• 한국환경보건학회지
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• 제40권1호
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• pp.55-62
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• 2014

Objectives: $^{32}P$-postlabeling assay is the most sensitive method of detecting DNA adduct formation. However, it is limited by a low sample throughput and use of radioisotopes (RI). In this study, we modified it to minimize these limitations and applied it to Z. platypus exposed to Benzo(a)pyrene (BaP) in order to investigate DNA adduct formation (effect biomarker for pollutants) in Z. platypus for assessing risk of waterborne BaP exposure. Methods: DNA hydrolysis was performed only with Micrococcal nuclease (MNase), RI reduction test was performed and the overlapping steps between thin layer chromatography (TLC) and radioisotope high-performance liquid chromatography (RI-HPLC) were omitted. The application of a modified method to Z. platypus exposed to BaP was performed. Results: The results revealed that the amount of RIs used can be reduced roughly 10-fold. Because the analysis time was shortened by 8.5 hours, the sample throughput per hour was increased compared with the previous method. The results of applying modified $^{32}P$-postlabeling assay to Z. platypus, DNA adduct formation in Z. platypus showed dose-dependency with the BaP concentration. Only BPDE-dGMP was detected as a DNA adduct. Conclusion: These results demonstrate that the modified $^{32}P$-postlabeling assay is a suitable method for detecting DNA adduct formation in Z. platypus exposed to waterborne BaP and will be useful in risk assessment of carcinogenic effect in aquatic environment due to BaP.

• Journal of Ginseng Research
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• 제13권1호
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• pp.42-48
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• 1989

PAH 계 화합물들의 Bay region diol epoxide 들의 target tissue에 대한 결합은 암유발과 관련 되어 있다. 본 논문에서는 ICR mice의 간에서의 BP-DNA-adduct 생성에 미치는 poly acetylene 화합물인 panaxynol 과 panaxydol 의 효과를 조사하였 다. Panaxynol 과 panaxydol 을 전처리한 ICR mice 의 간 마이크로좀을 포함하는 incubation system 은 calf thymus DNA 에 대한 BP binding을 뚜렷이 감소시켰다. [$^3H$]-BP($300\mu$Ci/21nmoles/0.1ml DMSO. i. v. ) 즐 mice 에 주사 후 24시간 후에 간 DNA 에서의 방사능을 측정하였다. HPLC 에 의해 cochromatography 한 두개의 standard marker (acetophenone. bytyrophenone)을 사이에 나타나는 DNA adduct 들을 잠정적으로 확인한 결과 (-) BP-7.8-diol로부터 생성되는 major adduct 인 (+) BP-diol epoxide I: dGuo adduct (peak II)는 대조군보다 약 22% 감소된 반면에 minor adduct 인 (-) BP-diol epoxide I: dGuo adduct (peak III)는 대조군의 69%로 감소되었다. 그리고 (+) BP-7, 8-diol로부 터 생성되는 minor adduct 인 BP-diol epoxide I II : Guo adduct (peak IV)는 대조군의 58%로 감소되었다. 이러한 결과는 panaxydol이 ($\pm$) B BP-7,8-diol로부터 일반적으로 생성되는 adduct들 중 major보다는 minor adduct들의 생성에 더 많이 관석했음을 보여준다.

• Bulletin of the Korean Chemical Society
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• 제34권8호
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• pp.2335-2339
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• 2013

Relative reactivity of various Al-substituted dialkylalans ($AlR_2(X)$) in reduction of acetone has been studied with density functional theory and MP2 method. Formation of the alan dimers and the alan-acetone adduct, and the transition state for the Meerwein-Ponndorf-Verley (MPV) type reduction of the adduct were calculated to figure out the energy profile. Formation of dimeric alans is highly exothermic. Both the relative free energies for acetone-alan adduct formation and the TS barriers for the MPV type reduction with respect to alan dimers and acetone were calculated and they show the same trend. Based on these energetic data, relative reactivity of alans is expected to be; $AlR_2(Cl)$ > $AlR_2(OTf)$ > $AlR_2(O_2CCF_3)$ > $AlR_2(F)$ > $AlR_2(OMs)$ > $AlR_2(OAc)$ > $AlR_2(OMe)$ > $AlR_2(NMe_2)$. The energy profile is relatively well correlated with the experimental order of the reactivity of Al-substituted dialkylalans. It is noted that the substituents of alans have initial effects on the relative free energies for the carbonyl-adduct formation. Therefore, an $AlR_2(X)$ which forms a more stable carbonyl-adduct is more reactive in carbonyl reduction.

