[1]时彦华,郑友广,吉民.N-(4-羟苯基)维甲酰胺的生物素标记衍生物的合成[J].东南大学学报(自然科学版),2010,40(2):385-387.[doi:10.3969/j.issn.1001-0505.2010.02.032]
 Shi Yanhua,Zheng Youguang,Ji Min.Synthesis of biotinylated 4-HPR derivative[J].Journal of Southeast University (Natural Science Edition),2010,40(2):385-387.[doi:10.3969/j.issn.1001-0505.2010.02.032]
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N-(4-羟苯基)维甲酰胺的生物素标记衍生物的合成()
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《东南大学学报(自然科学版)》[ISSN:1001-0505/CN:32-1178/N]

卷:
40
期数:
2010年第2期
页码:
385-387
栏目:
化学化工
出版日期:
2010-03-20

文章信息/Info

Title:
Synthesis of biotinylated 4-HPR derivative
作者:
时彦华12 郑友广23 吉民123
1 东南大学生物科学与医学工程学院, 南京 210009; 2 东南大学苏州研究院苏州市生物医用材料与技术重点实验室, 苏州 215123; 3 东南大学化学化工学院,南京 210009
Author(s):
Shi Yanhua12 Zheng Youguang23 Ji Min123
1 School of Biological Science and Medical Engineering, Southeast University, Nanjing 210009,China
2 Suzhou Key Laboratory of Biomedical Materials and Technology of Research Institute, Southeast University, Suzhou 215123, China
关键词:
4-HPR 生物素标记物 合成
Keywords:
N-(4-hydroxyphenyl)retinamide biotin synthesis
分类号:
TQ016
DOI:
10.3969/j.issn.1001-0505.2010.02.032
摘要:
为了研究抗肿瘤药物N-(4-羟苯基)维甲酰胺(4-HPR)的作用机理和其生物学作用靶点,合成了4-HPR的生物素衍生物.采用全反式维甲酸与草酰氯反应生成酰氯,再与三乙胺成盐,然后将得到的酰基铵盐,与对氨基苯酚发生酰胺化反应,制得4-HPR.4-HPR与3-溴-1-丙醇烷基化反应得到含羟基链化合物,4-氨基丁酸与生物素发生酰胺化反应得到羧酸化合物.最后通过酯化反应将4-HPR与生物素连接得到目标化合物.该方法具有操作简单、反应条件温和以及产率较高等特点.
Abstract:
A biotinylated derivative of N-(4-hydroxyphenyl)retinamide(4-HPR)was synthesized to further understand its biological mechanisms and to identify its target proteins.It consists of the preferred steps of reacting all-trans retinoic acid with oxalyl chloride to form retinoyl chloride and then reacting with triethylamine to generate retinoyl ammonium salt which in turn is reacted with p-aminophenol to eventually produce 4-HPR. 4-HPR is treated with 3-bromo-1-propanal to generate the chain product, which then reacts with the acid amide compound obtained from biotin and 4-aminobutytic acid. This process provides an easy, mild and high yield route for synthesis of 4-HPR derivatite.

参考文献/References:

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备注/Memo

备注/Memo:
作者简介: 时彦华(1985—), 男,硕士生; 吉民(联系人),女,教授,博士生导师, jimin@seu.edu.cn.
引文格式: 时彦华,郑友广,吉民.N-(4-羟苯基)维甲酰胺的生物素标记衍生物的合成[J].东南大学学报:自然科学版,2010,40(2):385-387. [doi:10.3969/j.issn.1001-0505.2010.02.032]
更新日期/Last Update: 2010-03-20