• 제목/요약/키워드: trans isomer

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한국인 상용 가공식품의 trans 지방산 이성체 (Trans Fatty Acid Isomers of Processed Foods Commonly Consumed in Korea)

  • 노경희;원미숙;송영선
    • 한국식품영양과학회지
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    • 제32권3호
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    • pp.325-337
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    • 2003
  • 한국인의 상용 가공식품 중 tram 지방산 함량이 많고 섭취빈도가 상대적으로 높은 41종을 선정하여, trans 지방산 이성체의 종류 및 함량을 GC/MS를 사용하여 분석하였다. HP-23 cis/trans FAME capillary column을 사용하였으며, 검출된 peak의 동정은 GC/MS spectrum을 검색하여 동일분자량 여부로 확인하였다. 마가린류는 trans 지방산 함량이 지방 100g당 4.75~25.21g으로 다양한 수준을 보였다. 마가린의 주요 trans 지방산 이성 체는 C18:1 $\Delta$9t로 모든 마가린에서 검출되었으며 1.10~14.53%의 범위였다. C18:2t의 총 함량은 2.02~7.91%의 범위로 다양하였으며, C18:3t는 0.33~l.39%의 수준이었다. 유지류의 trans 지방산 함량은 지방 100g당 5.40~16.558의 범위였으며, 대두유에서는 Cl8:1$\Delta$9t가 0.95%로 가장 높았으나, 옥수수유에서는 확인되지 않았으며, 쇼트닝은 3.1~5.1%로 1.6~4.3%인 라드보다 높은 수준이었다. 우유 및 유제품에서는 C16:1 $\Delta$9t, C18:1 $\Delta$9t, C18:2t 및 C18:3t가 골고루 분포되어 있었다. 양념류인 마요네즈에서는 C16:1$\Delta$9t가 확인되지 않았으나 4.93%의 trans 지방산이 검출되었다. 과자류 중 trans 지방산 함량이 현저하게 높은 팝콘(48%)에서 C16:l$\Delta$9t는 검출되지 않았으나 C18:1$\Delta$9t는 36%의 함량을 나타내었다. 빵류에서는 C18:1 $\Delta$9t가 trans 지방산 이성 체중 가장 높은 함량을 보였으며, 냉동피자의 C18:1 $\Delta$9t 함량은 30%를 초과하는 높은 함량을 보였다. 슈크림 빵은 높은 C18:2t 함량을 보였으며(8.26%), 불고기버거와 피쉬버거의 C18:2t trans 지방산 함량은 3.26%와 3.34%로 비슷한 수준이었다. 육가공품 및 튀김류 중 냉동 닭튀김과 냉동 감자튀김의 trans 지방산 함량이 15%~l9%의 수준으로 높았으며, C18:1$\Delta$9t과 C18:2t가 그 주된 성분이었다. 돼지고기구이 (목살)에서는 C18:1$\Delta$9t는 확인되지 않았으며, 냉동감자튀김에서는 C16:1 $\Delta$9t이 검출되지 않았다. 1회 분량 당 trans지방산 함량이 높은 식품은 팝콘, 냉동피자, 감자튀김과 닭튀김, 빵류 등의 순으로 나타났다.

감광성 Crown Ether Styryl 염료의 합성 (Preparation of Photosensitive Crown Ether Styryl Dye)

  • 신종순;이용구
    • 한국인쇄학회지
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    • 제16권3호
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    • pp.147-156
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    • 1998
  • A Photosensitive Crown Ether Styryl Dye derivative(CESD) was prepared for the application and the structure of it was discussed. Light excitation causes the trans-cis isomerization of CESD yielding a conformation suitable to form a coordination bond between an anion group and a metal cation located in crown ether. Intermolecular complex stabilized the cis isomer that absorbs at a shorter wavelength in the trend-cis isomerization. Application of CESD was suggested.

