• Bulletin of the Korean Chemical Society
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• v.10 no.1
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• pp.57-60
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• 1989

UV irradiation of anthraquinone and diphenylacetylene in benzene gave 1:1 photoadduct (7) and cyclization product (8). The photoreaction of anthrone and diphenylacetylene in dichloromethane afforded the photooxidation products (7, 8, and 9) in air. The photoproduct (7) underwent the cyclization reaction during the purification by the column chromatography (silica gel). When irradiated with 350 nm UV light, the product (11) of benzil reacted with diphenylacetylene to give a photoadduct(12).

• Bulletin of the Korean Chemical Society
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• v.8 no.4
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• pp.261-264
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• 1987

Benoxaprofen (2-(4-chlorophenyl)-${\alpha}$ -methyl-5-benzoxazole acetic acid) is a nonsteroidal anti-inflammatory drug that causes acute cutaneous phototoxicity. The ability of benoxaprofen (BXP) and its photoproduct, decarboxybenoxaprofen (DBXP) to photosensitize the decomposition of tryptophan was evaluated in various media such as water, ethanol and aqueous micellar dispersions of surfactants. The weak photosensitization of BXP in water was found to be enhanced in cationic CTAB micelle system, but yielded little difference in anionic SDS micelles. In ethanol solution, BXP was determined to photosensitize the decomposition of tryptophan, but no photosensitization was observed with DBXP. All of these results implicate that the anion radical of BXP may play a major role in the photosensitization in hydrophobic micellar phase, forming superoxide through interaction with oxygen as demonstrated by observation that the photosensitization was inhibited by superoxide dismutase.

• Bulletin of the Korean Chemical Society
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• v.18 no.2
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• pp.156-161
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• 1997

Aqueous 6-hydroxyquinoline in the first excited singlet state undergoes protonation to the imine group first in 15 ps, then in the time scale of 40 ps deprotonation from the enol group and finally, however, quickly as in 11 ps electron rearrangement to change into a resonance hybrid structure of quinoid-prevailing forms. Despite the fact that the decay time constant is smaller than the formation time constant, fluorescence from excited protropic zwitterion is observed to assign its maximum at 510 nm. The electron rearrangement is basically an intramolecular charge transfer from the deprotonated oxygen atom to the positively charged iminium ring without any notable change in nuclear geometry, producing a zwitterionic quinoid structure with much a smaller electric dipole moment than the zwitterionic protropic species. This photoproduct formed by consecutive excited state proton and electron transfers shows a smaller dipole moment in S1 than in S0 and a hypsochromic shift although its S1 state has (π, π*) character.

• Journal of the Korean Magnetic Resonance Society
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• v.3 no.1
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• pp.60-70
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• 1999

The pyrimidine(6-4) pyrimidone photoproduct [(6-4) adduct] is one of the major photoproducts induced by UV irradiation of DNA and occurs at TpT sites. The (6-4) adduct is highly mutagenic and specific during translesion replication. The marked preference for insertion of A opposite the 5'-T and G opposite the 3--T of the (6-4) adducts leads to a predominantly 3'-T\longrightarrowC transition with 85% replicating error rate. In order to obtain insight into the origin of 3'-T\longrightarrowC transition induced by the (6-4) adduct, we have performed one - and two-dimensional NMR experiment. The 3'-Tof the (6-4) lesion forms the stable hydrogen bonding to the imino proton of an opposed G, which stabilizes the overall helix and diminishes the highly distorted conformation caused by the (6-4) lesion in the (6-4)/AA duplex. We proposed that the greater insertion of a G over an A opposite the 3'-T of the (6-4) lesion These results may account for the greater preference for the insertion of a G over a A opposite the 3'-T of the (6-4) lesion. Thus this insertion leads to the highly specific 3'-T\longrightarrowC multation at the (6-4) lesion site.

• BMB Reports
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• v.33 no.3
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• pp.268-275
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• 2000

In contrast to the pyrimidine (6-4)pyrimidone photoproduct [(6-4) adduct], its Dewar valence isomer (Dewar product) is low mutagenic and produces a broad range of mutations with a 42 % replicating error frequency. In order to determine the origin of the mutagenic property of the Dewar product, we used experimental NMR restraints and molecular dynamics to determine the solution structure of a Dewar·lesion DNA decamer duplex, which contains a mismatched base pair between the 3'-T residue and an opposed G residue. The 3'-T of the Dewar lesion forms stable hydrogen bonds with the opposite G residue. The helical bending and unwinding angles of the DW/GA duplex, however, are much higher than those of the DW/AA duplex. The stable hydrogen bonding of the G 15 residue does not increase the thermal stability of the overall helix. It also does not restore the distorted backbone conformation of the DNA helix that is caused by the forming of a Dewar lesion. These structural features implicate that no thermal stability, or conformational benefits of G over A opposite the 3'-T of the Dewar lesion, facilitate the preferential incorporation of an A. This is in accordance with the A rule during translesion replication and leads to the low frequent $3'-T{\rightarrow}C$ mutation at this site.

