Alginate grafted with poly(ε‐caprolactone): effect of enzymatic degradation on physicochemical properties

Abstract

The paper discusses the enzymatic behaviour of a series of copolymers composed of alginate grafted with poly(ε-caprolactone) (PCL) of various lengths and degrees of substitution. The study is focused on viscosity measurements and pyrene probe fluorescence with or without two enzymes: alginate lyase, which breaks the alginate backbone; and esterase, which breaks PCL pendent groups. Alginate lyase is inactive at pH = 3.8 and degrades quickly all copolymers at pH = 6.3. The degradation is not complete and is slowed down by the presence of PCL. Esterase degrades only copolymers with long pendent PCL groups. It has no effect on copolymers when PCL has a length of 530 g mol −1 . These systems are good candidates for controlled release of drugs using an enzymatic method.

DMTMM-mediated amidation of alginate oligosaccharides aimed at modulating their interaction with proteins

“…A recent report on the enzymatic behavior of alginates grafted with poly(ε-caprolactone) (PCL) of various lengths and DS (Benykhlef et al, 2012) shows that degradation by Flavobacterium sp. alginate lyase is incomplete and is slowed down by the presence of PCL.…”

“…Poly(ε-caprolactone)-grafted alginates, whose degradation by Flavobacterium sp. alginate lyase can be modulated with respect to the size and grafting density of the polyester chains, have recently been investigated as enzymeresponsive vectors (Benykhlef et al, 2012). Alginate derivatives incorporating either an aliphatic amide or ester groups have been synthesized for the development of hydrolytically stable scaffolds for nerve repair (Vallée et al, 2009).…”

Quaternized Sodium Alginate-g-Ethyl-Oxazoline Copolymer Brushes and Their Supramolecular Networks via Hydrogen Bonding

“…8 Recently, SAbased graft copolymers with various polymer branches were synthesized to enhance the comprehensive properties of SAs, including solubility in organic solvents, antibacterial performance, mechanical strength, and compatibility with other commercial polymers. 9−11 Alginate-based graft copolymers with polymethyl methacrylate, 12 polyacrylamide, 13−16 polyacrylic acid, 17−19 polycaprolactone, 20,21 poly (N-isopropylacrylamide), 22,23 poly(ethylene glycol) (PEG), 24 polytetrahydrofuran, 25 and polyisobutylene 26 branches have been synthesized by the "grafting onto" or "grafting from" strategy. These abovementioned graft copolymers show good prospects in super-absorbent materials, 17−19 packaging, 12 antibacterial materials, 25,26 drug carriers, 24−26 and responsive materials.…”

Amphiphilic Graft Copolymers of Quaternized Alginate-g-Polytetrahydrofuran for Anti-protein Surfaces, Curcumin Carriers, and Antibacterial Materials

“…Natural polysaccharides have been widely used in various fields involving cosmetics, textiles, , food additives, and medical areas. − Sodium alginate (SA) is a water-soluble linear biopolymer consisting of 1-4-linked α- l -guluronic (G) and β- d -mannuronic (M) acid residues with wide availability, well-documented biocompatibility, and biodegradability. − However, the insolubility in common solvents, lack of antibacterial activity, and burst release behavior while acting as drug carriers impede its large-scale application in the complicated human body environment . Many research studies have been devoted to ameliorate the solubility, antibacterial properties, and drug encapsulation ability of alginates such as graft copolymerization. , To combine the properties of various polymers, a series of alginate-based graft copolymers, for example, with poly­( N -isopropylacrylamide), − polyethylene glycol (PEG), polyacrylamide, − poly­(acrylic acid), , polymethyl methacrylate, , polycaprolactone, and gum arabic branches have been synthesized for extensive applications including drug carriers, − , absorbents, ,, food packaging, wound dressing, , injectable hydrogels, and antibacterial materials . The above SA- g -PEG-based drug delivery system exhibits enhanced mucoadhesion and prolonged drug retention time .…”

“…11 Many research studies have been devoted to ameliorate the solubility, antibacterial properties, and drug encapsulation ability of alginates such as graft copolymerization. 12,13 To combine the properties of various polymers, a series of alginate-based graft copolymers, for example, with poly(N-isopropylacrylamide), 14−16 polyethylene glycol (PEG), 17 polyacrylamide, 18−20 poly(acrylic acid), 21,22 polymethyl methacrylate, 23,24 polycaprolactone, 25 and gum arabic 26 branches have been synthesized for extensive applications including drug carriers, [15][16][17]20 absorbents, 18,21,22 food packaging, 24 wound dressing, 19,26 injectable hydrogels, 15 and antibacterial materials. 19 The above SA-g-PEG-based drug delivery system exhibits enhanced mucoadhesion and prolonged drug retention time.…”