• Bulletin of the Korean Chemical Society
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• v.33 no.5
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• pp.1722-1728
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• 2012

During the analyzing processes of the compounds, some researchers are puzzled by the analytical signals for some TSNAs (with or without splitting peaks at various pHs and temperatures). In this work, a detailed theoretical study of structural and thermal properties of the $E/Z$ isomers of TSNAs and the corresponding protonated structures was performed using DFT methods. The calculations showed that the $E$ isomers are almost stable than $Z$ isomers, while the $Z$ isomers would be more stable when in protonation. The calculated results predicted the possibility of separation of their $E$ and $Z$ isomer forms and also showed that protonation affects the dipole moment of molecules significantly (0.1-0.5 to 0.7-2.1 Debye). The calculations agreed well with the experiments that the split-up of the HPLC signal for TSNAs into two peaks are very sensitive to the pH and temperature of the mobile-phase.

• Nutrition Research and Practice
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• v.2 no.4
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• pp.326-330
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• 2008

Conjugated linoleic acids (CLA) were identified in 1980's, since then it has been intensively studied due to its various beneficial health effects such as anti-inflammatory, anti-atherogenic, anti-carcinogenic and anti-diabetic/obesity effects. Isomer specificity of a number of CLA isomers, especially predominant isomer 9Z,11E- and 10E,12Z-CLA, is now recognized. However, the less prevalent CLA isomers have not been well characterized. Recently, studies have reported the distinctively different effects of 9E, 11E-CLA in colon cancer cells, endothelial cells, and macrophage cells compared to the rest of CLA isomers. In this review, various effects of CLAs, especially anti-inflammatory and anti-atherogenic effects, will be discussed with focusing on the isomer-specific effects and potential mechanism of action of CLA. At last, recent studies about 9E,11E-CLA in in vitro and animal models will be discussed.

• Journal of the Korean Chemical Society
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• v.22 no.6
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• pp.417-422
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• 1978

Rather than undergo photooxygenation, the Z-configuration benzalpyrrolinones (Z-2, Z-4) photoisomerized to the E-configuration isomers under direct or sensitized irradiation. Rose bengal sensitized photochemical stereoisomerzation of benzalpyrrolinones (Z-2, Z-4 and E-2) with monochromatic light (at 557 nm, excitation of rose bengal only) showed that the triplet of benzalpyrrolinones was involved in the photoisomerization, since oxygen inhibited the photoisomerization.

• Bulletin of the Korean Chemical Society
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• v.1 no.1
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• pp.23-26
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• 1980

Direct photoisomerizations of benzalpyrrolinones yield the corresponding E-isomers via a singlet state, since no effect of oxygen on the reaction rates was observed. The Z-oxodipyrromethene was photoisomerized to the E-isomer in a degassed system. In an aerobic system the oxodipyrromethene 3 was photoisomerized at the early stage of the reaction and photooxygenated slowly at latter stage of the reaction. For bilirubin, other (possibly Z ${\to}$ E) than self-sensitizing $^1O_2$ reaction should have occurred because of the lack of a solvent effect on the self-sensitized photooxidation reaction rate at the early stage.

• Bulletin of the Korean Chemical Society
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• v.30 no.11
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• pp.2608-2612
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• 2009

The unequivocal solid-state structure and stereochemistry of the hetaryl leuco-TAM dye, 2,2’-(2-phenyl propane- 1,3-diylidene) bis(1,3,3- trimethylindoline) derivatives were established using X-ray single crystal analysis. The X-ray crystal analysis showed that the (Z, E)-isomers only formed stereoselectively, with a so-called “threebladed propeller” conformation, from the reaction of a Fischer base and benzaldehyde derivatives. These isomers were stacked in a juxtaposition to form a dimer or a double dimer, adopting either a triclinic, with P-1, or monoclinic crystal system with a space group P21/n in the unit cell of the crystal.

• Bulletin of the Korean Chemical Society
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• v.12 no.5
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• pp.517-520
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• 1991

The reaction of dichlorophenylvinylsilane with tert-butyllithium in hydrocarbon solvents at room temperature or below generated the Z and E-isomers of 1-chloro-1-phenyl-2-neopentylsilene. The intermediates were trapped by cyclopentadiene, anthracene and methoxytrimethylsilane to give a consistent 90/10 ratio for the Z-silene to E-silene adduct. This result was interpreted as an evidence for stereochemical induction in the silene generation reaction.

