Chitosan and its amino acids condensation adducts as reactive natural polymer supports for cellulase immobilization

El‐Ghaffar, M. A. Abd; Hashem, M.S.

doi:10.1016/j.carbpol.2010.02.025

Cited by 51 publications

(39 citation statements)

References 28 publications

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“…It was found that5-ALA was entrapped under secondary amide where the amino group of CHI interacted with carboxyl group of 5-ALA. The interaction of chitosan and 5-ALA is similar to previous research on chitosan amino acid condensation products [30].…”

Section: Fourier Transforms Infrared (Ft-ir) Spectroscopysupporting

confidence: 86%

Entrapment of 5‐aminolevulinic acid under edible composite film of konjac glucomannan and chitosan

Tripetch

Borompichaichartkul

Duangmal

et al. 2016

Engineering in Life Sciences

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Entrapment of 5-aminolevulinic acid under edible composite film of konjac glucomannan and chitosan5-Aminolevulinic acid (5-ALA) is a known plant regulator and growth promoter. It is a very sensitive and highly unstable compound that is easy to deteriorate. Here we propose a novel approach to stabilize 5-ALA into a film. Films from konjac glucomannan (KGM), KGM treated with alkali solution (KGOH), chitosan (CHI) as well as blends between KGOH and CHI were fabricated for 5-ALA entrapment. It was found that the efficiency of KGM film, KGOH film and CHI film for 5-ALA entrapment was 55.7 ± 0.73%, 58.3 ± 0.36% and 60.3 ± 0.18 %, respectively. A 25:75 (%w/w) blended film (KGOH/CHI) showed the highest entrapment efficiency of 5-ALA (65.9 ± 0.37%) versus other films. The possible mechanism for entrapment of 5-ALA in blended film was postulated under two mechanisms. A secondary amide that leads to the interaction between the amino group of CHI and carboxyl group of 5-ALA is proposed as the first mechanism. The fact that the 5-ALA molecule was entrapped within the complexity of KGOH structure is proposed as the second mechanism. Therefore, stabilizing 5-ALA in a film may be an alternative way to use and preserve 5-ALA for further applications. able herbicide but acts as an insecticide when used at high concentrations [5]. Moreover, 5-ALA has attracted attention for use in medicine since it destroys malignant cells in photodynamic diagnosis and therapy [6]. 5-ALA is safe for using in food, cosmetics, medicine and agricultural purposes. However, the stability of 5-ALA in aqueous solution is a critical problem for its use in various fields. Stability of 5-ALA depends on pH, concentration, temperature and degree of oxygenation [1]. The degradation mechanism of 5-ALA under alkaline conditions occurs when two molecules of 5-ALA are condensed with a nucleophilic attack by a lone pair of the amino group of 5-ALA to a γ-carbonyl of another 5-ALA molecule to form 3, 6-dihydropyrazine 2,5-dipropionic acid (DHPY). The DHPY is then oxidized to pyrazine 2, 5-diproipionic acid (PY) under aerobic conditions [7]. An aqueous solution at lower pH values (<2) would be required to preserve the 5-ALA stability for long-term storage [8,9].Thus, the stability of the 5-ALA solution is a problem that still needs to be solved before it can become applicable in the industry. In addition, the zinc (II) ion can stabilize 5-ALA solution at neutral pH, however the process of forming zinc (II) complex is complicated [10]. The solid form of 5-ALA, known as 5-aminolevulinic acid hydrochloride, is more stable

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Section: Fourier Transforms Infrared (Ft-ir) Spectroscopysupporting

confidence: 86%

Entrapment of 5‐aminolevulinic acid under edible composite film of konjac glucomannan and chitosan

Tripetch

Borompichaichartkul

Duangmal

et al. 2016

Engineering in Life Sciences

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Section: Methodsmentioning

confidence: 99%

“…A chitosan sample (2 g) was dissolved in an aqueous solution of 2 % V/V acetic acid by vigorously stirring to obtain a solution with a concentration of 2 %, filtered through polyester cloth to remove residues of insoluble particles [23]; the desired amount of N-(carboxymethyl)-N,N-diethylbenzene ammonium chloride (mol/mol amine group of chitosan) was added to the chitosan solution. After agitating for 2 h at 80°C the 2-N,N-diethylbenzene ammonium chloride N-oxoethyl chitosan was precipitated by acetone, filtered, washed several times with acetone, and dried in a desiccator for 24 h. The desired amount of 12-aminododecanoic acid (mol/mol amine group of chitosan) was dissolved in 60 ml of 0.1 M HCl and added to the 2 % chitosan solution with stirring for 2 h at 80°C, the 12-ammonium chloride N-oxododecan chitosan was precipitated by acetone, filtered, washed several times with acetone, and dried in a desiccator for 24 h.…”

