| O-二异丙氧磷酰基丝氨酸(或苏氨酸或酪氨酸)的合成 |
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| 引用本文： | 张建臣,曹书霞,陈晓岚,陈黎,赵玉芬.O-二异丙氧磷酰基丝氨酸(或苏氨酸或酪氨酸)的合成[J].有机化学,2004,24(6):650-653. |
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| 作者姓名： | 张建臣 曹书霞 陈晓岚 陈黎 赵玉芬 |
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| 作者单位： | 1. 郑州大学化学系化学生物学重点实验室,郑州,450052
2. 郑州大学化学系化学生物学重点实验室,郑州,450052;清华大学生命有机磷化学与化学生物学教育部重点实验室,北京,100084 |
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| 摘 要： | 介绍一种简单方便地合成O-二异丙氧磷酰基丝氨酸(或苏氨酸或酪氨酸)的方法.其中O-二异丙氧磷酰基-L-丝氨酸(或苏氨酸)可从对应的N-磷酰化-L-丝氨酸(或苏氨酸)利用磷酰基N→0迁移的性质并在超声辅助下合成,而N-二异丙氧磷酰基-L-丝氨酸(或苏氨酸)的合成由L-丝氨酸(或苏氨酸)在次氯酸钠的水溶液中高收率地获得.O-二异丙氧磷酰基酪氨酸的合成可通过铜盐同时保护氨基和羧基,使用二异丙基磷酰氯为磷酰化试剂磷酰化,用硫化氢脱铜保护制备.
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| 关 键 词： | 丝氨酸 苏氮酸 酪氨酸 磷酰化 合成 |
| 修稿时间： | 2003年9月4日 |
A Novel Synthesis of O-Phosphorylated Amino Acids Containing Hydroxy Side Chain Group |
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| ZHANG,Jian Chen a CAO,Shu Xia a CHEN,Xiao Lan a CHEN,Li a ZHAO,Yu Fen,a,b.A Novel Synthesis of O-Phosphorylated Amino Acids Containing Hydroxy Side Chain Group[J].Chinese Journal of Organic Chemistry,2004,24(6):650-653. |
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| Authors: | ZHANG Jian Chen a CAO Shu Xia a CHEN Xiao Lan a CHEN Li a ZHAO Yu Fen a b |
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| Abstract: | In this article, O diisoproppyloxyphosphoryl L serine, threonine and tyrosine were designed and synthesized. Among them, O diisopropyloxyphosphoryl L serine or threonine was obtained by the migration of phosphoryl group from nitrogen to oxygen of the corresponding N diisopropyloxyphosphoryl L serine or threonine under ultrasonic irradiation. N Diisoproppyloxyphosphoryl L serine or threonine was successfully prepared from diisopropyl phosphite and serine or threonine in sodium hypochlorite aqueous media in good yield. O Diisopropyloxyphosphoryl L tyrosine was synthesized via reaction of L tyrosine cupric complex with diisopropyl phosphorochloridate, then unprotection by sulfide hydrogen. |
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| Keywords: | serine threonine tyrosine phosphorylation synthesis |
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