• Title/Summary/Keyword: $^{13}C\

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Stereospecific Analysis of the Molecular Species of the Triacylglycerols Containing Conjugate Trienoic Acids by GLC-Mass Spectrometry in Combination with Deuteration and Pentafluorobenzyl Derivatization Techniques (중수소화(重水素化), Pentafluorobenzyl화(化)와 GLC-Mass Spectrometry에 의한 Conjugate Trienoic Acid함유(含有) Triacylglycerol 분자종(分子種)의 입체특이적 분석(分析))

  • Woo, Hyo-Kyeng;Kim, Seong-Jin;Joh, Yong-Goe
    • Journal of the Korean Applied Science and Technology
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    • v.18 no.3
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    • pp.214-232
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    • 2001
  • CTA ester bonds in TG molecules were not attacked by pancreatic lipase and lipases produced by microbes such as Candida cylindracea, Chromobacterium viscosum, Geotricum candidium, Pseudomonas fluorescens, Rhizophus delemar, R. arrhizus and Mucor miehei. An aliquot of total TG of all the seed oils and each TG fraction of the oils collected from HPLC runs were deuterated prior to partial hydrolysis with Grignard reagent, because CTA molecule was destroyed with treatment of Grignard reagent. Deuterated TG (dTG) was hydrolyzed partially to a mixture of deuterated diacylglycerols (dDG), which were subsequently reacted with (S)-(+)-1-(1-naphthyl)ethyl isocyanate to derivatize into dDG-NEUs. Purified dDG-NEUs were resolved into 1, 3-, 1, 2- and 2, 3-dDG-NEU on silica columns in tandem of HPLC using a solvent of 0.4% propan-1-o1 (containing 2% water)-hexane. An aliquot of each dDG-NEU fraction was hydrolyzed and (fatty acid-PFB ester). These derivatives showed a diagnostic carboxylate ion, $(M-1)^{-}$, as parent peak and a minor peak at m/z 196 $(PFB-CH_{3})^{-}$ on NICI mass spectra. In the mass spectra of the fatty acid-PFB esters of dTGs derived from the seed oils of T. kilirowii and M. charantia, peaks at m/z 285, 287, 289 and 317 were observed, which corresponded to $(M-1)^{-}$ of deuterized oleic acid ($d_{2}-C_{18:0}$), linoleic acid ($d_{4}-C_{18:0}$), punicic acid ($d_{6}-C_{18:0}$) and eicosamonoenoic acid ($d_{2}-C_{20:0}$), respectively. Fatty acid compositions of deuterized total TG of each oil measured by relative intensities of $(M-1)^-$ ion peaks were similar with those of intact TG of the oils by GLC. The composition of fatty acid-PFB esters of total dTG derived from the seed oils of T. kilirowii are as follows; $C_{16:0}$, 4.6 mole % (4.8 mole %, intact TG by GLC), $C_{18:0}$, 3.0 mole % (3.1 mole %), $d_{2}C_{18:0}$, 11.9 mole % (12.5 mole %, sum of $C_{18:1{\omega}9}$ and $C_{18:1{\omega}7}$), $d_{4}-C_{18:0}$, 39.3 mole % (38.9 mole %, sum of $C_{18:2{\omega}6}$ and its isomer), $d_{6}-C_{18:0}$, 41.1 mole % (40.5 mole %, sum of $C_{18:3\;9c,11t,13c}$, $C_{18:3\;9c,11t,13r}$ and $C_{18:3\;9t,11t,13c}$), $d_{2}-C_{20:0}$, 0.1 mole % (0.2 mole % of $C_{20:1{\omega}9}$). In total dTG derived from the seed oils of M. charantia, the fatty acid components are $C_{16:0}$, 1.5 mole % (1.8 mole %, intact TG by