• KSBB Journal
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• v.30 no.4
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• pp.197-201
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• 2015

Liquid chromatographic enantiomer separation of ${\alpha}$-amino acids and their methyl and ethyl esters as fluorenylmethoxycarbonyl (FMOC) derivatives was performed using a recently developed chiral column (Chiralpak IE) based on polysaccharide derivative under simultaneous UV detection and fluorescence detection. The degree of enantiomer separation of ${\alpha}$-amino acid esters as FMOC derivatives is generally higher than that of the corresponding ${\alpha}$-amino acids. Especially, ${\alpha}$-amino acid methyl esters showed the greatest enantioseparation. As this method developed in this study can be applied to determine the chemical and optical purity of ${\alpha}$-amino acids and esters, it is expected to be quite useful for their chiral separation using Chiralpak IE.

• Analytical Science and Technology
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• v.22 no.2
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• pp.148-151
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• 2009

Enantiomer separation of N-fluorenylmethoxycarbonyl (FMOC) $\alpha$-amino acid was performed on covalently immobilized chiral column (Chiralpak IB) based on polysaccharide derivative as a chiral selector by reversed phase liquid chromatography. The effect of the reversed mobile phase on the chromatographic parameters of the enantioselectivities, resolution factors and retention times using covalently immobilized Chiralpak IB was shown. Also the enantiomer separation of N-FMOC $\alpha$-amino acid in the reversed and normal phase was compared and the results obtained in the former mobile phase were generally lower than those in the latter mobile phase.

• Archives of Pharmacal Research
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• v.21 no.6
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• pp.723-728
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• 1998

The chemical behaviours of 4-methyl-2-oxo-2H-benzopyran-7-yl oxoacetyl hydrazine (2) towards some different reagents such as anhydride compounds, aromatic aldehydes, carb on disulphide, and nitrous acid yielded the corresponding pathalazine derivatives (3, 4, 5), hydrazone derivative (6), 1,3,4-oxadiazole derivative (7, 8, 9) and acid azide (10) respectively. Treatmen of 10 with absolute alcohols, amines and ethyl amino acid ester gave the corresponding carbamate derivative (11), substituted urea derivative (12) and ethyl substituted alkyl acetate (13) respectively. The biological activity of some synthesized compounds was evaluated.

• Journal of Microbiology and Biotechnology
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• v.11 no.2
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• pp.281-286
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• 2001

Since the number of amino groups which are exposed by deacetylation of acetyl-D-glucosamine influences antimicrobial activity, a chitosan oligosaccharide (COS) derivative by N-conjugation of COS with asparagine, an amino acid with two amino groups, was synthesized and the antimicrobial effect on E. coli growth was compared with other COS derivatives which were N-conjugated with glycine, alanine, aspartic acid, cysteins, an methionine, and unmodified COS. The structure of asparagine N-conjugated COS (Asn-COS) derivative was identified by using a FT-IR, $^{13}C\;FT-NMR$, and an elemental analyzer. The antimicrobial activity of Asn-COS against E. coli growth was significantly improved as compared to the other COS derivatives as well as COS itself. This means that Asn-COS with two positive charges strongly interacts with the carboxyl negative charges on the bacteria cell wall. The results for Asn-COS were as follows: 100% bactericidal activity, 0.002% MIC, and no growth of E. coli during 3 days of culture time, suggesting that Asn-COS may be useful as a new antibiotic agent.

• Bulletin of the Korean Chemical Society
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• v.27 no.8
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• pp.1194-1198
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• 2006

For the purpose of developing more effective chelating agents, we have synthesized a diethylene triamine pentaacetic acid(DTPA) analogue by using an amino acid. S-(N-Boc-aminophenyl)-Cys(t-Bu4-DTPA) methylester was prepared in 6 steps with total yield of 47.9%. For the sake of introducing a biomolecule to the DTPA derivative, a selective hydrolysis was performed with 3 M HCl/Ethylacetate = 1 : 3 ($25{^{\circ}C}$, 30 min, vigorous stirring). $^{166}Ho$-Cys-DTPA and $^{166}Ho$-Biotin-Cys-DTPA were prepared by mixing $^{166}Ho$ with DTPA derivatives at room temp in a HCl solution (pH = 5) and the radiochemical stabilities (> 99%) were maintained for over 6 hrs in vitro.

