• 생명과학회지
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• 제13권6호
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• pp.794-798
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• 2003

라세믹 phenyl oxirane 기질에 대한 asymmetric biohydrolysis 활성이 우수한 Rhodosporidium toruloides SJ-4를 생촉매로 이용하여 입체선택적 가수분해 반응을 통해 라세믹 phenyl oxirane 기질로부터 광학활성 (S)-phenyl oxirane를 회분식으로 생산하는 실험을 수행하였다. (R)-phenyl oxirane 이성질체에 대한 초기 가수분해 속도에 영향을 주는 실험인자들인 pH, 반응온도, DMSO cosolvent 첨가량 등에 대해 중심합성계획법을 이용한 반응표면 분석을 통해 가수분해반응 속도를 향상시킬 수 있는 최적 반응조건을 결정하였다. pH 7.4, 반응온도 34℃ 및 DMSO 첨가량 2.3%(v/v)의 조건에서 라세믹 기질 초기 농도 100mM로부터 약 10시간 정도의 반응을 통해 ee 값이 100%인 광학적으로 순수한 (S)-phenyl oxirane를 24% 정도 (이론수율 = 50%)의 높은 수율로 얻을 수 있었다. ^u Batch production of (S)-phenyl oxirane was investigated using epoxide hydrolase activity of Rhodosporidium toruloides SJ-4. Effect of reaction condition of asymmetric biohydrolysis of racemic phenyl oxirane was analyzed and optimized by response surface methodology. The optimal conditions of pH, temperature and DMSO cosolvent ratio were 7.4, 34 ℃, and 2.3%(v/v), respectively. The final yield was enhanced up to 67%, and reaction times required to reach 99% ee (enatiomeric excess) decreased down to 50% by response surface methodology Enantiopure (S)-phenyl oxirane with 100% enantiopurity and 24% yield (theoretical yield = 50%) was obtained from racemic substrate.

• 월간산업보건
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• 통권296호
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• pp.10-13
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• 2012

N-phenyl-${\beta}$-naphthylamine(PBNA)의 수치화된 직업적 노출기준은 권고하지 않았다. 공업용 N-phenyl-${\beta}$-naphthylamine에는 불순물로 ${\beta}$-Naphthylamine포함되어 있다. ${\beta}$-Naphthylamine은 사람에서 발암성 확인물질(A1)로 ${\beta}$-Naphthylamine에 대한 TLV Documentation의 참조가 필요하다. ${\beta}$-Naphthylamine은 N-phenyl-${\beta}$-naphthylamine에 노출된 사람의 대사산물이다. N-phenyl-${\beta}$-naphthylamine은 동물실험에서 제한적으로 발암성이 증명되었지만 사람에서는 발암성이 충분하게 입증되지는 않았다. 따라서 사람에게 발암성으로 분류되지 않는 A4로 경고주석을 선정하였으며 수치화된 노출기준 없이 모든 노출경로에서 N-phenyl-${\beta}$-naphthylamine에 노출되지 않도록 관리하는 것을 권고하였다.

• 대한화학회지
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• 제18권3호
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• pp.175-179
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• 1974

Phenyl chloro-thiol, phenyl chloro-thiono 와 phenyl dithioformate에 분자궤도 함수론을 적용하여 계산 연구한 결과 모든 경우 trans형이 더 안정하며 또 SN반응기구는$ S_N2$형으로 일어날 가능성이 큼을 밝혔다

• Bulletin of the Korean Chemical Society
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• 제33권10호
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• pp.3437-3440
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• 2012

• Rapid Communication in Photoscience
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• 제1권1호
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• pp.19-20
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• 2012

Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).

• Archives of Pharmacal Research
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• 제26권1호
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• pp.9-14
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• 2003

