• Title/Summary/Keyword: Methylated amino acids

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Influence of the Structural Characteristics of Amino Acids on Direct Methylation Behaviors by TMAH in Pyrolysis

  • Choi, Sung-Seen;Ko, Ji-Eun
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2542-2548
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    • 2009
  • Direct methylation behaviors of 20 amino acids with tetramethylammonium hydroxide (TMAH) were studied under diluted conditions with silica. Amino acid concentration was controlled by dilution with silica ($SiO_2$) and the molar ratios of amino acid/silica were 0.20, 0.50, and 2.0. The molar ratios of amino acid/TMAH (0.51 - 4.64) also varied. It was found that arginine, asparagine, aspartic acid, cysteine, glutamic acid, and glutamine did not generate any directly methylated pyrolysis products, whereas alanine, glycine, isoleucine, leucine, methionine, phenylanaline, valine, and proline generated all the directly methylated pyrolysis products. Tri- and tetra methylated products of lysine consisted of two types. Histidine and threonine hardly generated the partly methylated products. Mono- and dimethylated products of serine, tryptophan, and tyrosine were not observed. Relative intensities of the methylated products varied with the amino acid concentration, TMAH concentration, and pyrolysis temperature. Direct methylation behaviors of amino acids were explained by the structural characteristics of amino acids.

HPLC Analysis of Methylated Amino Acids : Methylated Amino Acids on HPLC

  • Park, Kwang-Sook;Hong, Sung-Youl;Lee, Hyang-Woo;Kim, Snag-Duk;Paik, Woon-Ki
    • Archives of Pharmacal Research
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    • v.9 no.1
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    • pp.15-18
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    • 1986
  • Various naturally occuring methylated amino acid derivatives were resolved on high performance liquid chromatography (HPLC), using o-phthadialdehyde as a fluorogenic reagent. We separated .$\varepsilon$-N-monomethyllysine, $\varepsilon$-N- dimethyllysine, and $\varepsilon$-N-acetyllysine from lysine derivatives. $N^{G}$-Monomethylarginine and $N^{G}$-dimethylarginine were separated from arginine derivatives. However, $\varepsilon$-N-monomethyllsine and $\varepsilon$-N-trimethyllysine, $N^{G}$, $N^{G}$-dimethylarginine and $N^{G}$, $N^{G}$-dimethylarginine were not resolved under the conditions employed. S-Methylmethionine, S-methylcysteine, and 1-N-methylhistidine or 3-N-methylhistidine were clearly separated from their reference amino acids, even though 1-N-methyl-and 3-N-methylhistidine coul not be separated.

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Studies on the Constituents of Higher Fungi of Korea (XX)

  • Lee, Man-Hyong;Choi, Eung-Chil;Kim, Byong-Kak
    • Archives of Pharmacal Research
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    • v.2 no.2
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    • pp.133-144
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    • 1979
  • To investigate constituents of Strobilomyces floccopus (Fr.) Karst. and Coprinus comatus (Fr.) S. F. Gray, free and total amino acids of the two mushrooms were quantitatively analyzed by G. L. C. and an amino acid analyzer. Free amino acids were extracted from both mushrooms with ethanol. Fourtenn free amino acids were detected from the ethanol extract of S. floccopus and fifteen free amino acids from C. comatus by G. L. C. And the dry carphopores of both mushrooms were hydrolyzed with hydrochloric acid and then the total protein amino acids were analyzed by A. A. A. Seventeen total amino acids were detected from each acid-hydrolysate of S. floccopus and C. comatus. Lipids were extracted from the carpophores of S. floccopus and saponified with alcoholic potassium hydroxide. The isolated sterols were subjected to G. L. C. and two sterols were detected. The isolated free fatty acids were methylated with diazomethane and subjected to column chromatography and G. L. C. Eleven saturated and nine unsaturated free fatty acids were detected from the carpophores of S. floccopus. The presence of these nutrient components shows that the two mushrooms can be utilized as edible ones.

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Histone methylation and transcription (히스톤 메틸화와 유전자 전사)

  • Kim, Ae-Ri
    • Journal of Life Science
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    • v.17 no.4 s.84
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    • pp.593-598
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    • 2007
  • Amino acids of histone tail are covalently modified in eukaryotic cells. Lysine residues in histone H3 and H4 are methylated at three levels; mono-, di- or trimethylation. Methylation in histones is related with transcription of the genes in distinct pattern depending on lysine residues and methylated levels. Relation between transcription and methylation has been relatively well understood at three lysines H3K4, H3K9 and H3K36. H3K4 is methylated in active or potentially active chromatin and its methylation associates with active transcription. H3K9 is generally methylated in heterochromatin or repressed gene, but trimethylation of this lysine occur in actively transcribed genes also. Methylation at H3K36 generally correlates with active chromatin/transcription, but the correlation of its dimethylation with transcription is controversial. All together methylation patterns of individual lysine residues in histone relate with activation or repression of transcription and may provide distinctive roles in transcriptional regulation of the eukaryotic genes.

Endogenous Proteinaceous Inhibitor for Protein Methylation Reactions

  • Paik, Woon-Ki;Lee, Hyang-Woo;Kim, Sangduk
    • Archives of Pharmacal Research
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    • v.10 no.3
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    • pp.193-196
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    • 1987
  • Protein methylation occurs ubiquitously in nature and involves N-methylation of lysine, arginine, histidine, alanine, proline and glutamine, O-methylesterfication o dicarboxylic acids, and S-methylation of cysteine and methionine. In nature, methylated amino acids accur in highly specialized proteins such as histones, flagella proteins, myosin, actin, ribosomal proteins. hn RNA-bound protein, HMG-1 and HMG-2 protein, opsin, EF-Tu, EF-$1\alpha$, porcine heart citrate synthase, calmodulin, ferredoxin, $1\alpha$-amylase, heat shock protein, scleroderma antigen, nucleolar protein C23 and IF-3l.

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Antifungal Cyclopeptolide from Fungal Saprophytic Antagonist Ulocladium atrum

  • Yun, Bong-Sik;Kwon, Eun-Mi;Kim, Jin-Cheol;Yu, Seung-Hun
    • Journal of Microbiology and Biotechnology
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    • v.17 no.7
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    • pp.1217-1220
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    • 2007
  • The saprophytic fungus Ulocladium atrum Preuss is a promising biological control agent for Botrytis cinerea in greenhouse- and field-grown crops. However, despite its known potent antifungal activity, no antifungal substance has yet been reported. In an effort to characterize the antifungal substance from U. atrum, we isolated an antibiotic peptide. Based on extensive spectroscopic analyses, its structure was established as a cyclopeptolide with a high portion of N-methylated amino acids, and its $^1H$ and $^{13}C$ chemical shifts were completely assigned based on extensive 1D and 2D NMR experiments. Compound 1 exhibited potent antifungal activity against the plant pathogenic fungus Botrytis cinerea and moderate activity against Alternaria alternate and Magnaporthe grisea.