• Applied Chemistry for Engineering
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• v.1 no.2
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• pp.116-123
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• 1990

Synthesis and characterization of photosensitive orthonaphthoquinonediazide-sulfonyl derivatives were studied. These photoactive compounds underwent a UV induced transformation to the base-soluble photoproduct. The photoresists were prepared using these photoactive compounds with low molecular weight m-cresol novolacs as matrix resin. And photosensitive characteristics of the photoresists were studied. 3, 4, 5-Trihydroxy-benzophenone with bulky resonance structure increased the sensitivity and the solubility rate of the exposed region. The mixture of PAC and matrix resin having 3:8 weight ratio had the moderate rate of dissolution in the developer. The photoresist using these conditions showed the best snsitivity and contrast under the fixed conditions.

• Journal of Photoscience
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• v.9 no.2
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• pp.51-54
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• 2002

We propose a novel mechanism (Twist Sharing Mechanism) for the cis-trans photoisomerization of rhodopsin, based on the molecular dynamics (MD) simulation study. New things devised in our simulations are (1) the adoption of Mt. Fuji potentials in the excited state for twisting of the three bonds C9=C10, C11=C12 and C13=14 which are modeled using the detailed ab initio quantum chemical calculations and (2) to use the rhodopsin structure which was resolved recently by the X-ray crystallographic study. As a result, we found the followings: Due to the intramolecular steric hindrance between 20-methyl and 10-H in the retinal chromophore, the C12-C13 and C10-C11 bonds are considerably twisted counterclockwise in rhodopsin, allowing only counterclockwise rotation of the C11 =C12 in the excited state. The movement of 19-methyl in rhodopsin is blocked by the surrounding three amino acids, Thr 118, Met 207 and Tyr 268, prohibiting the rotation of C9=C10. As a result only all-trans form of the chromophore is obtainable as a photoproduct. At the 90$^{\circ}$ twisting of C11=C12 in the course of photoisomerization, twisting energies of the other bonds amount to about 20 kcal/mol. If the transition state for the thermal isomerization is assumed to be similar to this structure, the activation energy for the thermal isomerization around C11=C12'in rhodopsin is elevated by about 20 kcal/mol and the thermal isomerization rate is decelerated by 10$\^$-14/ times than that of the retinal chromophore in solution, protecting photosignal from the thermal noise.

• Animal cells and systems
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• v.9 no.2
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• pp.79-85
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• 2005

Oxidized abasic residues arise as a major class of DNA damage by a variety of agents involving free radical attack and oxidation of deoxyribose sugar components. 2-deoxyribonolactone (dL) is a C1'-oxidized abasic lesion implicated in DNA strand scission, mutagenesis, and covalent DNA-protein cross-link (DPC). We show here that mammalian cell-free extract give rise to stable DPC formation that is specifically mediated by dL residue. When a duplex DNA containing dL at the site-specific position was incubated with cell-free extracts of Po ${\beta}-proficient$ and -deficient mouse embryonic fibroblast cells, the formation of major dL-mediated DPC was dependent on the presence of DNA polymerase (Pol) ${\beta}$. Formation of dL-specific DPC was also observed with histones and FEN1 nuclease, although the reactivity in forming dL-mediated DPC was significantly higher with Pol ${\beta}$ than with histones or FEN1. DNA repair assay with a defined DPC revealed that the dL lesion once cross-linked with Pol ${\beta}$ was resistant to nucleotide excision repair activity of cell-free extract. Analysis of nucleotide excision repair utilizing a model DNA substrate containing a (6-4) photoproduct suggested that excision process for DPC was inhibited because of DNA single-strand incision at 5' of the lesion. Consequently DPC mediated by dL lesion may not be readily repaired by DNA excision repair pathway but instead function as unusual DNA damage causing a prolonged DNA strand break and trapping of the major base excision repair enzyme.

• Journal of the Society of Cosmetic Scientists of Korea
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• v.45 no.2
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• pp.139-150
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• 2019

This study is investigated sunscreen formulation that enhances UV absorption efficiency by UV light. Ethylhexyl methoxycinnamate (OMC) is one of the most common UV filters. Many studies have been conducted about photostability of OMC. It is well known that under the UV exposure, trans-OMC could turn to cis-OMC, or produce various photoproducts including its dimers. Those chemical structure changes were understood as the reason of a decrease in UV absorption efficiency upon UV exposure. However, it was found that OMC and isoamyl p-methoxycinnamate (IMC) could even enhance its UV absorption efficiency when it was exposed to UV light in an environment similar to actual use. In order to develop sunscreen formulation that enhances UV absorption efficiency by UV light, emollient with high polarity and compatibility should be avoided from the formular. Those emollient seemed to prevent OMC or IMC from producing photoproducts under UV light. Finally, a sunscreen formulation (UV sensing SPF boosting formular) enhancing UV absorption efficiency by UV was developed by the UV activated SPF boosting technology, and the effect of the sunscreen was evaluated. in vitro SPF of the sunscreen was increased from 50.69 to 72.33 when it was exposed to UV light and its in vivo SPF (53.7) was 56.10% higher than that of the control sunscreen (below 34.4).