• Title/Summary/Keyword: Fast atom bombardment mass spectrometry

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Photoaddition Reaction of 5,7-Dimethoxycoumarin with Adenosine

  • Cho, Tae-Heung;Shim, Hyun-Kwan;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • v.8 no.3
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    • pp.206-211
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    • 1987
  • The photoreaction of 5,7-dimethoxycoumarin with adenosine has been carried out in a dry film state. The mixture of DMC and adenosine was irradiated with 350 nm UV light and two major products were isolated. The structure was determined by various spectroscopic measurements involving $^{13}C$ nuclear magnetic resonance and fast atom bombardment mass spectrometry. These addition products were produced by covalent bond formation between the pyrone ring at carbon 3 or 4 and the sugar ring moiety of adenosine at carbon 5'.

An Analytical Method of Thromboxane $B_2$ by Fast Atom Bombardment Mass Spectrometry (고속원자충격질량분석법을 이용한 Thromboxane $B_2$ 분석)

  • Jang, Suk-Yoon;Kim, Jung-Hoon;Lee, Yong-Moon;Jang, Seung-Ki;Moon, Dong-Cheul
    • Analytical Science and Technology
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    • v.6 no.4
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    • pp.349-357
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    • 1993
  • Analytical methods of thromboxane $B_2(TXB_2)$ using various techniques of Fast Atom Bombardment mass spectrometry (FAB MS) were studied, static FAB condition was investigated to obtain linear response curve using docosanoic acid as a internal standard. For maximum sensitivity, a continuos-flow(CF-) FAB MS by selected-ion monitoring(SIM) with devised sample introduction system, has been developed to quantiate thromboxane $B_2$ in biological sample. Instrumental parameters affecting sensitivity, reproducibility has been studied. The method has been optimized with respect to the eluent, 0.75% glycerol(in EtOH v/v) and flow rate of $3.7{\mu}l/min.$ Under the condition, detection limits were below 10pg in SIM mode and a good linear relationship between dose and response was achieved.

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Linkage Positions of Oligosaccharides by Low Energy Collision Tandem Mass Spectrometry: Effect of the Addition of Metal Cations (저에너지 충돌 탄뎀 질량분석법을 이용한 올리고당의 연결부위 연구: 금속양이온의 첨가가 미치는 영향)

  • Yoo Yoon, Eunsun
    • Journal of the Korean Chemical Society
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    • v.40 no.8
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    • pp.557-564
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    • 1996
  • FAB CAD MS/MS(Fast Atom Bombardment Collision Activated Dissociation Mass Spectrometry/Mass Spectrometry) was used to study different degree of bond stability according to the linkage positions of alkali cationized $(Na^+, Li^+, K^+, NH_4^+)$ stereoisomeric and synthetic oligosaccharides. The alkali metal cations were much more stable, requiring over -40 eV of collision energy vs. only -10 eV for the protonated forms. Of the cations, the potassium cationized trisaccharides were more stable than the others. They would not yield fragment ions under the conditions of collision available in triple quadrupole. Other cationized species exhibited decreasing stability in the series $Nap^+>Li^+>NH_4^+$ using 0.8 mTorr argon pressure in the collision cell. Metal cations of the oligosaccharides maintained charge principally on the amino sugar as shown by shift of all the fragment ions containing the amino sugar. The reason for the higher stability of the metal cationized form is the formation of crown ether-like bond around metal cations, N-acetyl group on GlcNAc and oxygens on fucose moiety. Depending on the metal sizes and the conformation of linkage-isomeric region, cationized species gave linkage dependent fragment patterns and exhibited stability in the series 1-6 > 1-4 > 1-3 linkage.

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Identification of Actinomycins by High Performance Liquid Chromatography and Fast Atom Bombardment Mass Spectrometry

  • Cho, Seong-Eun;Goo, Yang-Mo;Kim, Kyoung-Ja
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.424-427
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    • 1994
  • An acinomycin complex isolated from culture broth of a soil microorganism, SNUS 9305-011 has been examined by High performance liquid chromatography (HPLC). From the analysis of the fractions obtained by column chromatography of the ethyl acetate extract, three actinomycin components are confimed . The HPLC analysis is carried out with a CN-bonded nucleosil column. Comparison of the retention times of the components with those of actinomycin D, C complex, $X_{o{\beta}$, and V and suggests that they are different actinomycins. FBA mass spectra fo the coponents also shows different molecular ions from those of standards and other reported actionbmycins. The present work has demonstrated that actinomycin components can be separated by a CN-bonded HPLC column, and that ocmparison of their HPLC chormatograms with authentic smaples and information on their molecular ions can be successfully employed for indentification of actionmycins.

