• Journal of the Korean Chemical Society
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• v.47 no.3
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• pp.229-236
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• 2003

Butenolides are prepared from cyclobutenediones when cyclobutenediones are treated with lithium trimethylsilylacetylene, and quenched with water. A plausible mechanism, which contains an allene as an intermediate, is proposed. The usual diradical intermediate may not be formed because of the bulkiness of trimethylsilyl group, and the allenic intermediate may be stabilized by the ${\alpha}$-silyl group.

• Bulletin of the Korean Chemical Society
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• v.28 no.11
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• pp.1921-1922
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• 2007

• BMB Reports
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• v.46 no.3
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• pp.151-156
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• 2013

Phylogenetic and amino acid sequence analysis indicated that rice allene oxide synthase-1 (OsAOS1) is CYP74, and is clearly distinct from CYP74B, C and D subfamilies. Regio- and stereo-chemical analysis revealed the dual substrate specificity of OsAOS1 for (cis,trans)-configurational isomers of 13(S)- and 9(S)-hydroperoxyoctadecadienoic acid. GC-MS analysis showed that OsAOS1 converts 13(S)- and 9(S)-hydroperoxyoctadecadi(tri)enoic acid into their corresponding allene oxide. UV-Visible spectral analysis of native OsAOS1 revealed a Soret maximum at 393 nm, which shifted to 424 nm with several clean isobestic points upon binding of OsAOS1 to imidazole. The spectral shift induced by imidazole correlated with inhibition of OsAOS1 activity, implying that imidazole may coordinate to ferric heme iron, triggering a heme-iron transition from high spin state to low spin state. The implications and significance of a putative type II ligand-induced spin state transition in OsAOS1 are discussed.

• Journal of the Korean Chemical Society
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• v.23 no.5
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• pp.314-319
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• 1979

The electronic spectrum of marine dinoflagellate antenna pigment, peridinin, has been described in terms of PPP SCF MO CI computations and fluorescence polarization of the peridinin component in photosynthetic pigment complex of Amphidinium carterae. The main absorption band at 470 nm, $^1B{\leftarrow}A$, is polarized nearly along the long molecular axis. There appear to be two ${\pi}{\rightarrow}{\pi}^*$ transitions (C and $D{\leftarrow}A$) in the socalled "cis" peak region, and they are polarized roughly parallel to the main $B{\leftarrow}A$ absorption. In addition, we have found that the carbonyl group undergoes very 1ittle reorganization of the electronic structure in going from the ground to the $^1B$ excited states of peridinin, while the allenic group shows a strong charge transfer tendency in producing an electron-deficient allente allene group in the excited state.

• Bulletin of the Korean Chemical Society
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• v.32 no.spc8
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• pp.2873-2874
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• 2011

• Bulletin of the Korean Chemical Society
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• v.29 no.2
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• pp.487-490
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• 2008

• Applied Biological Chemistry
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• v.1
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• pp.43-47
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• 1960

1). By means of the F.H. Allene and James Allenes method of the ${\alpha}-methylindole$ synthesis, 2-methylindole was prepared with the Acetyl-o-toluidine and $NaNH_2$. yield; 88%, mp. $56.5{\sim}57^{\circ}C$. 2). 23.7 gr of 3-(-Nitro-1-phenylethyl)-2-melthylindole was prepared with 0.1 mol. of the 2-methylindole and 0.1 mol. of the ${\beta}-Nitrostyrene$. yield: 84.6%, mp. $104{\sim}105^{\circ}C$. 3). Analytical results. Calcd. for $C_{17}H_{16}N_2O_2$: C, 72.84; H, 5.63; N, 9.99. Found: C, 72.62; H, 5.63; N, 9.79.

• Journal of the Korean Chemical Society
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• v.31 no.2
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• pp.133-142
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• 1987

Stereoselectivities of (4+2) cycloaddition reactions of cyclopentadiene with the methyl-substituted allenic acids and esters were investigated by application of $\pi$-nonbonded interaction ($\pi$-NBI) theory. 2-FMO method has been found to be adequate for determination of endo selectivities of diene(LUMO)-dienophile (LUMO) interaction in the thermal reactions and diene (HOMO)-dienophile (LUMO) interaction in the Lewis acid catalyzed reactions. $\pi$-isoconjugate diene structure was formed by through-bond interaction of allene moiety with methyl group in the cumulated diene system; the methyl substituent acts as a conjugative chain and causes inter-level narrowing effect of the FMO's. In dienophiles which do not form $\pi$-isoconjugate diene system, methyl group acts merely as an electron donating group. In thermal reactions, the stereoselectivities are controlled by $\pi$-nonbonded secondary orbital interaction ($\pi$-NSOI) of methyl substituent, which behaves similarly as an ethylene molecule.

• Natural Product Sciences
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• v.13 no.4
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• pp.365-368
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• 2007

Bioactivity-guided fractionation of MeOH extract of an association of two sponges, Jaspis sp. and Poecillastra sp. resulted in isolation of four apocarotenoids (1 - 4). Their structures were determined on the basis of MS and NMR spectroscopic analyses and by direct comparison with those of reported. This is the first report on isolation of these compounds from any sponge. Isolated metabolites were evaluated for cytotoxicity against a small panel of solid human tumor cell lines.

• Bulletin of the Korean Chemical Society
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• v.35 no.9
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• pp.2717-2722
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• 2014

The reaction mechanism between azacyclopropenylidene and epoxypropane has been systematically investigated employing the second-order M${\o}$ller-Plesset perturbation theory (MP2) method to better understand the reactivity of azacyclopropenylidene with four-membered ring compound epoxypropane. Geometry optimization, vibrational analysis, and energy property for the involved stationary points on the potential energy surface have been calculated. It was found that for the first step of this reaction, azacyclopropenylidene can insert into epoxypropane at its C-O or C-C bond to form spiro intermediate IM. It is easier for the azacyclopropenylidene to insert into the C-O bond than the C-C bond. Through the ring-opened step at the C-C bond of azacyclopropenylidene fragment, IM can transfer to product P1, which is named as pathway (1). On the other hand, through the H-transferred step and subsequent ring-opened step at the C-N bond of azacyclopropenylidene fragment, IM can convert to product P2, which is named as pathway (2). From the thermodynamics viewpoint, the P2 characterized by an allene is the dominating product. From the kinetic viewpoint, the pathway (1) of formation to P1 is primary.