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Amphiphilic Cylindrical Copolypeptide Brushes: Synthesis, Characterization and Properties

Author: ZengXiang
Tutor: LiuDaoJun
School: Shantou University
Course: Medicinal Chemistry
Keywords: Drug carrier Polypeptide Molecular brush Graft copolymer
CLC: O631.3
Type: Master's thesis
Year: 2011
Downloads: 28
Quote: 0
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Abstract


The purpose of this study is that synthetic brush as potential drug carriers amphiphilic cylindrical polypeptide molecules, and to study the molecular brush loading performance of hydrophobic model compounds and water-soluble cationic model compounds. Amphiphilic cylindrical the polypeptide molecule brushes PLLF-g-(PLF-b-PLG) structure using lysine with phenylalanine the random copolymerization polypeptides (PLLF) main chain and polyphenylene alanine - poliglumex block polypeptide (PLF-b-PLG) side chains. Synthesis from the surface graft \L-lysine (ZLL) were reacted with triphosgene to prepare three kinds of amino acid-N-carboxy anhydride (NCA): Phe-NCA, the BLG-NCa and ZLL-NCA; (2) to the n-hexylamine as the initiator, its distal end ring-opening polymerization mixture of amino initiator Phe-NCA and ZLL-NCA Phe with ZLL random copolymerization polypeptide (PZLLF), in trifluoroacetic acid solvent, with HBr the PZLLF sidechain deprotected to obtain random copolymer polypeptide PLLF; (3 ring-opening polymerization) linear main chain PLLF as the polymeric initiator, and its side-chain amino sequence initiator Phe-NCA and BLG-NCA main chain to PLLF, as a side lining in a polyphenylalanine, poly glutamic acid benzyl ester as the cylindrical molecules of the sidechain outer brush; (4) with HBr in dichloroacetic solvent, the side chain of polyglutamic acid benzyl ester deprotection obtained PLLF main chain, poly phenylalanyl The acid is the inner layer of a hydrophobic side chain, and poly glutamic acid as the hydrophilic side chains amphiphilic outer cylindrical brush polypeptide molecule. By 1H NMR, gel permeation chromatography (GPC) and transmission electron microscopy (TEM) and other means of synthetic polymers were characterized, the results show the polymer cylindrical, and its length is 100 ± 20 nm, width of 20 ± 5 nm, The study design a single PLLF-g-(PLF-b-PLG) of considerable size, the present study is described successfully synthesized a design PLLF-g-(PLF-b-PLG) structure, and they showed a single molecule state dispersed in aqueous solution. The hydrophobic model using pyrene and oil red compound and crystal violet and hydrochloric adriamycin is a water-soluble cationic model compound to study the synthesis of amphiphilic polypeptide molecule brush load performance of different types of compounds. The study found that the main chain of the polymer (PLLF) and the side chain the inner polyphenylalanine (PLF) can be encapsulated by the hydrophobic interaction with hydrophobic model compounds, PLG sidechain outer water-soluble cationic model compounds can be captured by the electrostatic effect, different types of model compounds and can achieve multi-functional loading.

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CLC: > Mathematical sciences and chemical > Chemistry > Polymer chemistry ( polymer ) > Polymer physics and physical chemistry of polymers > The chemical nature of polymers
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