• Title/Summary/Keyword: amino acid derivatives

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Characterizations of Novel Poly(aspartic acid) Derivatives Conjugated with γ-Amino Butyric Acid (GABA) as the Bioactive Molecule

  • Kim, Seung-Il;Son, Chang-Mo;Jeon, Young-Sil;Kim, Ji-Heung
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.3025-3030
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    • 2009
  • Novel poly(aspartic acid) derivatives conjugated with $\gamma$-amino butyric acid, GABA, moieties, and their amphiphilic analogs were synthesized and characterized. The chemical structures of these polymers were confirmed by FT-IR and $^1H$ NMR spectroscopy. Their physicochemical properties in aqueous media were characterized by electrophonetic light scattering spectrophotometry (ELS), acid-base titration, and UV-spectroscopy. In addition, the in vitro cell activity of the GABA-conjugated polymer was examined. These results indicated that GABA-conjugated poly(aspartic acid) derivatives showed cell-growth activity and nanoparticle formation of a suitable size within aqueous media. These polymers have potential application in the cosmetic and pharmaceutical fields.

Free Amino Acids and Their Derivatives of Ganoderma lucidum (영지 버섯의 유리 아미노산 및 유도체에 관한 연구)

  • 이현아;김병각;현진원
    • Environmental Mutagens and Carcinogens
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    • v.24 no.2
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    • pp.67-72
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    • 2004
  • To find active components in Ganoderma lucidum, their free amino acid and free amino acid derivatives were analyzed. After extracting with hot water, the extracts were filtrated by three steps. So, supernatants below 10,000 dalton were obtained. Filtrates were derivativated with PITC (phenylthiocarbamyl) derivative reagent and PITC amino acid was obtained. Then, they were analyzed by RP-HPLC. 13 amino acids were analyzed in cultured Korean Nok-kak ji (one of Ganoderma lucidum), 15 amino acids in cultured Korean Ganoderma lucidum, 12 amino acids wild Ganoderma lucidum, 16 amino acids in cultured Taiwan Ganoderma lucidum.

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Hydroxylated Hydrocinnamides as Hypocholesterolemic Agents

  • Lee, Sang-Ku;Lee, Chul-Ho;Kim, Eung-Soo;Jung, Sang-Hun;Lee, Hyeong-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1787-1791
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    • 2007
  • Several hydroxylated cinnamic acid derivatives were prepared from the corresponding acids and amino acid residues, and their hypocholesterolemic activities were evaluated in high cholesterol-fed mice. The presence of the double bond in hydroxylated cinnamide derivatives decreases cholesterol-lowering activities and the number of free phenolic hydroxy groups affect greatly the activities. 3,4-Dihydroxy hydrocinnamides obtained from amino acid derivatives containing a hydrophobic side chain such as alanine, valine, phenylalanine, and isoleucine exhibited potent cholesterol-lowering activities.

Syntheses and Biological Activities of Uridine Nucleoside Derivatives (Uridine Nucleoside 유도체의 합성과 생물 활성)

  • Bong-Hun Lee;Jang-Su Park;Shin-Won Kang
    • Journal of Life Science
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    • v.9 no.1
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    • pp.63-68
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    • 1999
  • Many nucleoside compounds such as 5-halogen substituted uridine, 5'-amino-5'-deoxyuridine conjugates of amino acid, peptide, and penicillin G, 5'-monophosphate uridine derivatives and 5'-monophosphate uridine-fatty acid derivatives were chemically synthesized and their antifungal, antibacterial, and antitumor activities were tested. 5-Bromo-2',3'-O-isopropylideneuridine(6) inhibited the growth of Trichophyton rubrum at $0.2{\mu}$g/ml of MIC. 5'-Amino-5'-deoxyuridine-penicillin G(19), 5'-amino-5'-deoxyuridine-cyclo(Phe-Asp)(20), and 5-iodo-5'-amino-5'-deoxyuridine- penicillin G(22) had antibarterial activity(MIC was $6.25{\mu}$g/ml against S. aureus) and the latter two nucleoside compounds were the most antitumor derivatives(their $IC_{50}$ against L5178Y murine lymphoma cell was $6.5{\mu}$g/ml).