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여러가지 리간드의 금속착물 (제2보). 1,10-디프로필-5R-메틸트리에틸렌테트라아민의 디클로로 및 디니트로 코발트 (III) 착물 (Metal Complexes Containing Multidentate Ligands (II). Dichloro and Dinitro Coblat (III) Complexes of 1,10-Dipropyl-5R-methyltriethylenetetraamine)

  • 전무진
    • 대한화학회지
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    • 제22권3호
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    • pp.133-137
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    • 1978
  • 새로운 네자리 아민리간드 1,10-dipropyl-5R-methyltriethylenetetramine(R-$Pr_2$metrien)이 합성되었고 이 리간드로부터 디클로로 몇 디니트로코발트(III) 착물이 합성되었다. 합성된 리간드는 트란스 이성체의 착물만을 형성할 것이 예측되었으며 예측된대로 트란스 이성체만을 형성하였다. 원소분석, 핵자기공명분광학, 흡수분광분석 및 원편광이색성분광법을 이용하여 리간드와 착물의 구조가 설명되었다.

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Activity Profiles of Linear, Cyclic Monomer and Cyclic Dimer of Enkephalin

  • Kim, Dong-Hee;Hong, Nam-Joo
    • Bulletin of the Korean Chemical Society
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    • 제33권1호
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    • pp.261-269
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    • 2012
  • The cyclic dimers of enkephalin were isolated as minor components during the solution synthesis of the corresponding cyclic monomers. The ratio of cyclic dimer to monomer was approximately 1:4 from the percent of yields. In the receptor binding assay of two cyclic dimmers, ($Tyr_2-C[D-Glu-Phe-gPhe]_2$ 6, $Tyr_2-C[D-Asp-Phe-gPhe-rLeu]_2$ 8), both analogs exhibited the high preference for ${\delta}$ receptor compared to monocyclic counterparts. In the nociceptive activity, both showed about 5 times less potent than the cyclic monomers. The repeated synthesis of 14-membered cyclic analog, Tyr-C[D-Glu-Phe-gPhe-D-rLeu] 14, which was known as having three distinct cis-trans isomers, gave rise to apparently different conformational analog arousing only trans isomer. In the receptor binding assay, it showed tremendously high selectivity toward ${\mu}$ receptor $({\delta}/{\mu}=160)$.

Cis-Trans Isomerization of Dimeric $[Me_2Al(μ-NH^tBu)]_2$

  • Park, Joon T.;오원태;김윤수
    • Bulletin of the Korean Chemical Society
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    • 제17권12호
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    • pp.1147-1149
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    • 1996
  • The trans (2a)-cis (2b) isomerization of [Me2Al(μ-NHtBu)]2 (2) has been studied by 1H NMR spectroscopy. The equilibrium has been observed to follow reversible first order kinetics with ΔH0=2.22±0.07 kJmol-1 and ΔS0=2.85±0.07 JK-1mol-1. The activation parameters for the conversion 2a→2b are ΔH1=49.7±2.3 kJmol-1 and ΔS1=-126.3±0.2 JK-1mo1-1 and for the reverse reaction 2b→2a are ΔH-1=47.5±2.3 kJmol-1 and ΔS-1=-129.1±0.5 JK-1mol-1. The isomerization is markedly accelerated in the presence of Lewis bases. A crossover experiment indicates that the isomer interconversion is a unimolecular process. The large negative entropies of activation suggest either the existence of a sterically congested intermediate or the participation of solvent in the isomerization process.