• Korean Journal of Environmental Agriculture
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• v.42 no.3
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• pp.203-210
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• 2023

Ferimzone Z is a fungicide for effectively controlling rice blast. Under light irradiation conditions, it undergoes a rapid conversion to its E-stereoisomer. Given the importance of isomers in risk assessments of residues in crops, an analytical method was developed for individual isomer quantification. A comparative analysis performed using two columns in HPLC-MS/MS demonstrated that the isomers were successfully separated using the Cadenza column. For the brown rice sample preparation, 5 g of the homogenized sample was saturated with 7 mL of water. The sample was then extracted with a 10 mL mixed solvent of acetonitrile and ethyl acetate (1:1, v/v) that contained 0.1% formic acid, and it was subsequently partitioned with magnesium sulfate and sodium chloride. The upper layer was purified using dSPE containing C₁₈ and PSA sorbents. The established method was subjected to method validation, and it showed recovery rates of 90.6-98.8% (RSD ≤ 3.9%) at concentrations of 0.01, 0.1, 2 mg/kg, with a soft matrix effect (%ME) ranging from -3.1% to +6.5%. This method can be employed in monitoring studies of brown rice to determine the conversion ratio from the Z isomers to the E isomers.

• Bulletin of the Korean Chemical Society
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• v.15 no.6
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• pp.469-473
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• 1994

The E-and Z-isomers of 1-methyl-l-phenyl-2-neopentylsilene, generated by the sealed tube thermolyses of their anthracene adducts are stereospecifically trapped by trimethylmethoxysilane to give diastereomeric adducts. The temperature dependence of the ratio of the two diastereomers obtained when the silene formed from the pure E-or Z-anthracene adduct was trapped at higher temperatures permitted the determination of an activation energy for the silene isomerization. The activation energies for the E-to Z-and Z-to E-silene isomerization are $45{\pm}$6 and $20{\pm}4$ kcal $mol^{-1}$, respectively. The significance of these values is discussed.

• Preventive Nutrition and Food Science
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• v.6 no.1
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• pp.1-5
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• 2001

Pigment extracts obtained from Star Ruby grapefruit pulp were stored at different temperatures (4.5$^{\circ}C$, 23$^{\circ}C$) and exposed to light. many carotenoid oxidation products were formed due to light-exposure during storage periods. They were monitored by using HPLC with photodiode array detection and tentatively identified. Including (all-E)-lycopene and trans-$\beta$-carotene as predominant carotenoids in red grapefruit, 5Z-lycopene, 9Z-lycopene, 13Z-lycopene, and 15-cis-$\beta$-carotene were formed at 4.5$^{\circ}C$, 23$^{\circ}C$. Degradation of all-tarns lycopene was more susceptible to light-exposure and temperature a than that of all-trans $\beta$-carotene. The formation of lycopene cis isomers was favored under lighted condition. Respectively, (5Z)-lycopene was formed in greater amounts than other isomers at 23$^{\circ}C$ storage. The concentration of 15-cis-$\beta$-carotene was significantly increased during storage at 23$^{\circ}C$ storage. The concentration of 15-cis-$\beta$-carotene was significantly increased during storage at 23$^{\circ}C$.

• Mass Spectrometry Letters
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• v.2 no.1
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• pp.24-27
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• 2011

Hyperthermal ion/surface collisions of bromotoluene radical cations were studied using perfluorinated (F-SAM) and hydroxyl-terminated (OH-SAM) self-assembled monolayer surfaces in a tandem mass spectrometer with BEEQ geometry. The isomers were differentiated by ion abundance ratios taken from surface-induced dissociation (SID). The dissociation rate followed the order of ortho > meta > para isomers. The peak abundance ratio of m/z 51 to m/z 65 showed the best result to discern the isomers. A dissociation channel leading to tolylium ion was suggested to be responsible for the pronounced isomeric differences. The capability of SID to provide high-energy activation with narrow internal energy distribution may have channeled the reaction into the specific dissociation pathway, also facilitating small differences in reaction rates to be effective in the spectral time window of this experiment. All of the molecular ions experiencing reactive collisions with the F-SAM surface undergo transhalogenation, in which a fluorine atom on the surface replaces the bromine in the incoming ions. This reactive collision was dependent on the laboratory collision energy occurring in ca. 40.75 eV range.