• Journal of the Korean Chemical Society
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• v.27 no.2
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• pp.157-164
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• 1983

N-Methylidene-2,6-diethylaniline (III) was prepared by the reaction of 2,6-diethylaniline (II) with an excess paraformaldehyde. The protons of N=$CH_2$in the compound III exhibited a second order NMR spectrum. The compound III reacted with bifunctional chlorocarbonylsulfenyl chloride(IV) to give N-(chloromethyl)-N-(2,6-diethylphenyl)-carbamoylsulfenyl chloride(V). The reaction of the compound V with various alcohols resulted in the formation of Alkyl N-(chloromethyl)-N-(2,6-diethylphenyl)-carbamoylsulfenate esters(VI${\sim}$XVI) in 71${\sim}$95% yields. The compound VI${\sim}$XVI decomposed gradually, but the thermal rearrangement of S-O bonding to S=O bonding was not found. The nucleophilic attack of an excess alcohol to the compound Ⅴ was made on both divalent sulfur and ${\alpha}$-carbon of N-chloromethyl group. The corresponding substituted products(XVII, XVIII) had considerable stability.

• Journal of the Korean Chemical Society
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• v.37 no.1
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• pp.162-164
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• 1993

• Membrane Journal
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• v.6 no.2
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• pp.72-78
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• 1996

This paper was to investigate the preparation of quaternary ammonium polysulfone. The aminated polysullone (AMPS) as quaternary ammonium polysulfone was synthesized by two-step process. The first step involves the preparation of chloromethylated polysulfone (CMPS) which was produced by the introducion of chloromethyl group into polysulfone using chloromethyl methyl ether as a chloromethylation agent and zinc oxide as a catalyst. The second step, amination of CMPS was to give rise to AMPS using triethylamine.

• Journal of Physiology & Pathology in Korean Medicine
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• v.21 no.4
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• pp.940-945
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• 2007

We have examined the induction of HL-60 cell differentiation by treatment of 2-chloromethyl-1-dihydroxyphosphinyl pyrrolidine(2C-1DPP), which is derivative of piperidine and pyrrolidine by ${\alpha}-phosphoramidoakylation$ reaction. It was observed that HL-60 cell proliferation was dose- and time-dependently inhibited by treatment with 2C-1DPP. 2C-1DPP treatment caused a significant change in NBT reduction and enhanced ATRA-induced NBT reduction. Treatment of 2C-1DPP to HL-60 cells increased only CD11b expression in the cells, and also increased markedly G0/G1 stage arrest of HL-60 cells. These results can suggest that 2C-1DPP induced the differentiation of HL-60 cells to granulocytes lineage and enhanced ATRA-induced differentiation. Moreover, DNA expression levels of p27 were up-regulated during 2C-1DPP-dependent HL-60 cell differentiation. Our results suggest that 2C-1DPP have potential as a therapeutic agent in human leukemia.

• BMB Reports
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• v.30 no.2
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• pp.157-161
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• 1997

The present paper reports characteristics and specificity of the inhibitory action of $N^{\alpha}-tosyl-L-lysine-chloromethyl\;ketone$ (TLCK) and $N^{\alpha}-tosyl-L-phenylalanine-chloromethyl\;ketone$ (TPCK) on the glucose6-phosphate transporter of rat liver microsomes. The TLCK-induced inhibition was pH dependent. The inhibition constants for TPCK were determined by following pseudo-Lst order reaction mechanism. The inhibition was protected by preincubation with excess amount of glucose-6-phosphate. The results proved that (a) TLCK inactivates the microsomal glucose-6-phosphate transporter, (b) the inhibition results from the modification of sulfhydryl groups of the transporter.

