Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Bacillus [ICD11:
XN9ZE 
]
NCBI PubMed ID: 16677050Publication DOI: 10.1021/bm060094qJournal NLM ID: 100892849Publisher: Washington, DC: American Chemical Society
Correspondence: Kobayashi S <kobayash
kit.ac.jp>
Institutions: Department of Materials Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan, and Department of Biomolecular Engineering, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan, Department of Materials Chemistry, Graduate School of Engineering, Kyoto University, Kyoto, Japan, Department of Biomolecular Engineering, Graduate School of Engineering, Tohoku University, Sendai, Japan
A cellulose-chitin hybrid polysaccharide having alternatingly β(1→4)-linked d-glucose (Glc) and N-acetyl-d-glucosamine (GlcNAc) was synthesized via two modes of enzymatic polymerization. First, a sugar oxazoline monomer of Glcβ(1→4)GlcNAc (1) was designed as a transition-state analogue substrate (TSAS) monomer for chitinase catalysis. Monomer 1 was recognized by chitinase from Bacillus sp., giving rise to a cellulose-chitin hybrid polysaccharide (2) via ring-opening polyaddition with perfect regioselectivity and stereochemistry. Molecular weight (M(n)) of 2 reached 4030, which corresponds to 22 saccharide units. Second, a sugar fluoride monomer of GlcNAcβ(1→4)Glc (3) was synthesized for the catalysis of cellulase from Trichoderma viride. The enzyme catalyzed polycondensation of 3, providing a cellulose-chitin hybrid polysaccharide (4) in regio- and stereoselective manner. M(n) of 4 reached 2840, which corresponds to 16 saccharide units. X-ray diffraction measurements revealed that these hybrid polysaccharides did not form any characteristic crystalline structures. Furthermore, these unnatural hybrids of 2 and 4 were successfully digested by lysozyme from human neutrophils
structure, chemistry, human, polysaccharide, repeating unit, X-ray diffraction, molecular, X-ray, crystalline, form, hybrids, sugar, polysaccharides, enzymatic, enzyme, engineering, Japan, measurement, substrate, Bacillus, transition state, stereoselective, analogue, molecular weight, D-glucose, GLC, saccharide, hybrid, catalysis, cellulase, Biomolecular, polymerization, stereochemistry, lysozyme, neutrophil, Neutrophils, polycondensation
Structure type: polymer chemical repeating unit ; 4030, n=8,11
Location inside paper: p.1645, Scheme 1, 2
Trivial name: cellulose-chitin hybrid polysaccharide
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, NMR, X-ray, MALDI-TOF MS, MALDI-TOF, enzymatic polymerization, chemical synthesis methods
Enzymes that release or process the structure: chitinase from Bacillus sp.
Biosynthesis and genetic data: biochemical data
Synthetic data: enzymatic
Comments, role: Origin: Bacillus sp. without species and strain assignment.
Related record ID(s): 20482, 20484
NCBI Taxonomy refs (TaxIDs): 1386Reference(s) to other database(s): GTC:G32902XB, GlycomeDB:
27876
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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