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Methionine Enkephalin 유사물의 합성에 관한 연구 (I)
최청,윤상홍,안봉전,Choi, Cheong,Yoon, Sang-Hong,An, Boug-Jeun 생화학분자생물학회 1983 한국생화학회지 Vol.16 No.4
개량된 반응기구를 사용하여 고상법으로 methionine enkephalin 및 ($Phe^1$), (D-$Ala^1$), (D-$Ala^2$) enkephalin을 합성하였으며 이들의 수득율은 55~65%였다. Coupling은 dicyclohexycarbodimide에 의하여 이루어 졌으며 HBr으로 Cleavage한 각 펩티드는 gel filteration 및 ion-exchange chromatography에 의해 분리하였고 이들의 순도 결정은 thin layer chromatography, paper chromatography, paper electrophoresis, melting point 및 아미노분석에 의거 하였다. Methionine enkephalin 및 ($Phe^1$), (D-$Ala^1$), (D-$Ala^2$) enkephalin을 in-vitro 상에서 endopeptidase ($\alpha$-chymotrypsin, trypsin) 과 exopeptidase (carboxypeptidase, leucineaminopeptidase)를 사용하여 이들의 분해 실험을 했다. $\alpha$-chymotrypsin, carboxypeptidase 및 leucine aminopeptidase는 peptide를 빠르게 분해 시켰으나 trypsin의 작용은 받지 않았다. Synthesis of methionine enkephalin and ($phe^1$), (D-$ala^1$), (D-$ala^2$) analogues of methionine enkephalin was carried by solid phase method. The yield ranged from 55 to 65% owing to an improved reaction vessel. Coupling was performed by dicyclohexylcarbodiimide. After cleavage with dried HBr, the peptides were purified by gel filtration and ion-exchange chromatography. Their purity was assessed by thin layer chromatography, paper electrophoresis, melting point and amino acid analysis. Methionine enkephalin and ($phe^1$), (D-$ala^1$), (D-$ala^2$) analogues of methione enkephalin were incubated in vitro with endopeptidase ($\alpha$-chymotrypsin, trypsin) and exopeptidase (carboxypeptidase A, leucine aminopeptidase) in order to study the degradation patterns of peptides. Methionine enkephalin and ($phe^1$), (D-$ala^1$), (D-$ala^2$) analogues of methionine enkephalin were rapidly degradated by $\alpha$-chymotrypsin, carboxypeptidase A and leucine aminopeptidase and therefore they were not attacked by trypsin.
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Methionine Enkephalin 유사물의 합성에 관한 연구 ( 1 )
최정,윤상홍,안봉전 ( Cheong Choi,Sang Hong Yoon,Boug Jeun An ) 생화학분자생물학회 1983 BMB Reports Vol.16 No.4
Synthesis of methionine enkephalin and (phe¹), (D-ala¹), (Dala²) analogues of methionine enkephalin was carried by solid phase method. The yield ranged from 55 to 65 % owing to an improved reaction vessel. Coupling was perfomed by dicyclohexylcarbodiimide. After cleavage with dried HBr, the peptides were purified by gel filtration and ion-exchange chromatography. Their purity was assessed by thin layer chromatography, paper electrophoresis, melting point and amino acid analysis. Methionine enkephalin and (phe¹), (D-ala¹), (Dala²) analogues of methione enkephalin were incubated in vitro with endopeptidase (α-chymotrypsin, trypsin) and exopeptidase (carboxypeptidase A, leucine aminopeptidase) in order to study the degradation patterns of peptides. Methionine enkephalin and (phe¹), (D-ala¹), (Dala²) analogues of methionine enkephalin were rapidly degradated by α-chymotrypsin, carboxypeptidase A and leucine aminopeptidase and therefore they were not attacked by trypsin.