• Bulletin of the Korean Chemical Society
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• v.15 no.11
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• pp.1019-1021
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• 1994

• Bulletin of the Korean Chemical Society
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• v.20 no.4
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• pp.427-430
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• 1999

The Grignard coupling reaction of bis(chloromethyl)diorganosilanes [(ClCH2)2SiR1R2: R1 = R2 = Me, la; R1 = Me, R2 = Ph, lb; R1 = R2 = Ph, lc] with diorganodichlorosilanes [(Cl2SiR3R4: R3 = R4 = Me, 2a; R3 = Me, R4 = Ph, 2b; R3 = R4 = Ph, 2c] at THE reflux temperature gave the intermolecular C-Si coupling product of 1,1,3,3-tetraorgano-1,3-disilacyclobutanes 3a-f in poor to moderate yields ranging from 7% to 50% along with polydiorganosilapropanes. The cyclization reaction of la-c with methyl-substituted dichlorosilanes 2a, b gave 1,3-disilacyclobutanes 3a-c, e, d in moderate yields (42-50%), while the same reaction with dichlorodiphenylsilane (2c) to 1,3-disilacyclobutanes 3d, f resulted in low yield (7-18%) probably due to the steric hindrance of two-phenyl groups on the silicon of 2c.

• The Korean Journal of Zoology
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• v.33 no.1
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• pp.53-62
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• 1990

Fully grown amphibian oocytes undergo their maturation (germinal vesicle breakdown, GVBD) during in vitro follicle culture when they are stimulated with frog pituitary homogenate (FPH) or progesterone. Present experiments were designed to determine whether proteolytic enzymes are involved in the regulation of the matunation process. Treatment of a $\alpha$ -chymoiyypsin inhibitor, N a -tosyl-L-phenylalanine-chloromethyl-ketone(TP) to the oocytes exhibited a biphasic phenomenon, the induction of the maturation without added hormone at relatively low doses (0.001-1 $\mu$M) and inhibition of the hormone induced oocyte maturation at a high dose (100 $\mu$M). Treatment of a trypsin inhibitor, N a -tosyl-L-lysine-chloromethyl ketone(TLCK) to the oocytes did not induce the maturation, but rather suppressed the hormone induced oocyte maturation in a high dose(100 $\mu$ M). Treatment of exogenous iyypsin to the oocyte induced their maturation without added hormone in a dose dependent manner (0.001-1 $\mu$ M). The data presented here indicate that some proteolytic enzymes play a role in the regulation of the maturation(meiotic arrest or reinitiation) in amphibians.

• Proceedings of the Korean Society of Toxicology Conference
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• 2003.10b
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• pp.115-115
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• 2003

The chloromethyl-2-dihydroxyphosphinyl-6, 7-dimethoxy-1,2,3,4-tetrahydro isoquino- line (CDDT) is a newly synthesized agent which is derivated from 1,2,3,4- Tetrahydroiso- quinoline (TIQ). The TIQs include potent cytotoxic agents that display a range of antitumor activities, antimicrobial activity, and other biological properties. (omitted)

• Polymer(Korea)
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• v.27 no.4
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• pp.330-339
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• 2003

Three kinds of macro-reticular bead-typed chelating resins having thiol groups were obtained from basic resins like poly(strene-co-divinylbenzene) (PSD) and poly(styrene-co-methyl methacrylate-co-divinylbenzene) (PSMD): the chelating resin (I) was prepared by chloromethylation of phenyl rings of PSD followed by thiolation using thiourea. The chelating resin (ll) was designed to provide enough space to chelate heavy metal ions; one chloromethyl group was obtained by chlorination of hydroxymethyl group provided by reduction of carboxylic ester group of PSMD and another chloromethyl group was obtained by direct chloromethylation of pendent phenyl group using chloromethyl methyl ether. Both of chloromethyl groups were thiolated by using thiourea. The chelating resin (III) was prepared by chlorosulfonation of phenyl rings of PSD followed by thiolation using sodium hydrosulfide. The adsorbtivity toward heavy metal ions was evaluated. The hydrophobic chelating resin (I) with thiol groups showed highly selective adsorption capacity f3r mercury ions. However, the chelating resin (II) with thiol groups showed mere effective adsorption capacity toward mercury ions than chelating resin (I) with thiol groups, and showed some adsorption capacity for other heavy metal ions like Cu$\^$2＋/, Pb$\^$2＋/, Cd$\^$2＋/ and Cr$\^$3＋/. On the other hand, the chelating resin (III) which have hydrophilic thiosulfonic acid groups was found to be effective adsorbents for some heavy metal ions such as Hg$\^$2＋/, Cu$\^$2＋/, Ni$\^$2＋/, Co$\^$2＋/, Cr$\^$3＋/ and especially Cd$\^$2＋/ and Pb$\^$2＋/.