Simple and Cost-Effective Synthesis of Fmoc-DOPA(acetonide)-OH

doi:10.6023/cjoc202004029

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (8): 2543-2546.DOI: 10.6023/cjoc202004029 Previous Articles Next Articles

Fmoc-DOPA(acetonide)-OH的简单高效合成

刘晶晶^a, 张东辉^a, 江伟男^a, 刘润辉^a,b

a 华东理工大学材料科学与工程学院超细材料重点实验室特种功能高分子材料及相关技术重点实验室上海 200237;
b 复旦大学高分子科学系上海 200438

收稿日期:2020-04-19 修回日期:2020-05-13 发布日期:2020-06-01
通讯作者: 刘润辉 E-mail:rliu@ecust.edu.cn
基金资助:
国家自然科学基金（Nos.21774031，31800801）、上海市自然科学基金（No.18ZR1410300）、中央高校基本科研基金（Nos.22221818014，50321041917001）资助项目.

Simple and Cost-Effective Synthesis of Fmoc-DOPA(acetonide)-OH

Liu Jingjing^a, Zhang Donghui^a, Jiang Weinan^a, Liu Runhui^a,b

a Key Laboratory for Ultrafine Materials of Ministry of Education, Key Laboratory of Specially Functional Polymeric Materials and Related Technology, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237;
b State Key Laboratory of Molecular Engineering of Polymers, Fudan University, Shanghai 200438

Received:2020-04-19 Revised:2020-05-13 Published:2020-06-01
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21774031, 31800801), the Natural Science Foundation of Shanghai City (No. 18ZR1410300), and the Fundamental Research Funds for the Central Universities (Nos. 22221818014, 50321041917001).

1. cjoc202004029.pdf(1230KB)

Abstract

3,4-Dihydroxyphenylalanine (DOPA) derivatives inspired by mussels have attracted broad interest in functional coatings of biomaterials and biomedical devices. Fmoc-DOPA(acetonide)-OH is the key precursor for solid-phase synthesis of adhesive mussel proteins and peptides. However, existing synthesis methods of Fmoc-DOPA(acetonide)-OH were tedious and costly which greatly hindered its practical application. Herein, a simple two-step strategy for preparing Fmoc-DOPA-(acetonide)-OH is reported, which is a simple and cost-effective synthesis method with broad application prospects.

Key words: mussel adhesion protein, 3,4-dihydroxyphenylalanine (DOPA), Fmoc-DOPA(acetonide)-OH, simple and efficient synthesis

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Liu Jingjing, Zhang Donghui, Jiang Weinan, Liu Runhui. Simple and Cost-Effective Synthesis of Fmoc-DOPA(acetonide)-OH[J]. Chinese Journal of Organic Chemistry, 2020, 40(8): 2543-2546.

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Fmoc-DOPA(acetonide)-OH的简单高效合成

Simple and Cost-Effective Synthesis of Fmoc-DOPA(acetonide)-OH

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