• Current Optics and Photonics
• /
• 제3권4호
• /
• pp.275-284
• /
• 2019

Chirality is ubiquitous in physics and biology from microscopic to macroscopic phenomena, such as fermionic interactions and DNA duplication. In photonics, chirality has traditionally represented differentiated optical responses for right and left circular polarizations. This definition of optical chirality in the polarization domain includes handedness-dependent phase velocities or optical absorption inside chiral media, which enable polarimetry for measuring the material concentration and circular dichroism spectroscopy for sensing biological or chemical enantiomers. Recently, the emerging field of non-Hermitian photonics, which explores exotic phenomena in gain or loss media, has provided a new viewpoint on chirality in photonics that is not restricted to the traditional polarization domain but is extended to other physical quantities such as the orbital angular momentum, propagation direction, and system parameter space. Here, we introduce recent milestones in chiral light-matter interactions in non-Hermitian photonics and show an enhanced degree of design freedom in photonic devices for spin and orbital angular momenta, directionality, and asymmetric modal conversion.

• Structural Engineering and Mechanics
• /
• 제70권3호
• /
• pp.269-277
• /
• 2019

Using the non-local elasticity theory, Timoshenko beam model is developed to study the non- local buckling of Triple-walled carbon nanotubes (TWCNTs) embedded in an elastic medium under axial compression. The chirality and small scale effects are considered. The effects of the surrounding elastic medium based on a Winkler model and van der Waals' (vdW) forces between the inner and middle, also between the middle and outer nanotubes are taken into account. Considering the small-scale effects, the governing equilibrium equations are derived and the critical buckling loads under axial compression are obtained. The results show that the critical buckling load can be overestimated by the local beam model if the small-scale effect is overlooked for long nanotubes. In addition, significant dependence of the critical buckling loads on the chirality of zigzag carbon nanotube is confirmed. Furthermore, in order to estimate the impact of elastic medium on the non-local critical buckling load of TWCNTs under axial compression, the use of these findings are important in mechanical design considerations, improve and reinforcement of devices that use carbon nanotubes.

• Archives of Pharmacal Research
• /
• 제20권1호
• /
• pp.76-79
• /
• 1997

A new celastraceae alkaloid, euojaponine C has been isolated from the methanol extract of the root bark of Euonymus japonica. With the relative stereochemistry of euojaponine C established by NOESY data, the absolute stereochemistry has been determined by circular dichroism (CD) exciton chirality method. The CD of the 2, 5-bis-phenyl benzoate of triacetonide derived from the LiAlH$_{4}$, hydrolysate, euonyminol shows that the configuration of C-2 and C-5 are both R.

• 한국자기공명학회논문지
• /
• 제2권1호
• /
• pp.50-58
• /
• 1998

The systematic chirality investigations were made on the basic of the fact that zinc-binding tallysomycin (ZnTLMA) could have chiral centers (Zn, NC3, C6) at possible 4-, 5-, and 6-coordination models. Although our NMR data exhibit that the ligation sites are ${\beta}$-aminoalanine, ${\beta}$-hydroxyhistidine, and pyrimidine moiety, all possible coordination modes were tested out to see what kind of chiralities on NC3-C6 are favorable to each coordination mode. Tests were also made that take into account the specific configuration of functional groups, including ${\beta}$-aminoalanine, sugar ring, and ${\beta}$-hydroxyhistidine. Tests were finally extended to zinc-water binding and specific conformational studies by introducing various hydrogen bonding networks associated with the propionamide side chain and the carbamide group of mannose. Results of systematic chirality investigations exhibit that the S-S configuration of NC3-C6 is favorable to all of coordination models, but the R-S configuration, if exists at all, should have internal strain on C6 chiral center.

• Biomolecules & Therapeutics
• /
• 제4권3호
• /
• pp.209-223
• /
• 1996

Chirality is important in the context of biological activity because at a molecular level, asymmetry dominates biological process. While most pharmaceuticals of natural origin are single enantiomers, most of the synthesized chiral drugs are used in the form of racemic mixtures of two or more diastereomers. The enantiomers of a racemic drug generally differ in pharmacodynamic and pharmacokinetic properties as a consequence of stereoselective interaction with optically active molecular components of living organism. In pharmacokinetics and pharmacodynamics enantioselectivity plays an important role. The information on the sum of eutomer and distorter in a racemic drugs is very important in the estimation of therapeutic advantage and/or toxicity of racemates. The choice of preferentially developing a single enantiomer should be based on actual therapeutic advantages and especially improved safety.

