

To elucidate the composition of extractive nitrogenous components in the fresh Capsosiphons fulvescens cultured off the southern coast of Korea, and to determine the monthly variation of these nitrogenous components, extract samples collected monthly from December to March at Jangheung-gun, Jeonnam Province were analyzed for total nitrogen, free and combined amino acids, ATP and related compounds, betaines, trimethylamine oxide (TMAO) and trimethylamine (TMA). The content of extractive nitrogen was 1,090~1,233 mg/100 g on dry basis. The number of 21~25 ninhydrin-positive substances was detected in the analysis of free amino acids, and their total amount was 3,710~4,788 mg/100 g on dry basis. Among them, free proline, asparagine, glutamic acid, alanine, taurine and glutamine were found to be abundant. The combined amino acids amounted to 1,573~2,121 mg/100 g in total and the total amount of ATP and related compound was 33.8~84.0 mg/100 g ($1.06{\sim}2.46\;{\mu}mol/g$) on dry basis. Betaine, glycinebetaine, $\beta$-alaninebetaine, $\gamma$-butyrobetaine, homarine and trigonelline were detected in most of samples. Levels of free and combined amino acids, ATP and related compounds fluctuated from sample to sample, with their contents higher in December and January and lower in March.

• 한국수산과학회지
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• 제33권1호
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• pp.25-31
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• 2000

우리 나라 남해안에서 어획되고 있는 생 멸치의 함질소 엑스성분 조성을 밝히기 위하여 1991년 6월부터 1992년 6월까지 경남 남해군 이동면 근해와 양산군 기장면 대변리 근해어장에서 어획된 생 멸치를 계절별로 각각 4회 수집하여 맛과 밀접한 관계가 있는 함질소 엑스성분 조성을 분석하여 비교하였다. 생 멸치의 엑스분 질소 함량 범위는 $444{\~}773\;mg/100\;g$으로서 높은 때는 낮은 때의 1.7배 이상의 차이가 있었다. 유리아미노산 총량은 $1,049{\~}2,079\;mg/100\;g$이었고, 함량에 있어서 histidine, taurine, alanine, leucine, glutamic acid가 많았다. Oligopeptide류 유래의 아미노산은 $517{\~}l,650\;mg/100\;g$에 달하였고, 유리아미노산 총량의 평균$67.6{\%}$를 차지하였다. ATP 관련 화합물 총량은 평균 $5.02 {\mu}mol/g$이었으며, 그 중 IMP가 대부분을 차지하였다. Betaine류는 glycinebetaine, ${\beta}-alaninebetaine,\;{\gamma}-butyrobetaine$, 및 homarine 이 검출되었으나, 미량에 불과하였다. TMAO와 TMA는 평균 $164mg 과 16mg/100g$ 검출되었고, creatine과 creatinine은 평균 229 mg과 7 mg/100g 검출되었다. 엑스분 중의 질소분포는 지역이나 계절별로 유사한 조성을 나타내었으며, 질소의 회수율은 평균 $93.7{\%}$이었다. 멸치의 함질소 엑스성분에 대한 지역차를 보면 남해산은 기장산 보다 엑스분 질소, 유리아미노산, oligopeptide류, betaine류 및 creatine함량이 높았으나, ATP 관련화합물과 TMAO는 낮았다. 봄멸치는 가을멸치보다 엑스분 질소, 유리아미노산, oligopeptide류, ATP관련물질 및 betaine류가 높았으며, TMAO와 creatinine 함량은 낮았다.

• 한국수산과학회지
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• 제26권2호
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• pp.150-158
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• 1993