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고상법에 의한 Bradykinin 유사물의 합성 ( 2 )
최정,이재성,배만종,윤상홍 ( Cheong Choi,Jae Sung Lee,Man Jong Bae,Sang Hong Yoon ) 생화학분자생물학회 1982 BMB Reports Vol.15 No.4
We have synthesized, by solid phase method, a series of 4 analogues of the nonapeptide, bradykinin(BK) in order to conduct a structure-activity study of these peptides on the newly discovered bradykinin Bl receptor. Coupling were performed by dicyclohexylcarbodimide. After cleavage with liquid HBr, peptides were purified by gel fitration on Sephadex G-25 and ion-exchange chromatography on carboxymethyl cellulose. The purity of the nonapeptide was then checked by paper chromatography, thin layer chromatography, paper electrophresis slab gel electrophoresis, melting point and amino acid analysis. (Leu¹, Leu²), (Leu², Leu³), (Ala^7, Ala^9) and (Ala^8, Ala^9) analogues cf bradykinin were incubated in vitro with endopeptidase (a-chymotrypsin, trypsin) and exopeptidase (carboxypeptidase A, leucine aminopeptidase) in order to study the degradation patterns of peptides. (Leu¹, Leu²), (Leu², Leu³), (Ala^7, Ala^9) and (Ala^8, Ala^9) analogues of bradykinin were rapidly degraded by a-chymotrypsin and carboxypeptidase A, while the degradation by trypsin was slow. But (Ala^7, Ala^9)BK and (Ala^8, Ala^9)BK contain imino peptide bond from proline at N-terminal and therefore they were not attacked by leucine aminopeptidase.
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고상법에 의한 Bradykinin 유사물의 합성 (II)
최청,이재성,배만종,윤상홍,Choi, Cheong,Lee, Jae-Sung,Bae, Man-Jong,Yoon, Sang-Hong 생화학분자생물학회 1982 한국생화학회지 Vol.15 No.4
Bradykinin(BK)의 receptor $B_1$ 상에서 nonapeptide의 구조 및 활성에 대한 연구 목적으로 bradykinin유도체 ($Leu^1$, $Leu^2$)BK, ($Leu^2$, $Leu^3$)BK, ($Ala^7$, $Ala^9$)BK 및 ($Ala^8$, $Ala^9$)BK을 고상법으로 합성하였다. coupling은 N,N'-dicyclohexylcarbodiimide로 행하였으며 HBr응액으로 cleavage한 후 peptides는 Sephadex G-25와 carboxymethyl cellulose칼럼 크로마토 그라피로 정제하였다. 이들 peptides의 순도측청은 paper chromatography, thin layer chromatography, paper electrophoresis, slab gel electrophoresis. melting point 및 아미노산 분석에 따랐다. endopeptidase인 ${\alpha}$-chymotrypsin과 trypsin, exopeptidase인 carboxypeptidase A와 leucine aminopeptidase를 사용하여 이들 peptides의 분해실험을 하였다. 즉 carboxypeptidase A와 ${\alpha}$-chymotrypsin은 이들을 빠르게 분해하였고 trypsin은 느리게 분해 하였으나, ($Ala^7$, $Ala^9$) 및 ($Ala_8$, $Ala^9$)BK은 N-말단에 모두 proline의 imino와 결합되었기 때문에 leucine aminopeptidase의 작응을 받지 않았고 ($Leu^1$, $Leu^2$)BK은 1번 위치에 arginine과 같은 방향족 아미노산이 치환되지 않았으므로 trypsin의 작응을 받지 않았다. We have synthesized, by solid phase method, a series of 4 analogues of the nonapeptide, bradykinin(BK) in order to conduct a structure-activity study of these peptides on the newly discovered bradykinin $B_1$ receptor. Coupling were performed by dicyclohexylcarbodimide. After cleavage with liquid HBr, peptides were purified by gel fitration on Sephadex G-25 and ion-exchange chromatography on carboxymethyl cellulose. The purity of the nonapeptide was then checked by paper chromatography, thin layer chromatography, paper electrophresis slab gel electrophoresis, melting point and amino acid analysis. ($Leu^1$, $Leu^2$), ($Leu^2$, $Leu^3$), ($Leu^7$, $Leu^9$) and ($Leu^8$, $Leu^9$) analogues of bradykinin were incubated in vitro with endopeptidase ($\alpha$-chymotrypsin, trypsin) and exopeptidase (carboxypeptidase A, leucine aminopeptidase) in order to study the degradation patterns of peptides. ($Leu^1$, $Leu^2$), ($Leu^2$, $Leu^3$), ($Leu^7$, $Leu^9$) and ($Leu^8$, $Leu^9$) analogues of bradykinin were rapidly degraded by $\alpha$-chymotrypsin and carboxypeptidase A, while the degradation by trypsin was slow. But ($Ala^7$, $Ala^9$) BK and ($Ala^8$, $Ala^9$)BK contain imino peptide bond from proline at N-terminal and therefore they were not attacked by leucine aminopeptidase.
