| 邻苯二甲酸酯类半抗原的设计合成与抗原制备 |
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| 引用本文： | 刘媛媛,徐光辉,张亚安,李壹. 邻苯二甲酸酯类半抗原的设计合成与抗原制备[J]. 精细化工, 2018, 35(3) |
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| 作者姓名： | 刘媛媛 徐光辉 张亚安 李壹 |
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| 作者单位： | 东南大学成贤学院,南京工业大学,东南大学成贤学院,南京工业大学 |
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| 基金项目： | 江苏省自然科学基金青年基金项目(BK20130749)；东南大学成贤学院青年教师科研发展基金项目(y0004) |
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| 摘 要： | 4-硝基邻苯二甲酸分别与正丁醇和2-乙基己醇发生酯化反应,再经Fe粉还原,制备两种邻苯二甲酸酯类(PAEs)半抗原——4-氨基邻苯二甲酸二丁酯(Ⅱa)和4-氨基邻苯二甲酸二(2-乙基己)酯(Ⅱb),再将半抗原Ⅱb与戊二酸酐进行酰胺化反应,制备出第3种PAEs半抗原4-戊二酸单酰胺邻苯二甲酸(2-乙基己)酯(Ⅱc),产品结构经熔点、1HNMR和MS表征。将半抗原Ⅱa~c分别与牛血清载体蛋白(BSA)和卵清白蛋白(OVA)偶联,制备得到6种PAEs人工抗原Ⅲa~c和Ⅳa~c,并用紫外吸收光谱进行分析表征。
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| 关 键 词： | 邻苯二甲酸酯 单环芳烃半抗原 单环芳烃抗原 精细化工中间体 |
| 收稿时间： | 2017-03-21 |
| 修稿时间： | 2017-08-01 |
Design and Synthesis of Phthalate Ester Haptens and Antigens |
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| LIU Yuan-yuan,XU Guang-hui,ZHANG Ya-an and Li Yi. Design and Synthesis of Phthalate Ester Haptens and Antigens[J]. Fine Chemicals, 2018, 35(3) |
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| Authors: | LIU Yuan-yuan XU Guang-hui ZHANG Ya-an Li Yi |
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| Affiliation: | Southeast University ChengXian College,Nanjing Tech University,Southeast University ChengXian College,Nanjing Tech University |
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| Abstract: | Using 4-nitro phthalic acid as starting material, two phthalate ester haptens dibutyl 4-aminophthalate (1a) and di(hexan-3-yl) 4-aminophthalate (1b) were synthesized by the esterification with n-butyl alcohol and 2-ethylhexanol, respectively, and then via iron powder reduction. Then hapten 5-((3,4-bis(((2-ethylhexyl)oxy)carbonyl)phenyl)amino)-5-oxopentanoic acid (1c) was prepared by the amidation of hapten 1b and dihydro-2H-pyran-2,6(3H)-dione. Their structures were characterized by melting point, 1H NMR and MS. Then haptens 1a-1c were coupled with bovine serum albumin (BSA) and ovi albumin (OVA), respectively, and six antigens 2a-2c and 3a-3c were prepared and analyzed by ultraviolet absorption spectrum. |
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| Keywords: | phthalate ester monocylic aromatic haptens monocylic aromatic antigens |
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