Section: Preparation Of 2-nn-diethyl Benzene Ammonium Chloride N-oxomentioning

confidence: 99%

Preparation of Some Eco‐friendly Corrosion Inhibitors Having Antibacterial Activity from Sea Food Waste

Hussein

El-Hady

Shehata

et al. 2012

J Surfact & Detergents

101

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Chitosan is one of the important biopolymers and it is extracted from exoskeletons of crustaceans in sea food waste. It is a suitable eco-friendly carbon steel corrosion inhibitor in acid media; the deacetylation degree of prepared chitosan is more than 85.16 %, and the molecular weight average is 109 kDa. Chitosan was modified to 2-N,N-diethylbenzene ammonium chloride N-oxoethyl chitosan (compound I), and 12-ammonium chloride N-oxododecan chitosan (compound II) as soluble water derivatives. The corrosion inhibition efficiency for carbon steel of compound (I) in 1 M HCl at varying temperature is higher than for chitosan and compound (II). However, the antibacterial activity of chitosan for Enterococcus faecalis, Escherichia coli, Staphylococcus aureus, and Candida albicans is higher than for its derivatives, and the minimum inhibition concentration and minimum bacterial concentration of chitosan and its derivatives were carried out with the same strain.

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“…At an incubation condition of 50 °C for 30 min, remaining activity of free lipase, immobilized lipase on PUF, and immobilized lipase on PEI-coated PUF was 0%, 20%, and 50%, respectively. Great remaining activity from lipase immobilization due to covalent bonds that can increase storage stability [4,12,16]. The addition of matrix material in this study namely gelatin, lecithin, PEG, MgCl2 can act as spacers to extend and strengthen covalent bonds between matrix and lipase.…”

Section: Storage Stability Of Co-immobilized Lipasesmentioning

confidence: 99%

“…The use of lipase immobilization has been shown to provide higher stability, reusability, practicability and activity response than lipase-free [3,[9][10][11]. On the other studies, a combination of two immobilization techniques, namely crosslinkingcovalent, adsorption-crosslinking, and crossentrapment, showed higher stability compared to using only one immobilization technique [9,12,13]. Among all available immobilization matrix, polyurethane foam (PUF) has higher commercial prospects since it is inert, rigid, porous, and inexpensive.…”

Section: Introductionmentioning

confidence: 99%

A Performance Study of Home-Made Co-Immobilized Lipase from Mucor miehei in Polyurethane Foam on The Hydrolysis of Coconut Oil to Fatty Acid

Moentamaria

Muharja

Widjaja

et al. 2019

Bull. Chem. React. Eng. Catal.

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Bio-based fatty acids (FAs) produced through hydrolysis of natural oils and fats are promising chemical feedstocks for increasing the economic value of renewable raw materials. In this work, lecithin, gelatin, PEG, and MgCl2 were employed as the co-immobilized material of crude lipase Mucor miehei immobilization on the polyurethane foam (PUF) matrix for hydrolysis of coconut oil to Free Fatty Acid (FFA). The unconventional immobilized technique was used through cross-linking and covalent bond. Single factor analysis and response surface method were utilized to determine the optimum conditions of the hydrolysis reaction. After optimization, co-immobilized lipase was examined for storage stability at a temperature of 4°C and reusability performance. The optimum conditions for coconut oil hydrolysis were obtained on the co-immobilized-PUF ratio, water-oil ratio, and reaction time of 20.17 w/w, 4.45 w/w, and 20 h, respectively. Under these conditions, the acid value as lauric acid enhanced 573% to 3.21 mg KOH/g oil. Storage stability attained through remaining activity on free lipase, PUF-lipase, PUF-co-immobilized-lipase were 9.89%, 42.3%, and 91.88%, respectively. In this study, the application of PUF-co-immobilized lipase in hydrolysis reactions can be reused up to 5 times. Characteristics of the addition of co-immobilized lipase have been analyzed using Fourier Transform Infra Red (FTIR) and Scanning Electron Microscope (SEM), showing the presence of functional groups binding and the changes in the surface matrix structure.

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Chitosan and its amino acids condensation adducts as reactive natural polymer supports for cellulase immobilization

Cited by 51 publications

References 28 publications

Entrapment of 5‐aminolevulinic acid under edible composite film of konjac glucomannan and chitosan

Entrapment of 5‐aminolevulinic acid under edible composite film of konjac glucomannan and chitosan

Preparation of Some Eco‐friendly Corrosion Inhibitors Having Antibacterial Activity from Sea Food Waste

A Performance Study of Home-Made Co-Immobilized Lipase from Mucor miehei in Polyurethane Foam on The Hydrolysis of Coconut Oil to Fatty Acid

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