• Archives of Pharmacal Research
• /
• 제28권2호
• /
• pp.129-141
• /
• 2005

(-)-Fumagillol (1), a hydrolysis product of fumagillin, has been synthesized by several group from commercially available 1,2:5,6-di-O-isopropylidene-${\alpha}$-D-allofuranose in a highly stereoselective manner. Chiral centers on C5 and C6 came from D-allofuranose and the asymmetric center on C4 was accomplished by 1,3-chirality transfer using the Claisen rearrangement on a chiral allyl alcohol. Chirality, which is necessary on an epoxide consisting of the spiro-ring system, was diastereoselectively constructed by the well-known reaction, intramolecular ester enolate alkylation (IEEA), which showed that this reaction can be applied to the alpha-alkoxy ester system. The epoxide on the side chain was regioselectively introduced by the difference between the number of substituents on the vinyl groups. This accomplishment proved that IEEA can be a useful tool for the synthesis of complex molecules.

• Bulletin of the Korean Chemical Society
• /
• 제7권2호
• /
• pp.106-108
• /
• 1986

Exciton chirality method was applied for the determination of absolute configuration of panaxynol, a poly-yne compound from Panax ginseng roots for the first time. The circular dichroic spectra of panaxynol benzoates show the negative chirality at ${\lambda}_{ext}$, indicating the S configuration of C-3 chiral center.

• Bulletin of the Korean Chemical Society
• /
• 제33권5호
• /
• pp.1715-1718
• /
• 2012

2-Hydroxy-6-(1-(3-phenylurylphenyl)ethoxy)-benzaldehyde ($\mathbf{2}$) has been synthesized in racemic form from 1,3-Dihydroxybenzene via formylation and reaction with 3-phenyluryl-methylbenzylbromide. The optically pure form of $\mathbf{2}$ was separated by normal silica column chromatography from the imine diastreomer which was obtained by the reaction of racemic mixture of $\mathbf{2}$ with optically pure leucinol. The absolute configuration of the separated enantiomer of $\mathbf{2}$ was decided from the energy calculation of the corresponding imine diastereomers. The activity of $\mathbf{2}$ as a chirality conversion reagent (CCR) for amino acids was determined by $^1H$ NMR analysis. The efficiency of $\mathbf{2}$ is not better than the previous CCRs based on binaththol. Compound $\mathbf{2}$, however, has lower molecular weight compared to other CCRs. This work demonstrates that asymmetric carbon can control the selectivity of amino acids.

• Bulletin of the Korean Chemical Society
• /
• 제30권2호
• /
• pp.409-414
• /
• 2009

Novel binol aldehydes derivatized at 2' hydroxy position with both uryl and acetamide groups (2), and diuryl groups (3) have been synthesized. Both were designed for streospecific binding and chirality conversion of general dipeptides with support of multiple hydrogen bonding donor sites in the receptors. The receptors, 2 and 3, converted the chirality of N-terminal amino acids of peptides such as Ala-Gly, Met-Gly, Leu-Gly and His-Gly with stereoselectivity on D-form over L-form. The stereoselectivity ratios were in the range of 5-11, somewhat higher than those of the binol receptor with mono uryl group (1). The DFT calculation at the B3LYP/6-31G$^*$//MPWB1K/6-31G$^*$ level revealed that 3-D-Ala-Gly was 2.2 kcal/mol more stable than 3-L-Ala-Gly. The considerable steric hindrance between the methyl group of the alanine and the imine CH moiety of the receptor seems to be the main contributing factor for the thermodynamic preference.

• Bulletin of the Korean Chemical Society
• /
• 제30권12호
• /
• pp.2938-2942
• /
• 2009

New receptors 1-3 that bind stereoselectively amino alcohols and convert chirality of amino acidsvia imine bond formation were synthesized. The receptors have uryl (1), thiouryl (2) and guanidinium (3) groups all with additional phenylcarbonyl motifs, which are effective hydrogen bonding donors and play a key role in the stereoselective recognitions. The stereoselectivities were measured from the integration of $^1HNMR$ peaks. Compound 1 and 2 showed the stereoselectivities for the imine formation with amino alcohols ($K_R/K_S$) in the range of 2${\sim}$4, and compound 3 in the range of 4${\sim}$8. Chirality conversion efficienciesof 1-3 for amino acids, i.e. D/L ratio at equilibrium, are in the range of 1.5${\sim}$5.6, showing a little higher efficiency with 3. The additional phenylcarbonyl motifs in 1-3 were revealed not to contribute to significant enhancement of the selectivities.