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   

  1. 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 出版日期:2020-08-25 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 Jingjinga, Zhang Donghuia, Jiang Weinana, Liu Runhuia,b   

  1. 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 Online:2020-08-25 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).

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