광감응형 아조벤젠기를 갖는 신규 플러렌 유도체의 합성과 물성분석 (Synthesis and Characterization of Novel Fullerene($C_{60}$) Derivative with Photoresponsive Azobenzene Group)

  • 한기종
    • 한국응용과학기술학회지
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    • 제31권1호
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    • pp.50-58
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    • 2014
  • A novel fullerene derivative with photoresponsive azobenzene group was designed and synthesized, and its photoresponsive properties were reported. Starting from 4-nitrophenol, compound 1, which is containing fullerene moiety connected to azobenzene group through covalent linkage was synthesized by 5 steps. All the intermediates and the final compound were characterized by $^1H$, $^{13}C$-NMR, FAB-Mass or elemental analysis. Compound 1 exhibited the expected photoresponsive behavior. Chloroform solution($10^{-5}M$) of it served to maximize the absorption at 351 nm corresponding to the trans-azobenzene chromophore. Irradiation of this solution with 365 nm light resulted in photoisomerization to cis-azobenzene, as evidenced by decrease in the absorbance at 351 nm and an increase in absorbance at 450nm. A photostationary state was reached within about 150 s. Thermal reversion to the original spectrum was observed over the course of about 6 h at room temperature in the dark. However, exposure to bright sun light for about 5 s also effect almost complete reversion to the trans-isomer. This indicates that there is no strong steric influence on the trans-cis reversible isomerization of compound 1.

자외선 조사 포도 잎에서 Stilbene 화합물의 동정과 함량의 변화 (The Identification of Stilbene Compounds and the Change of Their Contents in UV-irradiated Grapevine Leaves)

  • 최성진
    • 원예과학기술지
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    • 제29권4호
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    • pp.374-381
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    • 2011
  • Stilbene 화합물은 항산화 및 항균 활성을 가지는 폴리페놀계의 천연물이다. 포도를 포함하는 몇몇 종류의 식물에서 stilbene 화합물은 resveratrol의 유도체로서 매우 다양한 형태로 존재한다. 자외선 조사 포도 잎에서 stibene 화합물을 정량 분석하기에 앞서, 먼저 각 stilbene 화합물을 동정하기 위한 실험을 수행하였다. 이를 위하여, 자외선을 심하게 조사한 잎에서 stilbene 배당체를 추출하였다. 추출한 배당체 시료는 ${\beta}$-glucosidase를 이용하여 가수분해한 후, 특정 stilbene 화합물의 질량에 해당하는 m/z에서 HPLC-mass spectrometer를 이용하여 분석하였다. 효소적 가수분해에 의해 chromatogram상에는 glycoside에 해당할 것으로 예상되는 peak의 감소와 aglycone에 해당할 것으로 예상되는 peak 증가가 나타났다. 또한 stilbene 화합물의 광 이성질화를 유도하기 위하여 시료를 일광에 노출하였으며, 광 노출에 의해 trans-isomer에 해당할 것으로 예상되는 peak의 소멸과 cis-isomer에 해당할 것으로 예상되는 peak의 생성이 나타났다. Chromatogram상의 peak의 이러한 증감으로부터 각 peak의 성분을 유추하였다. 이러한 방법으로 포도 잎에서 16종의 stilbene 화합물을 동정할 수 있었으며 자외선을 조사한 포도 잎에서 동정된 화합물에 대한 정량적 분석을 수행하였다. 자외선 조사는 포도 잎에서 총 stilbene 함량의 상당한 증가를 가져왔는데 특히 trans-resveratrol은 수백 배 증가하였다. 또한, resveratrol보다 더 강한 radical 소거 활성을 가지지만 무처리 잎에서는 단지 미량으로만 존재하는 piceatannol의 함량 역시 수십배 증가하였다. 자외선 조사에 의한 이러한 stilbene 함량의 증가는 hormesis 현상으로서 포도의 스트레스 대응 반응의 하나로 생각된다.

N,N'-Bis[2(S)-2-pyrrolidinylmethyl]phenylene-1,2-diamine를 배위하는 전이금속 착물의 합성 및 구조적 특성 (Synthesis and Structural Characterization of Transition Metal Complex with N,N'-bis-[2(S) -pyrrolidinylmethyl]phenylene-1,2-diamine)