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Characterization of Extremely Hydrophobic Immunostimulatory Lipoidal Peptides by Matrix Assisted Laser Desorption Ionization Mass Spectrometry

  • 장정석;이성택;장윤석
    • Bulletin of the Korean Chemical Society
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    • v.17 no.11
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    • pp.1036-1039
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    • 1996
  • Synthetic lipoidal peptides based on viral protein sequences have been prepared. These peptides contain an N-palmitoyl group at the N-terminal residue, which is a modified cysteine, containing a S-[2,3-bis(acyloxy)-(2-R,S)-propyl] moiety. When this residue (Pam3Cys) is at the N-terminus of a synthetic peptide, it acts as potent immunoadjuvant to enhance both IgM and IgG antibody responses to the attached peptide. Conventional analytical procedures (e.g., Edman degradation and amino acid analysis) are either not applicable due to the N-terminal modification, or do not provide confirmation of the intact structure. Chromatographic analysis is also hindered by the tendency of these lipoidal Pam3Cys peptides to form large aggregates, and in some cases to be permanently adsorbed on reversed phase columns. We have applied several mass spectrometric techniques, including fast atom bombardment (FAB), electrospray ionization (ESI) and matrix assisted laser desorption ionization (MALDI) to characterize the intact structures of a number of different Pam3Cys synthetic peptides. The MALDI-MS has been found to be the most sensitive for the analysis of the structure of Pam3Cys peptides.

Structural Analyses of the Novel Phosphoglycolopids Containing the Unusual very Long Bifunctional Acyl Chain, α,ω-13,16-Dimethyloctacosanedioate in Thermoanaerobacter ethanolicus

  • Lee, Sang-Hoo;Kang, Se-Byung;Kim, Jai-Neung;Jung, Seun-Ho
    • Bulletin of the Korean Chemical Society
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    • v.23 no.12
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    • pp.1778-1784
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    • 2002
  • Novel membrane lipids containing the unusual very long chain fatty $acid{\alpha}{\omega}-1316-dimethyloctacosanedioate$, dimethyl. Ester (DME C30) was isolated and purified from thermophilic anaerobic eubacterium, Thermoanaerobacter ethanolicus. Structures of the lipids containing the bifunctional fatty acyl components were proposed by various analyses such as $^1H,\;^{13}C,\;^{31}P$ nuclear magnetic resonance (NMR), Fourier transform infrared(FTIR) spectroscopy, gas chromatography/mass spectrometry (GC/MS) and fast atom bombardment mass spectrometry (FAB/MS). Combined with the GC/MS, $^1H,\;and\;^{13}C$NMR data, we confirmed that the head groups of the lipids contained the glycerol and/or glucosamine molecules. $^{31}P$ NMR spectrum also showed that the lipids contained phosphate in a phosphodiester linkage. The proposed structures of these novel lipid components were the ones in which two head groups were linked by the membrane spanning fatty acyl component(DME C30)and regular chain fatty acids on glycerol moiety of each head group.

Taxonomy, Purification and Physicochemical Properties of Novel Antifungal Antibiotics AF-011A (신규 항진균 물질 AF-011A의 생산균주 동정, 정제 및 물리 화학적 특성)

  • 김성호;현봉철;서정우;김창완;연창석;이덕근;김광표;정재경;임융호
    • Microbiology and Biotechnology Letters
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    • v.21 no.6
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    • pp.556-563
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    • 1993
  • AF-011A is a novel lipopeptide with potent antifungal activity isolated from Pseudomonas cepacia AF6008 deposited as KFCC 10759. The compound was isolated from the fermentation broth by extraction with 50% isopropyl alcohol. Purification was effected by chromatography on Diaion HP-20, Alumina and C18 followed by HPTLC on silica gel. These techniques affored two closelt related compounds. AF-011A1 ans AF-011A2. The molecular weights of AF-011A1/A2 were determined by fast atom bombardment mass spectrometry(A1 m/z 1,215 : A2 m/z 1,199).

