• 제목/요약/키워드: uracil

검색결과 174건 처리시간 0.029초

Isotopic Exchange 에 依한 5-bromouracil-$Br^{82}$의 合成 (Synthesis of 5-bromouracil-$Br^{82}$ by Isotopic Exchange Method)

  • 변형직;김재록
    • 대한화학회지
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    • 제8권2호
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    • pp.39-42
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    • 1964
  • As the bromination method with $Br_2^{82}$ for the synthesis of 5-bromouracil-$Br^{82}$ gave products with considerable impurities, e. g. uracil etc. an attempt to produce pure one by isotopic exchange method was performed. Bromide-82 ion such as $NH_4Br^{82}$ or $HBr^{82}$ undergoes no isotopic exchange with 5-bromouracil-Br. However, isotopic exchange between $NH_4Br^{82}$ and $Br_2$, and between $Br_2^{82}$ and 5-bromouracil-Br were too fast to determine the rate. The result indicated that this method can be used in the production of pure 5-bromouracil-$Br^{82}$. It was also found that the use of reducing agent to maintain $Br^{82}$ as bromide form was unnecessary on $NH_4Br^{82}$ production from reactor.

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4',5'-측쇄를 가진 새로운 피리미딘 뉴크레오사이드의 합성 및 항바이러스 약효검색 (Synthesis and Antiviral Activity of Novel 4',5'-Branched Pyrimidine Nucleosides)

  • 김애홍;구대호;고옥현;홍준희
    • 약학회지
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    • 제49권1호
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    • pp.20-24
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    • 2005
  • The synthesis of 4',5'-doubly branched carbocyclic nucleosides was accomplished in this study. The selective methylation in the 5'-position was made by Felkin-Anh controlled Grignard addition. The construction of the required 4'-quaternary carbon was carried out by using a [3,3]-sigmatropic rearrangement. Bis-vinyl 6 was successfully cyclized using a Grubbs' catalyst II. The natural pyrimidine bases (cytosine, uracil, thymine) were efficiently coupled using a Pd(0) catalyst. When the synthesized compounds were examined for their activity against several viruses such as the HIV-1, HSV-1, HSV-2 and HCMV, the cytosine analogue 13 exhibited weak antiviral activity against the HCMV.

Phytochemical Studies on Lonicerae Flos (1) - Isolation of Iridoid Glycosides and other Constituents

  • Lee, Eun-Ju;Lee, Joo-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • 제16권1호
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    • pp.32-38
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    • 2010
  • From the polar fractions of a 70% EtOH extract of the flower buds of Lonicera japonica (Caprifoliaceae), ten constituents were isolated and identified as iridoid glycosides 7-dehydrologanin (7-ketologanin, 2), secologanin dimethyl acetal (3), (E)-aldosecologanin (centauroside, 5), dimethyl secologanoside (6), secoxyloganin (7) and epivogeloside (8). Other identified constituents were 1-O-$\beta$-D-glucopyranosyl-(2S,3S,4R,8E/Z)-2-[(2R)-2-hydroxy(docosanoyl, tricosanoyl, tetracosanoyl, pentacosanoyl)amino]-8-octadecene-1,3,4-triol (1), uracil (4), D-mannitol (9), and sucrose (10). Among them, 1, 2, 4, and 10 were isolated for the first time from this plant.

Partition Property of 5-Nitrothuopyrimidine Nucleoside

  • 이봉훈;신정희;임미경;장태식;박장수;김광호;강신원
    • Bulletin of the Korean Chemical Society
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    • 제18권7호
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    • pp.734-736
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    • 1997
  • 5-Nitrouracil and 5-nitrouridine derivatives which C-2 and C-4 oxo-groups of the pyrimidine base were replaced by thio groups were synthesized. The lipophilicities of thiopyrimidine bases were enhanced significantly as indicated by P-values. Oxygen-sulfur exchange leading to 2-thiouracil (2) and 2,4-dithiouracil (3) were associated with 1.4- and 2.6-fold increase in P-value relative to that of uracil (1). The P-values of 5-nitro-2-thiouracil (5) and 5-nitro-2,4-dithiouracil (6) were increased 13.2- and 79.8-fold relative to that of 5-nitrouracil (4). Most of the 5-nitrothiopyrimidine bases and their nucleosides were found to be moderately active against Staphylococcus aureus and Escherichia coli except 5-nitrouracil (4).

Photochemical C$_4$-Cycloadduct Formation between 5(E)-Styryl-1,3-dimethyluracil and Some Olefins-Via Photochemical Diels-Alder Type [4 + 2] Adduct

  • Shim, Sang-Chul;Shin, Eun-Ju
    • Bulletin of the Korean Chemical Society
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    • 제8권5호
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    • pp.376-380
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    • 1987
  • The cyclobutane forming photocycloaddition reaction of 5(E)-styryl-1,3-dimethyluracil with some olefins occurs on the 5,6-double bond of uracil ring rather than the expected central double bond via an intermediate, probably the photochemical Diels-Alder type adduct. This intermediate formed on short term irradiation of 5(E)-styryl-1,3-dimethyluracil and 2,3-dimethyl-2-butene solution is converted into the $C_4$-cycloadduct on the prolonged irradiation. Quantum yield of the intermediate formation is not linear with the concentration of 2,3-dimethyl-2-butene probably due to the secondary reaction accompanied with the complex reaction kinetics. The intermediate is formed from the lowest excited singlet state.