• Bulletin of the Korean Chemical Society
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• 제35권2호
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• pp.546-550
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• 2014

Relative reactivity of various carbonyl and acid derivatives in MPV-type (Meerwein-Ponndorf-Verley) reduction with an DIBAL(F) model has been studied via DFT and MP2 methods. Free energies of initial adduct formation (-Gadd) of DIBAL(F) model and carbonyls are in the order of amide < ester < aldehyde < ketone < acid chloride; in the alan-amide adduct, the developed positive charge at carbonyl carbon is expected to be stabilized by amide resonance, but in the acid chloride adduct it is destabilized by inductive effect of chloride. However the TS barrier energies (${\Delta}G_{TS}$) for the MPV-type hydride reduction of the carbonyl adducts are in the order of aldehyde < ketone < acid chloride << ester < amide; presumably decreasing order of electrophilicity of carbonyl carbon at adducts, which is well correlated with experimental data. It is noted that the relative reactivity of carbonyl derivatives in MPV-type reduction with DIBAL(X) is not governed by the alan-adduct formation energies, but follows the order of electrophilicity of carbonyl carbon of transition states.

• Bulletin of the Korean Chemical Society
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• 제30권9호
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• pp.2125-2128
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• 2009

• Bulletin of the Korean Chemical Society
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• 제20권10호
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• pp.1181-1185
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• 1999

The reaction of FeC5H5+ ion with ferrocene molecule is investigated using FT-ICR mass spectrometry. FeC5H5+ ions are generated by dissociative ionization of ferrocenes using an electron beam. The reaction gives rise to the formation of the adduct ion, Fe2(C5H5)3+, in competition with charge transfer reaction leading to the formation of ferrocene molecular ion, Fe(C5H5)2+·. The branching ratio of the adduct ion increases as the internal energy of the reactant ion decreases and correspondingly the branching ratio for the charge transfer reaction product decreases. The observed rate of the addition reaction channel is slower than that of the charge transfer reaction. The observation of the stable adduct ions in the low-pressure ICR cell is attributed to the radiative cooling of the activated ion-molecule complex. The mechanism of the reaction is presented to account for the observed experimental results.

• 한국산업보건학회지
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• 제3권1호
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• pp.14-21
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• 1993

7H-dibenzo[c,g]carbazole(DBC)과 dibenz[a, j]acridine(DBA) 및 이의 대사물 trans-DBA-1,2-dihydrodiol(DBA-1,2-DHD), trans-DBA-3,4-dihydrodiol(DBA-3,4-DHD), trans-DBA-5,6-dihydrodiol(DBA-5,6-DHD)]에 의한 DNA adduct형성을 알기 위해 Hsd:ISR 생쥐 피부에 이를 투여하고 용매 추출법으로 DNA를 분리하고 $^{32}P$-postlabeling법으로 DNA adduct를 분석하였다. DBC를 피부에 투여하여 DNA adduct가 국소작용 부위인 피부와 내장기관인 간, 폐 및 신장에 형성되어 DBC는 국소 및 전신 발암작용이 있음을 알 수 있었다. 또한 DNA adduct활성도가 간에서는 높고 피부, 폐, 신장에서는 상대적으로 낮아 DBC에 의한 발암의 주 표적 장기는 간임을 추측할 수 있었다. DBA, DBA-3,4-DHD 및 DBA-5,6-DHD 투여에 의해 두개의 adduct가 피부에서 관찰되었다. 대사 물질인 DBA-5,6-DHD에 의해 2개의 adduct가 형성되었으나 그 양상이 DBA 및 DBA-3,4-DHD와는 달랐으며 DBA-1,2-DHD에 의해서는 DNA adduct 형성이 관찰되지 않았다. 이상의 결과로 DBA는 국소발암작용이 있으며 활성 대사물인 DBA-3,4-DHD가 최종 발암원(ultimate carcinogen)이고 DBA-1,2-DHD는 무독화 대사물질로 추측된다.