GLC), $C_{18:0}$, 12.0 mole % (12.3 mole %), $d_{2}-C_{18:0}$, 16.9 mole % (17.4 mole %, sum of $C_{18:1{\omega}9}$), $d_{4}-C_{18:0}$, 11.0 mole % (10.6 mole %, sum of $C_{18:2{\omega}6}$), $d_{6}-C_{18:0}$, 58.6 mole % (57.5 mole %, sum of $C_{18:3\;9c,11t,13t}$ and $C_{18:3\;9c,11t,13c}$). In the case of Aleurites fordii, $C_{16:0}$; 2.2 mole % (2.4 mole %, intact TG by GLC), $C_{18:0}$; 1.7 mole % (1.7 mole %), $d_{2}-C_{18:0}$; 5.5 mole % (5.4 mole %, sum of $C_{18:1{\omega}9}$), $d_{4}-C_{18:0}$ ; 8.3 mole % (8.5 mole %, sum of $C_{18:2{\omega}6}$), $d_{6}-C_{18:0}$; 82.0 mole % (81.2 mole %, sum of $C_{18:3\;9c,11t,13t}$ and $C_{18:3 9c,11t,13c})$. In the stereospecific analysis of fatty acid distribution in the TG species of the seed oils of T. kilirowii, $C_{18:3\;9c,11t,13r}$ and $C_{18:2{\omega}6}$ were mainly located at sn-2 and sn-3 position, while saturated acids were usually present at sn-1 position. And the major molecular species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})_{2}$ and $(C_{18:1{\omega}9})(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})$ were predominantly composed of the stereoisomer of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:3\;9c,11t,13c}$, $sn-3-C_{18:3\;9c,11t,13c}$, and $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13c}$, respectively, and the minor TG species of $(C_{18:2{\omega}6})_{2}(C_{18:3\;9c,11t,13c})$ and $ (C_{16:0})(C_{18:3\;9c,11t,13c})_{2}$ mainly comprised the stereoisomer of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13c}$ and $sn-1-C_{16:0}$, $sn-2-C_{18:3\;9c,11t,13c}$, $sn-3-C_{18:3\;9c,11t,13c}$. The TG of the seed oils of Momordica charantia showed that most of CTA, $C_{18:3\;9c,11t,13r}$, occurred at sn-3 position, and $C_{18:2{\omega}6}$ was concentrated at sn-1 and sn-2 compared to sn-3. Main TG species of $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{18:0})(C_{18:3\;9c,11t,13t})_{2}$ were consisted of the stereoisomer of $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{18:0}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$, respectively, and minor TG species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})_{2}$ and $(C_{18:1{\omega}9})(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})$ contained mostly $sn-1-C_{18:2{\omega6}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13t}$. The TG fraction of the seed oils of Aleurites fordii was mostly occupied with simple TG species of $(C_{18:3\;9c,11t,13t})_{3}$, along with minor species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_{2}$, $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{16:0})(C_{18:3\;9c,11t,13t})$. The sterospecific species of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:3\;9c,11t,13t}$, sn-3-C_{18:3\;9c,11t,13t}$, $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{16;0}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ are the main stereoisomers for the species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_2$, $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{16:0})(C_{18:3\;9c,11t,13t})$, respectively.