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Synthesis of DL-1-Amino Alkyl Phosphonic Acids and their Derivatives (DL-1-Aminoalkyl Phosphonic Acids와 그유도체들의 합성 (I))

  • Cho Kyung Yeon;Kim Duck Chan;Kim Yong Joon
    • Journal of the Korean Chemical Society
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    • v.15 no.1
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    • pp.15-22
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    • 1971
  • DL-1-Amino-pentyl phosphonic acid, DL-1-Aminopropyl phosphonic acid were synthesized with good yield from caproic acid and butyric acid using the modified Curtius reaction and N-derivatives, N-acetyl-DL-1-amino propyl phosphonic acid, N-acetyl-DL-1-aminopentyl phosphonic acid, N-Benzoyl-DL-1-amino-propyl phosphonic acid, were also prepared by a variety of methods including the Schotten-Baumann reaction. In addition, the chemical and physical properties of the products were investigated. All the products were also identified by means of elemental analysis, Infrared spectrophotometry, Ninhydrin test, and the determination of the neuralization equivalent.

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Synthesis of DL-Aminoalkyl Phosphonic Acids and Their Derivatives (III) (DL-Aminoalkyl Phosphonic Acid와 그 유도체들의 합성 (제3보))

  • Man Khyun Rho;Yong Joon Kim
    • Journal of the Korean Chemical Society
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    • v.17 no.2
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    • pp.136-141
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    • 1973
  • DL-1-aminobutylphosphonic acid was synthesized from the pentanoic acid which was prepared from the butyl alcohol, by the modified Curtius reaction. DL-2-amino-2-carboxyethylphosphonic acid was also synthesized from the pyruvic acid was also synthesized from the pyruvic acid. Four previously unreported N-acylated derivatives were prepared according to the modified Schotten-Baumann method. They are as follows; N-acetyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-2-amino-2-carboxyethylphosphonic acid, N-p-chlorobenzoyl-DL-2-amino-2-carboxyethylphosphonic acid. The products were identified by the methods of elemental analysis, infrared spectra, ninhydrin test and neutralization equivalent.

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New Enzymes Acting on Peptides Containing D-Amino Acids: Their Properties and Application

  • Asano, Yasuhisa
    • Journal of Microbiology and Biotechnology
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    • v.10 no.5
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    • pp.573-579
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    • 2000
  • Knowledge on the enzymes acting on p-amino-acid-containing peptides appears to be somewhat limited when compared with those acting on peptides composed on L-amino acids. Less than ten D-stereospecific enzymes are hitherto known. This review describes about several novel D-stereospecific peptidases and amidases of microbial origin, including D-aminopeptidase (E.C. 3.4.11.19), alkaline D-peptidase, and D-amino aicd amidase, which are applied to the synthesis of D-amino acid/or D-amino acid derivatives.

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Enantiomeric Resolution of α-Amino Acid Derivatives on Two Diastereomeric Chiral Stationary Phases Based on Chiral Crown Ethers Incorporating Two Different Chiral Units

  • Kim, Hee-Jin;Choi, Hee-Jung;Cho, Yoon-Jae;Hyun, Myung-Ho
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1551-1554
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    • 2010
  • Two diastereomeric chiral stationary phases (CSPs) were applied to the liquid chromatographic resolution of various racemic ${\alpha}$-amino methyl esters, ${\alpha}$-amino N,N-diethylamides and ${\alpha}$-amino N-propylamides. The CSP incorporating (R)-3,3'-diphenyl-1,1'-binaphtyl and (R,R)-tartaric acid unit as chiral barriers did not show any chiral recognition. In contrast, the CSP incorporating (R)-3,3'-diphenyl-1,1'-binaphtyl and (S,S)-tartaric acid unit as chiral barriers was found to show excellent chiral recognition especially for the two enantiomers of ${\alpha}$-amino N-propylamides. Some of ${\alpha}$-amino methyl esters and ${\alpha}$-amino N,N-diethylamides were also resolved on the CSP incorporating (R)-3,3'-diphenyl-1,1'-binaphtyl and (S,S)-tartaric acid unit. From these results it was concluded that the two chiral units composing the diastereomeric CSPs can show "matched" or "mismatched" effect on the chiral recognition according to their absolute stereochemistry.

Effects of Several Elicitors and Amino Acids on Production of Taxane Derivatives in Cultured Cells (수종의 Elicitor 및 Amino Acid가 배양세포내 Taxane 유도체의 생산에 미치는 영향)

  • Lim, Sook;Shin, Seung-Won
    • Korean Journal of Pharmacognosy
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    • v.29 no.4
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    • pp.360-364
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    • 1998
  • To develop new elicitors inducing the high productivity of taxane derivatives, plant growth inhibitors, namely, maleic acid hydrazide, N-phosphomethyl glycine and succinic acid 2.2-dimethyl hydrazide, coconut milk and yeast extract were administrated in the cell suspension culture system of Taxus cuspidata, and the production of baccatin III were analysed. The effects of amino acid related with the biosynthesis of baccatin III were also examined in these culture system. As the results, a remarkable enhancement of baccatin III production was observed in the cultivation with coconut water and with maleic acid hydrazide.

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