우렁쉥이의 식품학적 가치와 성분적 특성을 밝히는 일환으로 정미성분을 포함한 엑스성분과 그 계절적 변화를 실험한 결과를 요약하면 다음과 같다. 1. 우렁쉥이의 계절적 Ex-질소량은 4월에 250mg/100g에서 9월에 330mg/100g으로 점점 증가하는 경향을 보였다. 2. 우렁쉥이의 유리아미노산중 taurine, proline, glutamic acid, alanine, glycine의 함량이 높았다. 3. 핵산관련물질중 AMP의 함량이 높았다. 4. Glycinebetain의 함량이 homarine보다 훨씬 높았으며 9월에 특히 많았고, 그 계절적 변화는 엑스분질소 및 유리아미노산의 변화와 비슷한 경향을 보였다. 5. 우렁쉥이의 엑스분질소중 함질소엑스성분이 차지하는 조성은 유리아미노산이 $60{\sim}62\%$로 가장 높았으며, 다음으로 betaine $12{\sim}16\%$, 핵산관련물질 $5{\sim}9\%$, TMAO 및 TNIA 총 creatinine의 순이었다. 6. 우렁쉥이의 유기산은 succinic, malic, lactic 및 pyroglutaric acid가 전체 유기산의 $84\%$ 이상을 차지하며 succinic acid의 함량이 가장 높았다. 7. Omission test 결과 우렁쉥이 맛은 유리아미노산, betaine류, 핵산관련물질, 불휘발성 유기산 순으로 영향을 미치는 것으로 나타났다.

• 한국수산과학회지
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• 제34권4호
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• pp.394-402
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• 2001

한국 근해에서 양식되고 있는 김류의 함질소엑스성분조성 및 월별변동현상을 구명하기 위하여 1998년 1월부터 4월까지 전남 장흥군에서 양식된 방사무늬김 Porphyra yezoensis을 매월 1회씩 채취하여 건제품으로 가공한 다음 맛과 밀접한 관계가 있는 함질 소엑스성분 즉, 엑스분질소, 유리아미노산, 결합아미노산, ATP관련화합물, 4급암모늄염기 등을 분석하였다. 엑스분질소함량은 $976\~1,196\;mg/100\;g$ (건물)이었다. 유리 아미노산은 $28\~31$종이 검출되었으며, 그 총량은 $5,648\~6,845mg/100g$ (건물)이었다. 함량이 많은 유리아미노산으로서는 alanine, glutamic acid, taurine, phosphoserine. aspartic acid 등이었다. 결합아미노산은 가수분해후 $18\~22$종에서 증가되었으며, 그 총량은 $1,194\~1,406mg/100g$ (건물)이었으며, 유리아미노산총량의 $19.6\sim22.9\%$ 수준으로서 중요한 함질소 엑스성분이었다 ATP관련화합물총량은 $111.6\~195.5mg/100g\;(3.30\~6.00{\mu}mol/g$, 건물)수준이었다. Betaine류는 마른 김에서 homarine이 모든 시료에서 검출되었고, trigonelline은 1월 시료에서만 확인되었다. Glycinebetaine, $\beta$-alaninebetaine 및 $\gamma$-butyrobetaine은 가공과정 중 소실되었다. TMA는 모든 시료에서 검출되었고, TMA는 일부시료에서만 확인되었다. 방사무늬김은 생야을 건제품으로 가공함으로서 유리아미노산은 증가하고 결합 아미노산 함량은 감소되었다. 또한 ATP관련화합물은 증가한 반면 TMAO와 TMA, betaine류는 전반적으로 감소되었다.

• 한국응용과학기술학회지
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• 제4권2호
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• pp.43-48
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• 1987

Isoelectric point and surface tension of twelve of the alkylcarboxy betaines such as 2-(trimethylammonio) dodecanoate, 2-(trimethyammonio) tetradecanoate, 2-(trimethylammonio) hexadecanoate, (dimethyldodecylammonio)ethanoate, (dimethyltetradecylammonio)ethanoate, (dimethylhexadecylammonio) ehtanoate, 2-(dimethylododecylammonio) propanoate, 2-(dimethyltetradecylammonio)proopanoate, 2-(dimethylhexadecylammonio)propanoate, 2-(dimethyltetradecylammonio)-3-phenyl propanoate, 2-(dimethyltetradecylammonio)-3-phenyl propanoate are tested. From the measurement of the isoelectric point, it was found that the isoelectric point were leaned toward the alkaline zone for c-alkylarbrxybetaines, and toward the acidic zone for N-alkylcarboxybetaines. At the range of the carboxybetaine concentration $2\;{\times}\;10^{-2}{\sim}2\;{\times}\;10^{-5}$mole/l, the surface tension of the aqueous solution were decreased to 30-38 dyne/cm, showing the tendency that the ability of lowering the surafce tension was depending on the increase of carbon atom number in the lipophilic alkyl chain. The critical micelle concetration measured by the surface tension and concentration curves have been found at the range of $10^{-2}{\sim}10^{-5}$mole/l.