Theoretical and practical features of J-scaled distortion-free HSQC

  • Cha, Jin Wook;Park, Sunghyouk
    • Journal of the Korean Magnetic Resonance Society
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    • v.25 no.1
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    • pp.1-7
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    • 2021
  • Employing of 13C stable-isotopes in NMR metabolomics can give unique splitting patterns and coupling constants information originated from 13C-13C coupling interaction that provide an important structural information regarding the cellular metabolic process. But it has been known that an undesirable signal distortion in 2D heteronuclear correlation study, due to 13C-13C interaction, hampers an analysis of the coupling information. Recently, we proposed J-scaled distortion-free heteronuclear single-quantum coherence (HSQC) sequence which provides a distortion-free 13C-13C coupling information with a selective resolution enhancement of JCC splitting. In this paper, we dicuss theoretical aspect and practical feature of J-scaled HSQC pulse sequence. The conceptual explanation of orgin of the signal distortion by 13C-13C coupling interaction and design of J-scaled HSQC through exemplified results are provided in brief.

12 CO, 13CO, AND C18 OBSERVATIONS TOWARD OMC-1 (OMC-1의 12 CO, 13CO, C18O의 관측)

  • 천문석;송혜정;손영종
    • Journal of Astronomy and Space Sciences
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    • v.19 no.1
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    • pp.7-18
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    • 2002
  • Interstellar cabon monoxide and its isotopes were observed with the 13.7m radio telescope of the Daeduk Radio Astronomy Observatory toward Orion Molecular Cloud-1 (OMC-1). We derive the excitation temperature, optical depth, column density, and isotopic abundance ratios from the observed lines of $^{12}CO,^{13}CO,\;and\;C^{18}O$ inside of the region of $11'{\times}11'$. The optical depths of $^{13}CO$ were obtained to be 0.1~0.4, while those of $C^{18}O$ to be 0.01~0.03. The isotopic ratios $^{12}C/^{13}C$ were also estimated to be 2~60. We could not find the radial isotopic ratio $^{12}C/^{13}C$ gradient in the OMC-1.

Comparison of the Quantitative Values of C-14 and C-13 UBT to Reflect the Presence and Degree of Ongoing Helicobacter pylori Infection (Helicobacter pylori 감염 유무와 정도 반영에 대한 C-14와 C-13 요소호기검사 정량치 비교)

  • Lim, Seok-Tae;Kim, Dong-Wook;Jeong, Hwan-Jeong;Sohn, Myung-Hee
    • Nuclear Medicine and Molecular Imaging
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    • v.42 no.3
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    • pp.229-234
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    • 2008
  • Purpose: A urea breath test (UBT) using C-14 or C-13 has been developed for identifying Helicobacter (H) pylori infection on the basis of urease production with release of labeled $CO_2$. We investigated if the C-14 and C-13 UBT have the difference to reflect the presence and degree of H. pylori infection detected by gastro-duodenoscopic biopsies (CBx) in the same patients. Materials and methods: Thirty eight patients (M:F = 28:10, age $53.4{\pm}13.0$ yrs) with upper gastrointestinal symptoms such as indigestion, gastric fullness or pain consecutively underwent C-14 UBT, GBx and C-13 UBT within one week before medications. For the C-14 UBT, a single breath sample was collected at 10 minutes after ingestion of C-14 urea (37 KBq) capsule and counting was done in a liquid scintillation counter for 1 minute, and the results were classified as positive (${\ge}$ 200 dpm), intermediate (50-199 dpm) or negative (50 dpm). For the C-13 UBT, the results were classified as positive (${\ge}2.5\%_{\circ}$) or negative ($<2.5\%_{\circ}$). The results of GBx with Giemsa stain were graded 0 (normal) to 4 (diffuse) according to the distribution of H. pylori by the Wyatt method. We compared C-14 UBT and C-13 UBT results with GBx grade as a gold standard. Results: The prevalence of H. pylori infection by GBx with Giemsa stain was 25/38 (65.8%). In the assessment of the presence of H. pylori infection, the C-14 UBT global performance yielded sensitivity, specificity, positive predictive value (PPV), negative predictive value (NPV) and accuracy of 92.0%, 92.3%, 95.8%, 91.7% and 92.1%, respectively. However, the C-13 UBT had sensitivity, specificity, PPV, NPV and accuracy of 96.0%, 84.6%, 92.3%, 91.7% and 92.1%, respectively. The more significant correlation in C-14 than C-13 UBT (r=0.948 vs r=0.819, p <0.001) was found between the value of UBT and the grade of distribution of H. pylori infection. Conclusion: We conclude that the diagnostic performance between C-14 and C-13 UBT to detect H. pylori infection is not significantly different, but the value of C-14 UBT more significantly reflects the degree of bacterial distribution.

