Disulfide Core Cross-Linked PEGylated Polypeptide Nanogel Prepared by a One-Step Ring Opening Copolymerization of N-Carboxyanhydrides for Drug Delivery

• Published in: Macromolecular bioscience Vol. 11; no. 7; pp. 962 - 969
• Main Authors: Xing, Tao, Lai, Bin, Ye, Xiaodong, Yan, Lifeng
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 07-07-2011; WILEY‐VCH Verlag; Wiley-VCH
• Subjects: Aminoacid polymers; Anhydrides - chemistry; Applied sciences; biocompatibility; Biological and medical sciences; Copolymerization; Crosslinking; Cystine - analogs & derivatives; Cystine - chemistry; Disulfides; Disulfides - chemistry; Drug Delivery Systems; Exact sciences and technology; General pharmacology; Glutamates - chemistry; Glutathione - chemistry; HeLa Cells; Humans; Indomethacin - chemistry; Magnetic Resonance Spectroscopy; Medical sciences; N-carboxy-anhydride (NCA); Nanocomposites; nanogels; Nanomaterials; Nanostructure; Nanostructures - chemistry; Peptides - chemistry; Pharmaceutical technology. Pharmaceutical industry; Pharmacology. Drug treatments; Physicochemistry of polymers; Polyethylene Glycols - chemical synthesis; Polyethylene Glycols - chemistry; Polyethyleneimine - chemical synthesis; Polyethyleneimine - chemistry; Polymerization; polypeptides; Ring opening; Spectrometry, Fluorescence; Synthetic biopolymers; Biological properties; Hydrodynamic radius; Aminoacid copolymer; Indometacin; Cytotoxicity; Radius of gyration; Drug carrier; Gamma benzyl glutamate copolymer; Chemical reduction; Organic disulfide; Nanogel; Chemical reactivity; Release; Control release polymer; Second virial coefficient; Chemical degradation; Ethylene oxide copolymer; Experimental study; Sulfur copolymer; In vitro; Hela cell line; Non steroidal antiinflammatory agent; Particle size distribution; Mercaptoalcohol; Preparation; Kinetics; Ring opening copolymerization; Block copolymer
• ISSN: 1616-5187; 1616-5195; 1616-5195
• DOI: 10.1002/mabi.201000510

A novel disulfide core cross‐linked PEGylated polypeptide nanogel has been synthesized by a one‐step ring opening copolymerization of γ‐benzyl L‐glutamate N‐carboxyanhydride and L‐cystine N‐carboxyanhydride using an amino group‐terminated poly(ethylene glycol) methyl ether as initiator. Characterization of products confirms the formation of a core cross‐linked PEGylated nanogel with disulfide linkages with a size of about 250 nm, and these studies also confirm that this nanogel can easily be broken by glutathione. Cell viability experiments show the good biocompatibility of the as‐prepared polymer. Studies relating to loading and controlled release of indomethacin under reduction‐sensitive conditions reveal that the nanogel is a good candidate for drug delivery systems.
A novel disulfide core cross‐linked PEGylated polypeptide nanogel has been synthesized. The synthesis includes a one‐step ring opening copolymerization of γ‐benzyl L‐glutamate N‐carboxyanhydride and L‐cystine N‐carboxyanhydride using an amino group‐terminated poly(ethylene glycol) methyl ether as initiator. The nanogel is biocompatibile and displayed a high drug loading and controlled release of indomethacin.