Chitooligosaccharides exhibit several biomedical activities, such as inflammation and tumorigenesis reduction in mammals. The mechanism of the chitooligosaccharides' formation in vivo has been, however, poorly understood. Here we report that mouse acidic chitinase (Chia), which is widely expressed in mouse tissues, can produce chitooligosaccharides from deacetylated chitin (chitosan) at pH levels corresponding to stomach and lung tissues. Chia degraded chitin to produce -acetyl-d-glucosamine (GlcNAc) dimers. The block-type chitosan (heterogenous deacetylation) is soluble at pH 2.0 (optimal condition for mouse Chia) and was degraded into chitooligosaccharides with various sizes ranging from di- to nonamers. The random-type chitosan (homogenous deacetylation) is soluble in water that enables us to examine its degradation at pH 2.0, 5.0, and 7.0. Incubation of these substrates with Chia resulted in the more efficient production of chitooligosaccharides with more variable sizes was from random-type chitosan than from the block-type form of the molecule. The data presented here indicate that Chia digests chitosan acquired by homogenous deacetylation of chitin in vitro and in vivo. The degradation products may then influence different physiological or pathological processes. Our results also suggest that bioactive chitooligosaccharides can be obtained conveniently using homogenously deacetylated chitosan and Chia for various biomedical applications.
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http://dx.doi.org/10.3390/molecules26216706 | DOI Listing |
Molecules
January 2022
Department of Chemistry and Life Science, Kogakuin University, Tokyo 192-0015, Japan.
Chitooligosaccharides, the degradation products of chitin and chitosan, possess anti-bacterial, anti-tumor, and anti-inflammatory activities. The enzymatic production of chitooligosaccharides may increase the interest in their potential biomedical or agricultural usability in terms of the safety and simplicity of the manufacturing process. Crab-eating monkey acidic chitinase (CHIA) is an enzyme with robust activity in various environments.
View Article and Find Full Text PDFMolecules
November 2021
Department of Chemistry and Life Science, Kogakuin University, Tokyo 192-0015, Japan.
Chitooligosaccharides exhibit several biomedical activities, such as inflammation and tumorigenesis reduction in mammals. The mechanism of the chitooligosaccharides' formation in vivo has been, however, poorly understood. Here we report that mouse acidic chitinase (Chia), which is widely expressed in mouse tissues, can produce chitooligosaccharides from deacetylated chitin (chitosan) at pH levels corresponding to stomach and lung tissues.
View Article and Find Full Text PDFInt J Biol Macromol
August 1993
Department of Organic Materials, National Institute of Materials and Chemical Research, Ibaraki, Japan.
The digestibility of partially N-acetylated chitosans by microbial chitinases was investigated in view of the distribution pattern of N-acetyl groups along the polysaccharide chain. Partially N-acetylated chitosans are classified into two groups; moderately N-deacetylated chitosans (MDC) with 10-30% acetyl content obtained by heterogeneous N-deacetylation of chitin and partially N-acetylated chitosans (PAC-H) with 20-70% acetyl content prepared by homogeneous N-acetylation of highly N-deacetylated chitosans (HDC). MDC have some blocks of N-acetyl-D-glucosamine (GlcNAc) sequences but PAC-H are random-type copolymers of GlcNAc and D-glucosamine.
View Article and Find Full Text PDFInt J Biol Macromol
August 1992
Biomimetic Chemistry Division, Industrial Products Research Institute, Ibaraki, Japan.
The lysozymic digestibility of partially N-acetylated chitosans was studied by measuring the reducing sugars produced and the molecular weights of their hydrolysates. Moderately N-deacetylated chitosans (MDC), obtained by N-deacetylation of chitin under heterogeneous conditions, were about four times more digestible at an early stage than partially N-acetylated chitosans (PAC-H) with similar acetyl content, prepared by N-acetylation of highly N-deacetylated chitosans under homogeneous conditions. The molecular weights of the hydrolysates of MDC decreased rapidly but gradually reached a constant value in contrast to the behaviour of PAC-H.
View Article and Find Full Text PDFInt J Biol Macromol
February 1991
Biomimetic Chemistry Division, Industrial Products Research Institute, Ibaraki, Japan.
The chemical structures of moderately N-deacetylated chitosans (MDC) derived from chitin under heterogeneous reaction conditions and partially N-acetylated chitosans (PAC) derived from highly N-deacetylated chitosans (HDC) under homogeneous reaction conditions were deduced from the data of the stability of their solutions in alkaline media, the swelling behaviour and X-ray diffraction patterns of their films in connection with the degree of N-acetylation of them. The solutions of PAC with more than 51% acetyl content, which were prepared from HDC by N-acetylation, were stable and remained clear and homogeneous by adding 1.2 equivalents of NaOH.
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