• Journal of Ginseng Research
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• v.18 no.3
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• pp.204-211
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• 1994

Three unknown ninhydrin positive substances (UK-I, UK-II and UK-III) were detected with an amino acid analyzer in a water extract of Korean red ginseng. One of them (UK-II) was isolated and determined to be maltulosyl arginine (Arg-Fru-Glc) on the basis of chemical and spectroscopic evidence. Another one (VK-III) was identified as Arg-Fru. Maltulosyl arginine, but not Arg-Fru, is a newly identified amino acid derivative. The Korean red ginseng was shown to contain more amount of maltulosyl arginine than the white ginseng. Maltulosyl arginine was found to be produced by the Mallard reaction of maltose with arginine during the heating process involved in preparation of the red ginseng. Maltulosyl arginine was found to inhibit maltase activity. Based on these results, the physiological significance of this new compound is discussed.

• Environmental Mutagens and Carcinogens
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• v.24 no.2
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• pp.67-72
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• 2004

To find active components in Ganoderma lucidum, their free amino acid and free amino acid derivatives were analyzed. After extracting with hot water, the extracts were filtrated by three steps. So, supernatants below 10,000 dalton were obtained. Filtrates were derivativated with PITC (phenylthiocarbamyl) derivative reagent and PITC amino acid was obtained. Then, they were analyzed by RP-HPLC. 13 amino acids were analyzed in cultured Korean Nok-kak ji (one of Ganoderma lucidum), 15 amino acids in cultured Korean Ganoderma lucidum, 12 amino acids wild Ganoderma lucidum, 16 amino acids in cultured Taiwan Ganoderma lucidum.

• The Journal of Natural Sciences
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• v.7
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• pp.47-51
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• 1995

In order to develope new asymmetric catalyst, we synthesized the following new sulfonamide derivatives start from S-Indoline-2-Carboxylic Acid via the following 5 steps. Hydroxy methyl derivative(1) was thus treated with methane sulfonyl chloride in the presence of triethylamine as base to give mesylated derivative(2) in 85% of isolated yield. The mesylate compound (2) was treated with excess sodium azide to give Azido derivative (4) in 95% isolated yield. Azido compound (3) was then reduced to the corresponding amino derivative in near quntitative yield by the hydrogenation under hydrogen atmospere in the presence of catalytic amount of Pd-C. The amino derivative (4) was converted to its sulfonamide derivatives by the treatment of compound(4) with triisopropyl benzene sulfonyl chloride in the presence of triethyl amine as base. Finally t-BOC group of the compound(5) was removed by the treatement of excess Trifluoro-acetic acid in near quantitative yield to give the target sulfonamide derivative (7) .in this paper we prepared compound(6) in 49% overall yield via the 5 steps of synthesis starting from t-Boc- 2-hydroxy methyl indoline(1) which cab be easily prepared from commercial available S-indoline-2-carboxylic acid by known methods. we plan to apply this new catalyst for the asymmetric reduction , diels-alder reaction, aldolcondensation reaction in due courses.

• Proceedings of the SCSK Conference
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• 2003.09b
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• pp.245-252
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• 2003

There have been many kinds of hair styling sprays with various setting effects. Consumers have used strong setting effect hair sprays to get a long lasting hold. In recent years, however, more and more consumers have come to prefer a "soft ＆ natural" touch feeling, keeping the same long lasting hold. Nonetheless, the existing approaches to this feature could not respond to the consumers′ needs, since products lose the hold strength if the soft feeling is pursued, and vice versa. We have researched and developed a new products to attain a compatible feature with both long lasting hold and natural feeling. Then, we have developed a new multifunctional hair styling material "Poly Amino Acid Derivative (PAAD)." We have focused on the PAAD′s feature that highly diffuses onto a hair and makes thin and even layer on a hair, and have made trials and errors to improve holding strength. "P AAD" excellently makes hair memorize its curl shape which is as the same effect as existing ordinary acrylic resin. Further more, it leaves a soft and natural touch feeling on the hair. We have accomplished a new Poly Amino Acid Derivative with ambivalent features, "soft ＆ natural finish" and "long lasting hold ", and now we report about it.

• KSBB Journal
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• v.27 no.3
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• pp.167-171
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• 2012

A convenient liquid chromatographic enantiomer separation of several ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives on covalently immobilized chiral stationary phases (CSPs) derived from polysaccharide derivatives was developed. The benzophenone imine derivatives of ${\alpha}$-amino acid esters were readily prepared by stirring benzophenone imine and the ${\alpha}$-amino acid ester hydrochloride salts in 2-propanol. The chromatographic conditions used on all CSPs were 0.5% or 5% 2-propanol/hexane (V/V) as the mobile phases at 1 mL/min of flow rate and UV 254 nm detection. The performance of Chiralpak IC among all CSPs was superior to that of the other CSPs for resolution of benzophenone imine derivatives of ${\alpha}$-amino acid esters. It is expected that the developed analytical method will be useful for enantiomer resolution of other ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives.