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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 8: 2543 - 2546

DOI: https://doi.org/10.6023/cjoc202004029

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

  • Liu Jingjing ,
  • Zhang Donghui ,
  • Jiang Weinan ,
  • Liu Runhui
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  • 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 date: 2020-04-19

  Revised date: 2020-05-13

  Online 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).

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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

Cite this article

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 . DOI: 10.6023/cjoc202004029

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