  • 김동엽
    • 한국산업융합학회 논문집
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    • 제1권1호
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    • pp.43-49
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    • 1998
  • The SS-phpm 4HCl(N,N'-bis-[2(S)-pyrrolidinylmethyl]phenylene-l,2-diamine-4-Hydrochloride) ligand having stereospecificity has been prepared and reacted with trans-[$Co(pyridine)_4Cl_2]$Cl. The resultants are purple crystals, which are identified to be ${\Delta}$-cis-${\beta}$-[$Co(SS-phpm)Cl_2$]Cl by elemental analysis and UV/Vis- and CD-absorption spectra, The conformation of SS-phpm in ${\Delta}$-cis-${\beta}$ complex is ${\delta}$ ${\varepsilon}$ ${\lambda}$ (SSSS) for each of the five-membered chelated ring. Futhermore, according to orientation of secondary amine, total strain energy on each isomers was calculated by molecular mechanics(MM) to verify structural characterization and spectral data. As the result, the most stabilized isomer was ${\Delta}$-cis-${\beta}$(SSSS). The value of total strain energy(U) of ${\Delta}$-cis-${\beta}$(SSSS) isomer was 63.21 kcal/mol, respectively.

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Cyclosporin A Binding Protein Type-19 kDa Peptidyl-Prolyl Cis/Trans Isomerase from Euglena gracilis

  • SONG HYUK-HWAN;PARK SUNG-YONG;LEE CHAN
    • Journal of Microbiology and Biotechnology
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    • 제15권5호
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    • pp.1047-1053
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    • 2005
  • Cyclosporin A binding protein type-19 kDa peptidyl-prolyl cis/trans isomerase (PPIases, EC 5.2.1.8) of Euglena gracilis was purified and some of its biochemical characters were elucidated. Purification of the PPIase was achieved by employing a series of steps involving ammonium sulfate precipitation, Superdex G-75 gel filtration chromatography, Mono­Q anion and Mono-S cation exchange chromatographies, and Superdex S-200 gel filtration chromatography on FPLC. Purified PPIase had a specific activity of 8,250 units/mg, showing a 27-fold increase compared with that of cell-free extract of Euglena gracilis. The enzyme consisted of a single polypeptide chain with a molecular mass of 19 kDa. It showed high substrate specificity to succinyl-Ala-Ala-Pro-Phe-p-nitroanilide, and $k_{car}/K_{m}$, for this substrate was found to be $61.19{\times}10^5/sec$. The isomer distributions were investigated at an equilibrium of seven different peptide substrates, varying Xaa in Suc-Ala-Xaa-Pro-Phe-p-nitroanilide in dimethylsulfoxide. The cis/trans equilibrium constants were estimated to be from 0.14 (Ile) to 0.63 (Gly), which correspond to $12.00\%\;to\;38.52\%$ of the cis population, respectively, under experimental condition. The enzyme was highly sensitive to the immunosuppressive ligand cyclosporin A, but not to other immunosuppressants such as FK506 and rapamycin. Thus, it appears to belong to the class of cyclophilin.

Bioavailability of Lycopene from Tomato Products

  • Shi, John;Naughton, Laura-Mac;Kakuda, Yukio;Bettger, William;Yeung, David;Jiang, Yueming
    • Preventive Nutrition and Food Science
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    • 제9권1호
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    • pp.98-106
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    • 2004
  • Tomatoes and tomato products are the major source of lycopene in the diet. The bioavailability of lycopene is different in raw tomatoes compared to processed tomato products. This is due to the chemical and physical properties of the different lycopene isomers. All-trans-lycopene is found in raw tomatoes and is a poor bioavailable source, whereas, processed tomato products are more bioavailable because they contain more cis-isomers. Heat and mechanical processing of tomatoes induces rupture of the cell walls, thereby releasing lycopene from its food matrix. Heat processing also induces cis-trans isomerization and disrupts protein-carotenoid complexes. Many dietary components also impact lycopene bioavailability, like the amount and type of fat present with the intake and processing of tomato products, the amount and type of fiber present, and the interaction between carotenoids. Fundamentally, anything that enhances formation and incorporation of lycopene in bile acid micelles increases bioavailability, and the opposite is true in that anything that interferes with micelle formation decreases bioavailability.