文章摘要
刘佳,唐淑坤.氨基叠氮聚乙二醇的制备[J].精细化工,2019,36(8):
氨基叠氮聚乙二醇的制备
Preparation of Azide Amino Polyethylene Glycol
投稿时间:2019-06-03  修订日期:2019-07-03
DOI:
中文关键词: 聚乙二醇  LC-MS  氨基叠氮聚乙二醇  液液两相反应  磷脂
英文关键词: polyethylene glcol 1500  LC-MC  Amino azide polyethylene glycol  liquid-liquid two phase  phospholipids
基金项目:国家自然科学基金项目;中国博士后科学基金;黑龙江省自然科学基金项目;哈尔滨医科大学大庆校区校内科研基金; 黑龙江省大学生创新创业项目
作者单位E-mail
刘佳 哈尔滨医科大学大庆校区 liujia_hayidadq@163.com 
唐淑坤 哈尔滨医科大学大庆校区 562187355@qq.com 
摘要点击次数: 129
全文下载次数: 0
中文摘要:
      以聚乙二醇1500为起始原料,经两步官能团转化得到同端基双叠氮化聚乙二醇(N3-PEG1500-N3),该中间体经有机相还原、水相终止策略,实现了双叠氮基的单侧还原。反应选择性及转化率经液质联用,及组分中代表性准分子离子峰的液相积分面积比例进行评价。利用单因素试验,确定异端基氨基叠氮聚乙二醇(NH2-PEG1500-N3)最佳液液两相反应条件如下:N3-PEG1500-N3与三苯基氧膦的摩尔比为1:1.1,有机相为甲苯-二氯甲烷混合溶剂(体积比3:2),水相为2 mol/L盐酸溶液,两相比例1:1,35 oC下反应12 h,经柱分离提纯得NH2-PEG-N3收率72%,单侧叠氮基还原选择性达97%。实验结果表明该方法制备NH2-PEG-N3,具有纯度高、方法简便、耐受等特点。产物经1H-NMR和HRMS进行结构表征。最后应用该异端基聚乙二醇,实现了叠氮封端功能化磷脂的合成。
英文摘要:
      Polyethylene glycol 1500 was used as raw material to synthesize bisazide polyethylene glycol (N3-PEG-N3) intermediate by two-step functional group transformation. One side of the N3-PEG-N3 was reduced by organic phase and terminated by aqueous phase to achieve unilateral reduction of azide. Reaction selectivity was evaluated by liquid chromatography-mass spectrometry (LC-MS) and the content of excimer ion peaks of each component. The reduction rate of azide group on one side reached 97%. The optimum liquid-liquid two phase reaction conditions of amino azide polyethylene glycol (NH2-PEG1500-N3) were determined by single factor experiments: the molar ratio of bisazide polyethylene glycol to tri-phenylphosphine oxide was 1:1.1, the organic phase was toluene and dichloromethane as mixed solvent (3:2), aqueous phase was 2 mol/L hydrochloric acid solution, and the ratio of the two phases was 1:1, reaction at 35 oC for 12 hours, and then NH2-PEG-N3 was purified by column separation, yield is 72%. The results show that this method is simple and high purity. The products were characterized via 1H-NMR and HRMS. Finally, the hetero-polyethylene glycol was used to synthesize azide-terminated functional phos-pholipids.
  查看/发表评论  下载PDF阅读器
关闭