Synthesis of sulphonic acids and sultam derivatives

  • Ismail, Ibrahim-Imam
    • Archives of Pharmacal Research
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    • v.13 no.1
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    • pp.1-4
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    • 1990
  • Reaction of propane-1, 3-sultone with amines gave N-substituted aminosulphonnic acids 2a-i, Dehydration of 2a-c with $POCI_3$ gave the corresponding sultams 3a-c. Propane-1, 3-sultone 1 reacted with tertury amines to give the betaiene salts 4-11. 2-4-Dimethyl-1, 3-butadiene-1, 4-sultone 12 condensed with amines to give N-substituted-2, 4-dimethyl-1, 3-butadiene-1, 4-sultames 13a and 13b. The reaction of 3a, 13a with hydrazine hydrate gave acid hydrazides 3d or 13c. Compounds 3d, 13c reacted with isocyanates to yield urea derivatives 14a-c, 15a-c.

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Stability of 13C-urea/PEG capsules by LC-APCI-MS

  • Kim, Kyoung-Soon;Park, You-Mie;Lee, Sang-Hyun;Moon, Dong-Cheul;Kim, Bak-Kwang
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.280.2-280.2
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    • 2003
  • The applicability of liquid chromatography-atmospheric-pressure chemical-ionization mass spectrometry (LC-APCI-MS) for the determination of 13C-urea in 13C-urea/PEG capsules has been studied. It is essential to assess the stability of a newly developed low-dose (38 mg) 13C-urea/PEG capsule. which will be used for 13C-urea breath test (13C-UBT) to detect Helicobacter pylori infection. (omitted)

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Trials of Novel $^{13}C-Urea-Containing$ Capsule for More Economic and Sensitive Diagnosis of Helicobacter pylori Infection in Human Subjects

  • Yong, Chul-Soon;Kim, Yong-Il;Park, San-Man;Kwon, Rham;Han, Hong-Hee;Park, Jung-Gil;Yang, Chan-Yoo;Kim, Jung-Ae;Yoo, Bong-Kyu;Rhee, Jong-Dal;Choi, Han-Gon
    • Archives of Pharmacal Research
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    • v.29 no.10
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    • pp.879-883
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    • 2006
  • To develop a $^{13}C-urea-containing$ capsule for more economic and sensitive diagnosis of Helicobacter pylori infection, the $^{13}C-urea-containing$ capsules were prepared with various additives such as polyethylene glycol, microcrystalline cellulose, sodium lauryl sulfate and citric acid. Their dissolution test and $^{13}C-urea$ Breath Test in human volunteers were then performed. Polyethylene glycol increased the initial dissolution rates of urea and difference ${\sigma}$ $^{13}C$ values from $^{13}C-urea$, while microcrystalline cellulose and sodium lauryl sulfate decreased them. Irrespective of addition of citric acid, the compositions with polyethylene glycol showed higher values from $^{13}C-urea$ compared to a commercial 76 mg $^{13}C-urea-containing$ capsule due to higher initial dissolution rate. The capsules with 38 mg $^{13}C-urea$ and 1.9 mg polyethylene glycol, which showed higher Helicobacter pylori-positive value of about $8{\textperthousand}$ at 10 min, improved the sensitivity of $^{13}C-urea$ in human volunteers. Thus, the $^{13}C-urea-containing$ capsule with polyethylene glycol would be a more economical and sensitive preparation for diagnosis of Helicobacter pylori infection.

Effects of Nutrient Solution Temperatures on the Growth and Quality of Welsh Onion (Allium fistulosum L.) in Winter Season (겨울철 배양액 온도가 파의 생육 및 품질에 미치는 영향)

  • 박권우;이정훈
    • Journal of Bio-Environment Control
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    • v.4 no.2
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    • pp.144-151
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    • 1995
  • This experiment was carried out to investigate the effect of different nutrient solution temperatures on the growth and quality of welsh onion in winter season. The fresh weight increased with the increase of temperature within the range of 13-23$^{\circ}C$. The top length was longer 18 and 23$^{\circ}C$ than at 13$^{\circ}C$, the dry weight was the highest at 18$^{\circ}C$. The potassium content in plant was the highest at 18$^{\circ}C$, calcium and magnesium contents were higher at 13 and 18$^{\circ}C$ than at 23$^{\circ}C$. The vitamin C content decreased with the increase of nutrient solution temperature, but there was no statistical significance within treatments. The pyruvic acid was higher at 13 and 18$^{\circ}C$ than at 23$^{\circ}C$, while nitrate content was lower at 13 and 18$^{\circ}C$ than 23$^{\circ}C$. Therefore, for growth and quality of welsh onion, it was concluded that 18$^{\circ}C$ may be suitable nutrient solution temperature in winter season.