• 한국전기전자재료학회논문지
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• 제24권10호
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• pp.775-778
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• 2011

TBP (tertiarybutylphosphine), a relatively new material for phosphorus, has been studied with EDMIn (ethyldimethylindium) as an indium source for the growth of InP by MOVPE (metalorganic vapor phase epitaxy). Mirror smooth and good crystalline InP layers were obtained at $500-600^{\circ}C$ with the TBP/EDMIn molar ratio as low as 21. The deposited InP layers are all n-type with the electron concentration in the range of (5-10)${\times}10^{16}\;cm^{-3}$, which is a lot higher than those from $PH_3$. This high concentration is due presumably to the high concentration of donor impurities in TBP. And it has been found that the formation of adduct occurs between EDMIn and TBP at room temperature when the partial pressure of EDMIn in the reactant mixture is above $1{\times}10^{-2}$ Torr. The high concentration of impurities in TBP and the adduct formation between EDMIn and TBP are major obstacles in replacing $PH_3$ and TMIn for the growth of device quality InP layers.

• 한국독성학회:학술대회논문집
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• 한국독성학회 2002년도 국제심포지움
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• pp.20-45
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• 2002

In this study, we demonstrated the in vitro and in vivo formation of carcinogen-lipid adduct and its correlation with DNA or protein adducts. The lipids from serum or hepatocyte membranes of Spragu-Dawley rats. human serum, and standard major lipids were in vitro reacted with benzo[a]pyrene(BP) and BP metabolites. 7,8-Dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]-pyrene(BPDE-I), an ultimate carcinogenic form of BP, was covalently bound to triglyceride(TG). BPDE-I-TG adducts isolated by thin-layer chromatography (TLC) were further detected by high performance liquid chromatography(HPLC). TGs, including triolein, tripalmitin and tristearin, showed positive reactions with BPDE-I. However, cholesterol, phospholipids(Phosphatidylcholine, phosphatidyl-ethanolamine, phosphatidyl-inositol and sphingomyelin) and nonesterified fatty acids(palmitic acid, oleic acid, linoleic acid and stearic acid) did not react with BPDE-I. In addition, other BP metabolites (BP-phenols and -diols) did not react with TG, which TG appeared to be the most reactive lipid yet studied with respect to its ability to form an adduct with BPDE-I. There was a clear-cut dose-respect to its ability to form an adduct with BPDE-I-lipid adduct in vitro between TG and [1,3-3H]BPDE-I. In an animal study, BPDE-I-TG was also formed in the serum of rats orally treated with BP(25 mg/rat). Also, obvious correlations between [3H]BP related-biomolecule adducts (DNA, protein) or lipid damage and the BPDE-I-TG adduct were obtained in various tissues of mice i.p. treated with [3H]BP. These data suggest that TG can form an adduct with BPDE-I, as do other macromolecules (DNA, RNA, and protein). Therefore, a carcinogen-lipid adduct would be a useful biomarker for chemical carcinogenesis research and cancer risk assessment.

• 대한화학회지
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• 제9권2호
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• pp.88-95
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• 1965

퓨란, 醋酸풀퍼릴, 풀퍼릴알코올과 마레인酸無水物을 에틸 에테르 存在下에서 附加反應시켜 exo附加物을 만들고 이 化合物들에 對한 臭素化反應을 물 存在下에서 行한 바 各各 모노부롬化락톤 및 디브롬酸을 生成하였으며 락톤의 生成收率은 轉位된 carbonium ion에 對한 carboxylic acid의 反應기여(participation)에 依하여 決定되면 化合物 自體의 立體條件(steric requirement)이 그 기여에 영향을 준다는 것을 究明하였다. 퓨란附加物을 有機溶媒(四鹽化炭素, 메틸렌크로라이드)存在下에서 臭素化反應하면 二臭化物이 生成하고 光線 存在下에서 鹽素化反應하면 四鹽化反應物이 生成됨을 究明하였다. 各 化合物의 合成方式 및 反應過程에 關하여 論及하였다.