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Accelerated Preparation of Polypeptides and Related Hybrid Materials from a Disintegrable Initiator Array with Masked Carbenium Precursors

  • Zehong Cheng
    Zehong Cheng
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
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  • Jing Guo
    Jing Guo
    International Science and Technology Innovation Cooperation Base for Advanced Display Technologies of Hunan Province, Hunan University, Changsha, Hunan 410082, China
    College of Semiconductors (College of Integrated Circuits), Hunan University, Changsha, Hunan 410082, China
    More by Jing Guo
  • Jia Pan
    Jia Pan
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
    More by Jia Pan
  • Ying Liu
    Ying Liu
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
    More by Ying Liu
  • Huan Wei
    Huan Wei
    International Science and Technology Innovation Cooperation Base for Advanced Display Technologies of Hunan Province, Hunan University, Changsha, Hunan 410082, China
    College of Semiconductors (College of Integrated Circuits), Hunan University, Changsha, Hunan 410082, China
    More by Huan Wei
  • Jishan Li
    Jishan Li
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
    More by Jishan Li
  • Song Liu*
    Song Liu
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
    *Email: [email protected]
    More by Song Liu
  • Yuanyuan Hu*
    Yuanyuan Hu
    International Science and Technology Innovation Cooperation Base for Advanced Display Technologies of Hunan Province, Hunan University, Changsha, Hunan 410082, China
    College of Semiconductors (College of Integrated Circuits), Hunan University, Changsha, Hunan 410082, China
    *Email: [email protected]
    More by Yuanyuan Hu
  • , and 
  • Yugang Bai*
    Yugang Bai
    State Key Laboratory of Chem-/Bio-Sensing and Chemometrics, School of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China
    *Email: [email protected]
    More by Yugang Bai
Cite this: Chem. Mater. 2022, 34, 23, 10732–10743
Publication Date (Web):November 15, 2022
https://doi.org/10.1021/acs.chemmater.2c02913
Copyright © 2022 American Chemical Society
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Supporting Info (2)»

Abstract

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We report a disintegrable initiator array for the synthesis of well-defined polypeptides using raw N-carboxyanhydride monomers that are purified in situ. Free polypeptides can be obtained through the superfast disintegration of the initiation system after polymerization, simultaneously revealing unmasked, highly active benzhydrylium (BHD) ends for efficient conjugation. The polypeptide synthesis and conjugation combined can be accomplished in 3.5 h starting from amino acids. The high activity of BHD on the polypeptides can be utilized to construct complex hybrid materials with ease, shown in two proof-of-concept examples. The BHD-capped polypeptide presents the first reported case of the polymer being used as a dopant, which grafts onto and dopes poly(3-hexylthiophene) directly to give biocompatible, conductive polypeptide brushes. In addition, such polypeptides can directly decorate two-dimensional MoS2 nanosheets for significantly improved dispersibility and activity as a heterogeneous catalyst.

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The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.chemmater.2c02913.

  • Orange-colored BHD+ on chain-ends was instantly observed upon TFSI addition, and the color instantly faded upon the addition of MTG (MP4)

  • Synthetic procedures, additional characterization results (NMR spectra, mass spectra, GPC traces, UV/IR spectra, elemental analysis, and other processed data), and miscellaneous protocols (PDF)

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