Synthesis of Novel Acyclonucleosides ; Reactions of Diazinone Heterocycles with 4-Bromoacetoacetic acid and Methyl 4-bromoacetoacetate

  • Sam-Yong Choi;Sung Chul Shin;Young-Jin Yoon
    • Bulletin of the Korean Chemical Society
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    • 제11권3호
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    • pp.228-231
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    • 1990
  • Some substituted pyridazin-6-ones(1-4) and two uracils(10,12) have been converted to the corresponding $N_1$-(2-oxopropyl)pyridazine-6-ones(6-9), 1,3-bis(2-oxopropyl)-5-fluorouracil(11) and 2-(2-oxopropylthio)uracil(13) respectively by reaction with 4-bromoacetoacetic acid. Also, 4,5-dichloro-1-(3-carbomethoxy-2-oxopropyl)pyrida zin-6-one(15) and 4,5-dichloro-3-nitro-1-(3-carbomethoxy-2-oxopropyl)pyridazin-6-one(16) was synthesized from the corresponding pyridazin-6-ones(1,2) and methyl 4-bromoacetoacetate.

키위와 무를 첨가한 검정콩 청국장의 맛성분 및 기호도 (Taste Components and Palatability of Black Bean Chungkugjang Added with Kiwi and Radish)

  • 손미예;김미혜;박석규;박정로;성낙주
    • 한국식품영양과학회지
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    • 제31권1호
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    • pp.39-44
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    • 2002
  • 검정콩 청국장의 품질개선과 이취생성 억제를 목적으로 키위와 무를 첨가하여 42$^{\circ}C$에서 3일간 발효시킨 검정콩 청국장의 몇 가지 맛성분 및 기호도를 조사하였다. 검정콩 청국장은 대두 청국장보다 유리아미노산의 함량이 적었지만, 키위와 무를 첨가하여 발효시키면 유리아미노산의 함량이 증가되어 콩단백질 분해에 효과적이었다. 유기산은 모든 청국장에서 citric acid가 가장 많았으며, 다음으로 acetic acid, lactic acid순으로 많았고, 지방산은 linoleic acid(9.93~15.51%) 순으로 많았다. 청국장의 종류별로 유기산과 지방산 비율은 유의적인 차이가 없었다 청국장의 주요 휘발성 성분으로 2.5-dimethyl pyrazine 및trimethyl pyrazine이었으며, 청국장의 독특한 향미 성분인 pyrazine류 함량은 대두 청국장에 비하여 키위와 무를 넣은 검정콩 청국장에서 훨씬 감소되었다. 주요 핵산관련물질은 uracil과 UMP였으며, 다른 핵산관련물질은 유사하였다. 청국장의 관능검사에서 키위와 무를 첨가하면 냄새생성 억제 효과가 있었고, 검정콩 청국장의 찌개가 대두 청국장에 비해 단맛이 있어서 기호도가 높게 나타났다.

Toxoplasma gondii 약독주의 배양과 그 성장에 미치는 cyclic AMP와 pyrimidine salvage 억제제의 영향 (Culture of tissue-cyst forming strain of Toxoplama gondii and the effect of cyclic AMP and pyrimidine salvage inhibitors)

  • 최원영;박성경
    • Parasites, Hosts and Diseases
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    • 제32권1호
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    • pp.19-26
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    • 1994
  • Toxoplasma 약독주(ME49 주)의 배양계 확립을 위하여 뇌내 cyst를 마우스 복강에 주입하고 1, 3, 5 그리고 7일후 다시 얻어 배양기 부착성 세포를 배양하는 방법으로 ME49주를 배양하였으며, ME49주의 성장에 미치는 CAMP 및 DHFR억제제의 영향을 관찰하였다. ME49주로 감염된 대식 세포의 형태학적 관찰은 Giemsa 염색방법을 이용하였고 성장정도는 $[^3H]-uracil$ 표지량을 대조군에 대한 비로 나타내었다. 감염 3일 및 5일이 경과된 후에 채취한 복수의 대식세포에서 ME49 주의 bradyzoite가 주로 판찰되었으며, 배양기에서 3일 이상 경과된 후에는 pseudocyst를 형성하기 시작하였고, 5일 10일이 경과되면서 pseudocyst의 크기가 증가하였다. CAMP를 농도별로 처리하였을 때 3일째와 5일째의 복수를 5일간 및 10일간 배양했을 때 농도의존적으로 성장을 촉진하였다. DHFR 억제제중 pyrimethamine의 경우 농도의존적인 성장억제효과를 나타냈고 methotrexate의 경우엔 ME49 주 bradyzoite의 성장에 영향을 미치지 않는 것으로 나타났다. 이상의 결과로 마우스 대식세포내에서 bradyzoite의 배양이 가능하고 그 배양조건은 3일째와 5일째 복수를 5일 이상 10일 정도 배양하는 것이 적당하며 CAMP 및 pyrimethamine이 bradyBoite의 성장을 각각 촉진 및 억제하는 것으로 나타났다.