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양수동(Soo Dong Yang),배만종(Man Jong Bae),윤상홍(Sang Hong Yoon),최청(Cheong Choi) 한국식품영양과학회 1983 한국식품영양과학회지 Vol.12 No.3
Aspergillus oryzae에 의한 개량메주의 숙성과정에 있어서 지질의 조성변화를 체계적으로 규명하고저 silicic acid column chromatography에 의한 당지질, 중성지질, 인지질의 분획정량 및 gas liquid chromatography에 의해서 중성지질의 성분 변화를 실험한 결과는 다음과 같다.<br/> 1. 대두 및 삶은 콩의 총 지질을 분획한 결과 중성지질 93~94%로 대부분이었고 인지질 4~5%, 당지질 2.0~2.1%였다. 개량메주 발효과정 중에 있어서 중성지질의 함량은 차차 감소하였으며 상대적으로 당지질 및 인지질은 증가하였다.<br/> 2. 대두 및 삶은 콩의 비극성 지질은 triglyceride가 88-89%로 주요 구성 성분이었고 sterol ester, 유리지방산, diglyceride 및 sterol은 삶은 콩보다 대두에서 함량이 높았다. 또한 메주의 숙성과정에 있어서는 triglyceride의 함량은 현저히 감소하는 경향을 나타내었으며 sterol ester, 유리지방산 및 diglyceride는 차차 증가하였다.<br/> 3. 조지질, 중성지질, 당지질 및 안지질의 지방산조성에 있어서 삶은 콩 및 대두에 있어서 linoleic acid 54~70%, oleic acid 20.0~22.6%, palmitic acid 11.0~12.4% 순이었으며 myristic acid는 trace로 검출되었다. palmitic acid는 당지질과 인지질에서 조지질 및 중성지질 보다 그 함량이 조금 높았다.<br/> 4. 메주의발효과정에 있어서 조지질, 중성지질, 당지질 및 인지질의 지방산의 변화는 대체로 linoleic acid 및 linolenic acid가 차차 감소하였고 palmitic acid, stearic acid 및 oleic acid는 차차 증가하여 대체로 4 일째에 최대였다.<br/> 5. 당지질과 인지질의 지방산의 변화에 있어서 다같이 미확인 지방산 3 종류를 포함하여 9종류가 검출되었으며 2 종류의 미확인 지방산은 발효과정에서 생긴 것으로 앞으로 계속 검토할 흥미있는 과제라 하겠다. Changes of lipid composition in the Improvement-Meju inoculated with Aspergillus oryzae were examined. To investigate those changes systematically, silicic acid column chromatography was used for analysis of glycolipid, neutral lipid, phospholipid, and gas chromatography to examine the change of those fatty acid content. Following results were obtained.<br/> The lipid fraction obtained from soaked soybean and cooked soybean were mainly composed of about 93~94% neutral lipid, whereas phospholipid and glycolipid was 4.0~5.0%, 2.0~2.1% level, respectively. During meju incuvation period, neutral lipid decreased gradually, but glycolipid and phospholipid increased.<br/> Among the nonpolar lipids prepared. from cooked soybean and soaked soybean, triglyceride content was mainly composed of 88~89%, and the content of sterol ester, free fatty acid, diglyceride and sterol was higher in soaked soybean than in cooked soybean. During meju incuvation period, triglyceride content decreased remarkablely, whereas content of sterol ester, free fatty acid and diglyceride increased gradually.<br/> From the soaked soybean and the cooked soybean, the fatty acids content of crude lipid, neutral lipid, glycolipid and phospholipid were composed of linoleic acid 54~70%, oleic acid 20.0~22.6%, palmitic acid 11.0~12.4%, linolenic acid 6.0~7.8% and stearic acid stearic acid 3.4~4.3% in turn and myristic acid showed the trace, palmitic acid was a little higher in glycolipid and phospholipid than in crude lipid and neutral lipid.<br/> Uuring meju incuvation period, the change of fatty acid content showed linoleic acid and linolenic acid reduction gradually in the neutral lipid, glycolipid and phospholipid. On the other hand. palmitic acid, stearic acid and oleic acid increased gradually, the maximum value was at the 4-day.<br/> The change of glycolipid fatty acid and phospholipid fatty acid was examined. 9-kinds including traced 3-kinds was detected. It was supposed that traced 2-kinds was occured for incuvation, and those are the matter investigating in the future.
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