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Effects of Soil Moisture Content according to Irrigation Methods in Culture on Storability of Cucumber(Cucumis sativus L.) Fruit (관수방법에 따른 토양내 수분함량의 차이가 수확후 오이의 저장에 미치는 영향)

  • 박권우;강호민;장매희;권영삼
    • Journal of Bio-Environment Control
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    • v.4 no.1
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    • pp.74-79
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    • 1995
  • This study was made to investigate the effects of soil moisture content according to irrigation methods on the storability and quality of cucumber. The fresh weight loss of cucumber fruit harvested in drip irrigation plot was more than that in conventional irrigation plot at both 13$^{\circ}C$ and 24$^{\circ}C$ storage temperature. Dry weight ratio decreased during storage, and was higher in conventional irrigation plot than drip irrigation plot both 13$^{\circ}C$ and 241 storage. The decrease of dry weight ratio was higher at 24$^{\circ}C$ than 13$^{\circ}C$. Vitamin C was not influenced by soil moisture content, but decreased during storage at 13$^{\circ}C$ and 24$^{\circ}C$ The decrease of vitamin C at 24$^{\circ}C$ in 8 days after storage was twice as much at 13$^{\circ}C$. Firmness was measured differently in two parts of cucumber ; fruit stalk and blossom part. The firmness of fruit stalk part was higher than that of blossom part. This phenomena was observed continuously at until final day at 13$^{\circ}C$ and 24$^{\circ}C$ storage. But the difference of firmness was not showed in soil moisture content. Vitamin C, firmness and other quality characteristics were not influenced by soil moisture content during cultivation. The different soil moisture content according to irrigation methods did not affect the storability and quality of cucumber.

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A Comparison Study between Batch and Continuous Process Simulation for the Separation of Carbon-13 Isotope by Cryogenic Distillation (Methane으로부터 13C 동위원소 분리를 위한 회분식 및 연속식 극저온 증류공정모사 비교 연구)

  • Kim, Jong Hwan;Lee, Doug Hyung;Lee, Euy Soo;Park, Sang Jin
    • Korean Chemical Engineering Research
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    • v.45 no.1
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    • pp.57-66
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    • 2007
  • Natural gases generally consist of mainly $^{12}C$ and about 1.1% of $^{13}C$. It is well known that a stable carbon isotope, $^{13}C$, has been widely used for the applications of medical, pharmaceutical, and agricultural tracers. As a result, the development of the separation and concentrating technology of $^{13}C$ can cause of high value-added products and the possibility of the generation of new carbon materials, In general, there are two kinds of approaches to obtain a stable $^{13}C$ isotope by the separation of cryogenic distillation. One is to obtain a concentrated $^{13}CH_4$ isotope from natural gas. Another approach is to get concentrated $^{13}CO$ by distillation followed by a chemical reaction of $CH_4$ and $H_2O$. In this study, rigorous process simulations of the cryogenic distillation have been performed and analyzed for the concentrated separation of $^{13}C$ isotopes from LNG and NG by using commercial process simulator. Due to the very small differences of relative volatilities and separabilities of $^{12}C$ and $^{13}C$, the process design and operation of effective separation and concentration of $^{13}C$ need special strategies and feasibility studies. Utilization of vapor pressure data to acentric factor in SRK equation of state and optimized process conditions have been able to predict for the effective of the separation yield and concentration of $^{13}C$ for the cryogenic distillation. The various operation strategies for both batch and continuous cryogenic distillation are also studied and suggested for the basic design of the process. Development of this study can provide a tool for the effective design and operation of the cryogenic separation of $^{13}C$.