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  Novel non-toxic high efficient antibacterial azido chitosan derivatives with potential application in food coatings.

Kritchenkov, A. S., Egorov, A. R., Kurasova, M. N., Volkova, O. V., Meledina, T. V., Lipkan, N. A., et al. (2019). Novel non-toxic high efficient antibacterial azido chitosan derivatives with potential application in food coatings. Food chemistry, 301: 125247. doi:10.1016/j.foodchem.2019.125247.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0004-B8D5-C Version Permalink: http://hdl.handle.net/21.11116/0000-0004-B8D7-A
Genre: Journal Article

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 Creators:
Kritchenkov, A. S., Author
Egorov, A. R., Author
Kurasova, M. N., Author
Volkova, O. V., Author
Meledina, T. V., Author
Lipkan, N. A., Author
Tskhovrebov, A. G., Author
Kurliuk, A. V., Author
Shakola, T. V., Author
Dysin, A. P., Author
Egorov, M. Y., Author
Savicheva, E. A.1, Author              
dos Santos, W. M., Author
Affiliations:
1Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society, ou_578627              

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Free keywords: Chitosan; Antibacterial activity; Food chemistry; Organic azides; Food coatings
 Abstract: In this work, we developed a simple method for the preparation of N-(3-azido-2-hydroxypropyl)chitosan. We compared the antibacterial activity of N-(3-azido-2-hydroxypropyl)chitosans and previously synthesized N-(2-azidoethyl)chitosans. N-(3-azido-2-hydroxypropyl)chitosans possess higher antibacterial effect which is comparable with that of ampicillin and gentamicin. The effect is due to azido pharmacophore -CH2-CH (OH)-CH2-N-3 (for N-(3-azido-2-hydroxypropyl)chitosan) or -CH2-CH2-N-3 (for N-(2-azidoethyl)chitosan) introduced in chitosan chain, since the corresponding organic azides NH2-CH2-CH2-N-3 and NH2-CH2-CH2-N-3 are characterized by high antibacterial activity. However, high antibacterial organic azides NH2-CH2-CH2-N(3 )and NH2-CH2-CH2-N-3 are characterized by high toxicity. Their conjugation to the chitosan chain saves their antibacterial effect, but strongly diminishes their toxicity, and the toxicity of the resulting derivatives is comparable with that of the starting chitosan. These findings are of interest to food science, since novel effective food coatings can be developed on basis of prepared derivatives.

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Language(s): eng - English
 Dates: 2019-12-15
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
 Identifiers: DOI: 10.1016/j.foodchem.2019.125247
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Title: Food chemistry
Source Genre: Journal
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Pages: - Volume / Issue: 301 Sequence Number: 125247 Start / End Page: - Identifier: -