Lysine Derivative

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Xianhong Wang - One of the best experts on this subject based on the ideXlab platform.

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of ...

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of a 2,5-dimethylpyrrole-protected cyclic Lysine monomer, but the complete removal of the protecting group suffers from a prolonged time and low yield. Herein, we have developed organocatalyzed ROP of a dimethyl-protected cyclic Lysine that avoids the tedious deprotection procedures to prepare cationic poly(e-Lysine) mimics with quaternary ammonium groups in high yields. Such poly(e-Lysine) mimics not only exhibit potent antimicrobial activities but also demonstrate good biocompatibility and have no significant hemolytic activities. The antimicrobial activities of poly(e-Lysine) mimics were ∼80.0% at a concentration of 100 μg/mL in comparison to 76.0% of the poly(e-Lysine) control. In brief, our research provides a novel class of functional mimics of poly(e-Lysine) and opens up new avenues for designing and furnishing poly(amino acid) mimetics for biological functions and applications.

  • Functional Polyamides: A Sustainable Access via Lysine Cyclization and Organocatalytic Ring-Opening Polymerization
    2018
    Co-Authors: Youhua Tao, Xianhong Wang
    Abstract:

    Functional polyamides are very important polymers that have a variety of valuable applications. However, the effective synthesis of these polymers is still a long-going challenge. Herein, the efficient cyclization of Lysine Derivative was presented as a universal approach to synthesize ε-lactam monomers bearing pendant benzyl-protected hydroxyl, allyloxy, and oligo-ethylene glycol groups. Superbase t-BuP4-catalyzed polymerization could proceed under very mild conditions (e.g., 25 °C) compatible with a wide range of functional pendants, affording high molecular weight (up to 47.7 kg/mol) functional polyamides with high monomer conversion (up to 99%). Of importance, the allyloxy groups were stable toward the initiating and propagating species under mild polymerization conditions. Such an allyloxy-functionalized ε-lactam and organocatalytic polymerization to well-defined allylated polyamide has not been reported in the literature and allows further incorporation of an unprecedented range of functional groups onto polyamides through the thiol–ene click reaction. The resulting functional polyamides demonstrated variable glass transition temperatures, had minimal cytotoxicity to HeLa cells, and exhibited the ability to form nanostructures in aqueous solution, suggesting their great potential for biomedical applications

Jinlong Chen - One of the best experts on this subject based on the ideXlab platform.

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of ...

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of a 2,5-dimethylpyrrole-protected cyclic Lysine monomer, but the complete removal of the protecting group suffers from a prolonged time and low yield. Herein, we have developed organocatalyzed ROP of a dimethyl-protected cyclic Lysine that avoids the tedious deprotection procedures to prepare cationic poly(e-Lysine) mimics with quaternary ammonium groups in high yields. Such poly(e-Lysine) mimics not only exhibit potent antimicrobial activities but also demonstrate good biocompatibility and have no significant hemolytic activities. The antimicrobial activities of poly(e-Lysine) mimics were ∼80.0% at a concentration of 100 μg/mL in comparison to 76.0% of the poly(e-Lysine) control. In brief, our research provides a novel class of functional mimics of poly(e-Lysine) and opens up new avenues for designing and furnishing poly(amino acid) mimetics for biological functions and applications.

Chunsheng Xiao - One of the best experts on this subject based on the ideXlab platform.

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of ...

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of a 2,5-dimethylpyrrole-protected cyclic Lysine monomer, but the complete removal of the protecting group suffers from a prolonged time and low yield. Herein, we have developed organocatalyzed ROP of a dimethyl-protected cyclic Lysine that avoids the tedious deprotection procedures to prepare cationic poly(e-Lysine) mimics with quaternary ammonium groups in high yields. Such poly(e-Lysine) mimics not only exhibit potent antimicrobial activities but also demonstrate good biocompatibility and have no significant hemolytic activities. The antimicrobial activities of poly(e-Lysine) mimics were ∼80.0% at a concentration of 100 μg/mL in comparison to 76.0% of the poly(e-Lysine) control. In brief, our research provides a novel class of functional mimics of poly(e-Lysine) and opens up new avenues for designing and furnishing poly(amino acid) mimetics for biological functions and applications.