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Gamakamide-E, a Strongly Bitter Tasting Cyclic Peptide with a Hydantoin Structure from Cultured Oysters Crassostrea gigas

  • Lee, Jong-Soo;Satake, Masayuki;Horigome, Yoichi;Oshima, Yasukatsu;Yasumoto, Takeshi
    • Fisheries and Aquatic Sciences
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    • v.15 no.1
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    • pp.15-19
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    • 2012
  • A new cyclic peptide (six-membered amino acid), gamakamide-E (L-Leu-L-Met (SO)-L-Me-Phe-L-Leu-D-Lys-L-Phe), was isolated as a strongly bitter tasting compound from cultured oysters, Crassostrea gigas. The molecular formula of $C_{43}H_{61}N_7O_8S$ was deduced from high resolution fast atom bombardment mass spectrometry (HR FAB-MS) ($[M+H]^+$ m/z 836.4356 ${\Delta}$= -2.4 mmu). Its unique structure including a hydantoin structure was firstly elucidated by nuclear magnetic resonance (NMR) analysis. Stereochemistries of constituent amino acids were determined by chiral high performanced liquid chromatography analysis of natural and synthesized peptides.

New Family of Monoglucosylglyceride Diacyl Glycerol Lipids Containing Very Long Chain bifunctional Acyl Chains in Sarcina ventriculi

  • Jung, Seun-Ho;Chi, Yong-Hoon;Chang, Yoon-Seok;Yi, Dong-Heui;Kwon, Tae-Jong;Hollingsworth, Rawle I.
    • Journal of Microbiology and Biotechnology
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    • v.10 no.3
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    • pp.386-393
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    • 2000
  • Recent research on the fatty acyl chains in the membrane lipids in Sarcina ventriculi has shown that unusually long chain bifunctional fatty acyl components are the major components of the total lipid. However, these studies did not yield any information on the complete structures of the lipid species containing these fatty acids. In this study, the structures of a new family of glucolipids containing bifunctional acyl chains are described. These structures were determined using NMR(Nuclear Magnetic Resonance) Spectroscopy, GC (Gas Chromatography)/MS (Mass Spectrometry), FTIR (Fourier Transform Infrared) spectroscopy, and FAB (Fast Atom Bombardment) mass spectrometric studies. One of the major bifunctional acyl components of the $\alpha$-glucolipids was an $\omega$-formylmethyl ester indicating the presence of plasmalogen. The general structure of the lipid components was one in which the two head groups were separated by a membrane-spanning acyl species. One head group component is a glycerol moiety of each head group, and the other is a glyceryl clucoside. Two regular chain fatty acids, one on the glycerol moiety of each head group, are also present and meet in the middle of the membrane, roughly equidistant from each head group.

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Inhibitory Activity against Helicobacter pylori of Isolated Compounds from Pinus koraiensis Siebold et Zucc Leaves

  • Jo, Bun-Sung;Cho, Young-Je
    • Journal of Applied Biological Chemistry
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    • v.59 no.1
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    • pp.19-23
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    • 2016
  • A phenol substance was extracted from Pinus koraiensis Siebold et Zucc leaf extracts and its biological efficacy was measured. The highest content of the phenol substance contained in Pinus koraiensis Siebold et Zucc leaves was 13.5 mg/g, which was obtained when it was extracted with 80% ethanol. At a concentration of 200 mg/mL, the phenolic substances extracted with 80% ethanol and water showed antimicrobial activities against Helicobacter pylori, producing clear zones of 10 and 12 mm diameter, respectively. Pinus koraiensis Siebold et Zucc. leaf extracts were separated using a Sephadex LH-20 column and 4 fractions were obtained (fractions A-D). Fractions C and D showed the greatest inhibitory activity against Helicobacter pylori producing 10.1 and 12.3 mm clear zones, respectively. These two fractions were purified using a Sephadex LH-20 and MCI-gel column ($H_2O{\rightarrow}100%$ ethanol). Purified compounds A and B were identified as syringic acid and compound C was identified as p-coumaric acid based on $^1H$-nuclear magnetic resonance (NMR), $^{13}C$-NMR, and fast atom bombardment mass spectrometry spectra. When two or more purified compounds were mixed, a synergistic effect of anti-Helicobacter pylori activity was evident. This result indicates that extracts of Pinus koraiensis Siebold et Zucc leaves could be considered a functional food because of their high antimicrobial properties.