The relationship between the absolute molecular weight and the degree of quaternisation of N-trimethyl chitosan chloride

Snyman, D; Hamman, Josias H.; Kotze, J.S; Rollings, J. E.; Kotzé, A.F

doi:10.1016/s0144-8617(02)00008-5

Cited by 126 publications

(73 citation statements)

References 11 publications

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“…Synthesis of 6-azido-6-deoxy-N-trimethyl quaternary ammonium chitosan (7) 6-Azido-6-deoxy-N-phthaloyl-chitosan (5) was prepared according to the methods reported by Ifuku [24]. DS azide 0.94; 13 6-Azido-6-deoxy-chitosan (6) and compound 7 were prepared according to the methods of literatures [29,30].…”

Section: Methodsmentioning

confidence: 99%

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Tan

Zhang

et al. 2016

International Journal of Biological Macromolecules

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a b s t r a c tChitosan is an abundant and renewable polysaccharide, which exhibits attractive bioactivities and natural properties. Improvement such as chemical modification of chitosan is often performed prior to further utilization. Three novel water soluble chitosan derivatives containing 1,2,3-triazole with or without halogen was designed and synthesized. Their antifungal activity against three kinds of phytopathogens was estimated by hyphal measurement in vitro. The inhibitory property and water solubility of the synthesized chitosan derivatives exhibited a remarkable improvement over chitosan. It is hypothesized that thiazolyl groups enable the synthesized chitosan to possess obviously better antifungal activity. Moreover, CTCTS and BTCTS, which have halogens at the periphery of polymers, inhibited the growth of tested phytopathogens more effectively with inhibitory indices of 81-93% at 1.0 mg/mL. The halogens could have a synergistic effect with triazole as they exhibited antifungal activity and electron-withdrawing capacity, which improve the antifungal activity of chitosan derivatives.

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Section: Methodsmentioning

confidence: 99%

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Tan

Zhang

et al. 2016

International Journal of Biological Macromolecules

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“…The influence of the degree of quaternization (DQ) on the mucoadhesive properties of TMChC was examined by Snyman, Hamman, and Kotze [98,99]. They demonstrated that the presence of quaternary ammonium groups decreased mucoadhesion and related this adverse effect to conformational changes in the TMChC.…”

Section: Influence Of the Degree Of Quaternizationmentioning

confidence: 99%

Biomedical Activity of Chitin/Chitosan Based Materials—Influence of Physicochemical Properties Apart from Molecular Weight and Degree of N-Acetylation

et al. 2011

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Abstract:The physicochemical nature of chitin and chitosan, which influences the biomedical activity of these compounds, is strongly related to the source of chitin and the conditions of the chitin/chitosan production process. Apart from widely described key factors such as weight-averaged molecular weight (M W ) and degree of N-acetylation (DA), other physicochemical parameters like polydispersity (M W /M N ), crystallinity or the pattern of acetylation (P A ) have to be taken into consideration. From the biological point of view, these parameters affect a very important factor-the solubility of chitin and chitosan in water and organic solvents. The physicochemical properties of chitosan solutions can be controlled by manipulating solution conditions (temperature, pH, ionic strength, concentration, solvent). The degree of substitution of the hydroxyl and the amino groups or the degree of quaternization of the amino groups also influence the mechanical and biological properties of chitosan samples. Finally, a considerable research effort has been directed towards developing safe and efficient chitin/chitosan-based products because many factors, like the size of nanoparticles, can determine the biomedical characteristics of medicinal products. The influence of these factors on the biomedical activity of chitin/chitosan-based products is presented in this report in more detail. OPEN ACCESSPolymers 2011, 3 1876

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“…So the strengthened antifungal activity of the ATMCS, BTMCS and CATMCS maybe are due to the synergy effect of the N-trimethyl quaternary ammonium salt structure and the hydrophobic acyl moiety. Besides, BTMCS has better activity than ATMCS maybe due to the more hydrophobic property of the aryl substituent [16]. CATMCS exhibited the best antifungal activity in the three TMCS derivatives which probably Unauthenticated Download Date | 5/9/18 6:46 PM due to the chlorine atom on the chloracetyl.…”

Section: Fig 2 the Antifungal Activities Of Tmcs Atmcs Btmcs And mentioning

confidence: 98%

Synthesis, characterization and antifungal properties of N,O-(acyl)-N-(trimethyl) chitosan chloride

Guo

2010

E-Polymers

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The relationship between the absolute molecular weight and the degree of quaternisation of N-trimethyl chitosan chloride

Cited by 126 publications

References 11 publications

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Biomedical Activity of Chitin/Chitosan Based Materials—Influence of Physicochemical Properties Apart from Molecular Weight and Degree of N-Acetylation

Synthesis, characterization and antifungal properties of N,O-(acyl)-N-(trimethyl) chitosan chloride

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