For probing the importance of planarity of imidazolidinone motif of 4-phenyl-1-(benzenesulfonyl)imidazolidinones 1 for their cytotoxicity, 4-phenyl-2-(benzoyl)[1,2,5]thiadiazolidine-1,1-dioxide (2a), 4-phenyl-2-(p-toluoyl)[1,2,5]thiadiazolidine-1,1-dioxide (2b), 4-phenyl-2-(phenylcarbamoyl)[1,2,5]thiadiazolidine-1,1-dioxide (3a), and 4-phenyl-2-(p-tolylcarbamoyl)[1,2,5]thiadiazolidine-1,1-dioxide (3b) were prepared along with their regioisomers (5a, 5b, 9a, 9b) and their cytotoxicity were measured against human lung carcinoma (A549), human colon carcinoma (COLO205), human ovarian cancer (SK-OV-3), human leukemic cancer (K562), and murine colon adenocarcinoma (Colon26) cell lines in vitro. All compounds prepared do not show any activity against all five cancer cell lines unlike 1. Compounds 1 possess planarity of imidazolidinone, especially in sulfonylurea moiety ($-SO_2$NHCONH-). However compounds 2 and 3 have nonplanar 5-membered ring, [1,2,5]thiadiazolidine-1,1-dioxides. Such structural differentiation might result in the loss of activity. Therefore the inactivity of 2 and 3 could also be an indication for the necessity of planarity of imidazolidinone ring of 1 for their cytotoxic activity.

• 생명과학회지
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• 제13권6호
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• pp.788-793
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• 2003

Rhodosporidium toruloides SJ-4의 epoxide hydrolase의 입체선택적 가수분해 반응을 이용하여 hollow-fiber 반응기에서 라세믹 phenyl oxirane 기질로부터 광학활성 phenyl oxirane을 생산하였다. 라세믹 에폭사이드 기질의 수용액 상에서의 낮은 용해도로 인한 저농도 반응의 문제점을 극복하기 위하여 dodecane 유기용매에 용해시켜 lumen 부위로 공급하였으며, 생촉매인 R. toruloides 세포 현탁액은 수용액강인 shell 부위에 위치시킴으로써 유기용매 사용에 따른 생촉매 활성 저하를 줄인 1단계 반응기 시스템에서는 200 mM의 고농도에서 (S)-phenyl oxirane을 생산할 수 있었다. 또한, 반응 산물로 생성되는 diol에 의한 생촉매 활성저해효과를 감소시키기 위하여 2단계 hollow-fiber 반응기에서는 완충용액을 이용하여 diol을 제거시킨 결과 300 mM에서 EH 활성을 이용한 입체선택적 가수분해반응을 수행할 수 있었으며, 200∼300 mM의 고농도 라세믹 기질로부터 99% ee 이상의 광학순도를 가진 (S)-phenyl oxirane을 이론 수율 대비 12∼35% 수율로 얻을 수 있었다.

• Bulletin of the Korean Chemical Society
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• 제33권6호
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• pp.2012-2016
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• 2012

A convenient synthetic route has been developed to synthesize 5-(4-((2-phenylthiazol-4-yl) methoxy)phenyl)-3-(4-sustituted phenyl)pyrazolines (5a-f) and 5-(4-((2-phenylthiazol-4-yl)methoxy)phenyl)-3-(4-substituted phenyl)isoxazolines (6a-f) starting from 2-phenyl-4-chloromethylthiazole (1). The chloromethylthiazole (1) was first condensed with 4-hydroxy benzaldehyde (2) for obtaining 4-((2-phenylthiazol-4-yl)methoxy)benzaldehyde (3). Claisen-Smidth condensation of 4-((2-phenylthiazol-4-yl)methoxy)benzaldehyde (3) and acetophenones has been carried in alkaline alcohol and obtained 3-(4-((2-phenylthiazol-4-yl)methoxy)phenyl)-1-(4-substituted phenyl)prop-2-en-1-ones (4a-f). The cyclocondensation of 2-propen-1-ones has been first time carried separately with hydrazine hydrate and hydroxylamine hydrochloride in aqueous micellar tetradecyltrimethylammonium bromide (TTAB) medium for getting the titled heterocycles with good to excellent yields.

• 약학회지
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• 제35권4호
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• pp.308-313
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• 1991

The synthesis of 1-[(2-phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole derivatives is described starting with 2-bromoacetophenones and catechols. 1-[(2-Phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole (9-$_{12}$) showed potent broad-spectrum activity, not only against Candida species but also Cr. neofortnans, S. cerevisiae and T. mentagrophytes.

• 대한화학회지
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• 제13권4호
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• pp.387-393
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• 1969

Gamma-ray induced copolymerization of phenyl acetylene with styrene is compared with that of the Ziegler catalyzed. The reactivity of styrene is greater than that of phenyl acetylene in the gamma-ray induced polymerization but much less than that of phenyl acetylene in the Ziegler catalyzed. The resulting copolymer is identified by means of DTA and spectrophotometry. Further, the liquid scintillation counting of styrene-${\alpha}-C^{14}$clarified the relative composition of the copolymers.