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Saccharomyces cerevisiae에서 발현된 Endoinulinase를 이용한 Inulooligosaccharides의 생산 (Production of Inulooligosaccharides by Endoinulinase Expressed in Saccharomyces cerevisiae)

  • 김현철;김현진;김병우;권현주;남수완
    • 한국미생물·생명공학회지
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    • 제33권4호
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    • pp.281-287
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    • 2005
  • Paenibacillus polymyxa 유래의 endoinulinase 유전자(inu, 2.733 kb, E.C 3.2.1.7)를 Saccharomyces cerevisiae에 발현시키기 위해 대장균과 효모의 shuttle vector (GALl promoter함유)에 subcloning하여 구축된 pYGENIU27 (8.6 kb) plasmid를 S. cerevisiae SEY2102에 형질전환하였다. Uracil이 결핍된 SD배지와 inulin이 포함된 배지에서 효모 형질전환체를 선별하였다. 효모 형질전환체의 배양에서 endoinulinase는 periplasmic space에 다량 존재함이 확인되었다. YPDG배지에서 재조합 endoinulinase는 총 활성 1.81unit/ml으로 생산되었다. Inulooligosaccharides (IOSs) 생산을 위한 효소의 최적 반응 조건으로 pH 8.0,반응온도 $45^{\circ}C$, 기질은 Jerusalem artichoke로 결정되었다. 효소활성은 pH 10.0에서도 안정적으로 유지되었으며, 최적 반응 조건 (ginulin당 36 unit효소 이용)에서 반응 10분 후부터 IOSs가 생산되기 시작하였다. 생성된 IOSs의 구성분으로 inulobiose (F2), inulotriose (F3)와 inulotetraose (F4)가 생성되었고, 이중에서 F3가 주성분이었다. 이상의 결과는 효모에서 생산된 재조합 endoinulinase를 이용하여 inulin으로부터 기능성 감미소재인 IOSs의 산업적 생산을 위한 기초결과로 활용될 것이다.

Protein tRNA Mimicry in Translation Termination

  • Nakamura, Yoshikazu
    • 한국미생물생명공학회:학술대회논문집
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    • 한국미생물생명공학회 2001년도 Proceedings of 2001 International Symposium
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    • pp.83-89
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    • 2001
  • Recent advances in the structural and molecular biology uncovered that a set of translation factors resembles a tRNA shape and, in one case, even mimics a tRNA function for deciphering the genetic :ode. Nature must have evolved this 'art' of molecular mimicry between protein and ribonucleic acid using different protein architectures to fulfill the requirement of a ribosome 'machine'. Termination of protein synthesis takes place on the ribosomes as a response to a stop, rather than a sense, codon in the 'decoding' site (A site). Translation termination requires two classes of polypeptide release factors (RFs): a class-I factor, codon-specific RFs (RFI and RF2 in prokaryotes; eRFI in eukaryotes), and a class-IT factor, non-specific RFs (RF3 in prokaryotes; eRF3 in eukaryotes) that bind guanine nucleotides and stimulate class-I RF activity. The underlying mechanism for translation termination represents a long-standing coding problem of considerable interest since it entails protein-RNA recognition instead of the well-understood codon-anticodon pairing during the mRNA-tRNA interaction. Molecular mimicry between protein and nucleic acid is a novel concept in biology, proposed in 1995 from three crystallographic discoveries, one, on protein-RNA mimicry, and the other two, on protein-DNA mimicry. Nyborg, Clark and colleagues have first described this concept when they solved the crystal structure of elongation factor EF- Tu:GTP:aminoacyl-tRNA ternary complex and found its overall structural similarity with another elongation factor EF-G including the resemblance of part of EF-G to the anticodon stem of tRNA (Nissen et al. 1995). Protein mimicry of DNA has been shown in the crystal structure of the uracil-DNA glycosylase-uracil glycosylase inhibitor protein complex (Mol et al. 1995; Savva and Pear 1995) as well as in the NMR structure of transcription factor TBP-TA $F_{II}$ 230 complex (Liu et al. 1998). Consistent with this discovery, functional mimicry of a major autoantigenic epitope of the human insulin receptor by RNA has been suggested (Doudna et al. 1995) but its nature of mimic is. still largely unknown. The milestone of functional mimicry between protein and nucleic acid has been achieved by the discovery of 'peptide anticodon' that deciphers stop codons in mRNA (Ito et al. 2000). It is surprising that it took 4 decades since the discovery of the genetic code to figure out the basic mechanisms behind the deciphering of its 64 codons.

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