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    Title: 兒茶酚加氧酶模型鐵錯合物之研究
    Other Titles: Studies on the model catechol 1, 2-dioxygenase iron(III) complexes
    Authors: 翁啟煌;Weng, Chi-huang
    Contributors: 淡江大學化學學系碩士班
    魏和祥;Wei, Ho-hsiang
    Keywords: 內雙羥斷裂;兒茶酚1,2-雙加氧酚;鐵三價錯合物;X光結構;電子自旋光譜;Intradiol cleavage;Catechol 1,2-dioxygenase;Iron(III) complexes;X-ray structure;EPR spectrum
    Date: 2006
    Issue Date: 2010-01-11 02:46:28 (UTC+8)
    Abstract: 本論文合成一系列兒茶酚1,2-雙加氧酶之功能性模型鐵(III)錯合物錯合物且性質由X-ray單晶繞射儀、UV-Vis光譜、元素分析儀及電化學方法來分析。
    酵素-受質型錯合物及配位基:
    (1) [Fe(L1)(C6Br4O2)]
    (2) [Fe(L1)(C6Cl4O2)]
    (3) [Fe(L2)(C6Cl4O2)]
    (4) [Fe(L3)(C6Cl4O2)]
    (5) [Fe(L4)(C6Cl4O2)]

    L1: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-phenol
    L2: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-5-bromo-phenol
    L3: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-4,6-methoxy-phenol
    L4: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-3-methoxy-phenol
    加入四種不同的兒茶酚陰離子tetrabromocatechol(TBC), tetrachlorocatechol(TCC), catechol(HC),和3,5-di-tert-butylcatechol(3,5-DTBC)與[Fe(L1~4)Cl2]反應,可藉由電子吸收光譜發現兩個新生成兒茶酚到鐵(III)的電子轉移,根據吸收位置與路易士酸性的關係可發現,路易士酸性越強的錯合物[Fe(L2) 3,5-DTBC]有較佳的兒茶酚1,2-雙加氧霉的催化反應性。
    A seiries of iron(III) complexes as funtionl model compounds for catechol 1,2-dioxygenases (intradiol cleavage) were synthesized and characterized by X-ray
    single crystal diffraction, UV-Vis spectroscopy, element analyzer, and electronchemical analysises.Enzyme-substrate complexes and ligands:
    (1) [Fe(L1)(C6Br4O2)]
    (2) [Fe(L1)(C6Cl4O2)]
    (3) [Fe(L2)(C6Cl4O2)]
    (4) [Fe(L3)(C6Cl4O2)]
    (5) [Fe(L4)(C6Cl4O2)]
    L1: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-phenol
    L2: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-5-bromo-phenol
    L3: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-4,6-methoxy-phenol
    L4: 2-{[2-(2-diethylamino-ethylamino)-ethylimino]-methyl}-3-methoxy-phenol
    Catechol 1,2-dioxygenase reactivity has been performed by electronic spectrum in methanol/acetonitrile solutions. The solutions are contained [Fe(L1~4)Cl2] with catecholate anions of tetrabromocatechol(TBC), tetrachlorocatechol(TCC),catechol(HC), and 3,5-di-tert-butylcatechol(3,5-DTBC). The results show that the high lewis acidity iron(III) complexes [Fe(L2) 3,5-DTBC] exhibits the higher catechol 1,2-dioxygenase reactivity.
    Appears in Collections:[化學學系暨研究所] 學位論文

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