• Fisheries and Aquatic Sciences
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• 제2권2호
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• pp.135-141
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• 1999

In order to investigate the composition of extractive nitrogenous components in the diploid and the triploid oysters, Crassostrea gigas, cultured at the south coast of Korea, the whole edible part (whole body) was analyzed into extractive nitrogen, free amino acids, oligopeptides, ATP and its related compounds, quaternary ammonium bases, and guanidino compounds using specimens collected from April to May of 1992. The major free amino acids in the diploid and the triploid were taurine, proline, alanine, glycine, glutamic acid hypotaurine, glutamine, arginine, aspartic acid, and $\beta-alanine$. There was no conspicuous difference in the constituents of free amino acids between the diploid and the triploid. A lot of hypotaurine was detected in the diploid and the triploid of oyster and the contents of them were 107 mg and 123 mg/100g, respectively. The compounds, glycinebetaine, homarine and trigonelline were found in both the diploid and the triploid. Among them, glycinebetaine was the most prominent in all the samples. The amount of protein, glycogen, extractive nitrogen, oligopeptides, ATP and its related compounds, and free amino acids in the triploid was higher than that of the diploid (p<0.10)

• 한국응용과학기술학회지
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• 제3권1호
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• pp.57-64
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• 1986

1-(carboxyalkyl) trimethyl ammonium chlorides such as 1-(carboxyundecyl) trimethyl ammonium chloride and 1-(carboxytridecyl) trimethyiammonium chloride were synthesized by the reaction of ${\alpha}-bromoalkanoic$ acid with trimethyl amine hydrochloride. In other hand, (carboxymethyl) alkyl dimethyl ammonium chlorides such as (carboxymethyl) dodecyl dimethyl ammonium chloride and (carboxymethyl) tetradecyl dimethyl ammonium chloride were synthesized by the reaction of alkyl dimethylamine with sodium chloroacetate. The four kinds of alky carboxy betaine such as 2-(trimethylammonio) dodecanoate, 2-(trimethyl ammonio) tetradecanoate, (dodecyl dimethylammonio) ethanoate and (tetradecyl dimethyl ammonio) ethanoate were prepared from 1-(carboxyalkyl) trimethyl ammonium chlorides or (carboxymethy1) alkyl dimethyl ammonium chlorides. The surface activities including surface tension, emulsifying power, foaming power, foam stability, deflocculating effect, effectiveness of wettability and solubilizing effect were measured and also critical micelle concentration and hydrophilic-lipophilic. balance(HLB) were evaluated. These carboxy betaines show good surface activities as O/W type emulsifing agent and detergent.

• 한국응용과학기술학회지
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• 제7권1호
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• pp.13-24
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• 1990

2-N,N,N-trimethyl ammonia decanoate, 2-N,N,N-trimethyl ammonio dodecanoate, 2-N,N,N-trimethyl ammonia tetradecanoate and 2-N,N,N-hexadecanoate with in straight long chain alkyl carboxybetaines, and N-decyl N,N-dimethyl ammonio ethanoate, N-dodecyl N,N-dimethyl ammonia ethanoate, N-tetradecyl N,N-dimethyl ammonia ethanoate and N-hexadecyl N,N-dimethyl ammonia ethanoate with in nitrogen-straight long chain alkyl carboxy betaines measured respectively surface tensions by the stalagmometer method at various temperature, also their critical micelle concentration were evaluated. In micellization, the contribution of standard free energy change(${\Delta}G^{\circ}m$), standard enthalpy change(${\Delta}H^{\circ}m$) and standard entropy change (${\Delta}S^{\circ}m$), have been calculated, with increasing temperature. ${\Delta}H^{\circ}m$ changes from negative, and a similar change in the sign of ${\Delta}H^{\circ}m$ is observed with increasing chain length at $25^{\circ}C$, while the entropy of micellization, ${\Delta}S^{\circ}m$ is positive over the temperature range studied, it becomes less so at higher temperatures. Estimates of the enthalpy and entropy contribution attributable to the ion head group and alkyl chain have been made. The enthalpy and entropy change, per methylene group increase respectively with increasing chain length the result are discussed in terms of current theories of micellization.