Yilin Dong - One of the best experts on this subject based on the ideXlab platform.

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of ...

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of a 2,5-dimethylpyrrole-protected cyclic Lysine monomer, but the complete removal of the protecting group suffers from a prolonged time and low yield. Herein, we have developed organocatalyzed ROP of a dimethyl-protected cyclic Lysine that avoids the tedious deprotection procedures to prepare cationic poly(e-Lysine) mimics with quaternary ammonium groups in high yields. Such poly(e-Lysine) mimics not only exhibit potent antimicrobial activities but also demonstrate good biocompatibility and have no significant hemolytic activities. The antimicrobial activities of poly(e-Lysine) mimics were ∼80.0% at a concentration of 100 μg/mL in comparison to 76.0% of the poly(e-Lysine) control. In brief, our research provides a novel class of functional mimics of poly(e-Lysine) and opens up new avenues for designing and furnishing poly(amino acid) mimetics for biological functions and applications.

Youhua Tao - One of the best experts on this subject based on the ideXlab platform.

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of ...

  • organocatalyzed ring opening polymerization of cyclic Lysine Derivative sustainable access to cationic poly e Lysine mimics
    Macromolecules, 2021
    Co-Authors: Jinlong Chen, Yilin Dong, Chunsheng Xiao, Youhua Tao, Xianhong Wang
    Abstract:

    Poly(e-Lysine) has broad applications and is dominantly produced via fermentation. Our group successfully realized the chemosynthesis of poly(e-Lysine) through ring-opening polymerization (ROP) of a 2,5-dimethylpyrrole-protected cyclic Lysine monomer, but the complete removal of the protecting group suffers from a prolonged time and low yield. Herein, we have developed organocatalyzed ROP of a dimethyl-protected cyclic Lysine that avoids the tedious deprotection procedures to prepare cationic poly(e-Lysine) mimics with quaternary ammonium groups in high yields. Such poly(e-Lysine) mimics not only exhibit potent antimicrobial activities but also demonstrate good biocompatibility and have no significant hemolytic activities. The antimicrobial activities of poly(e-Lysine) mimics were ∼80.0% at a concentration of 100 μg/mL in comparison to 76.0% of the poly(e-Lysine) control. In brief, our research provides a novel class of functional mimics of poly(e-Lysine) and opens up new avenues for designing and furnishing poly(amino acid) mimetics for biological functions and applications.

  • Functional Polyamides: A Sustainable Access via Lysine Cyclization and Organocatalytic Ring-Opening Polymerization
    2018
    Co-Authors: Youhua Tao, Xianhong Wang
    Abstract:

    Functional polyamides are very important polymers that have a variety of valuable applications. However, the effective synthesis of these polymers is still a long-going challenge. Herein, the efficient cyclization of Lysine Derivative was presented as a universal approach to synthesize ε-lactam monomers bearing pendant benzyl-protected hydroxyl, allyloxy, and oligo-ethylene glycol groups. Superbase t-BuP4-catalyzed polymerization could proceed under very mild conditions (e.g., 25 °C) compatible with a wide range of functional pendants, affording high molecular weight (up to 47.7 kg/mol) functional polyamides with high monomer conversion (up to 99%). Of importance, the allyloxy groups were stable toward the initiating and propagating species under mild polymerization conditions. Such an allyloxy-functionalized ε-lactam and organocatalytic polymerization to well-defined allylated polyamide has not been reported in the literature and allows further incorporation of an unprecedented range of functional groups onto polyamides through the thiol–ene click reaction. The resulting functional polyamides demonstrated variable glass transition temperatures, had minimal cytotoxicity to HeLa cells, and exhibited the ability to form nanostructures in aqueous solution, suggesting their great potential for biomedical applications