13088-77-2

Basic information

• Product Name: N,N',N'',N'''-tetraacetylchitotetraose
• CAS NO: 13088-77-2
• Molecular Weight: 830.795
• Mol File: 13088-77-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N,N',N'',N'''-tetraacetylchitotetraose(CAS DataBase Reference)
• NIST Chemistry Reference: N,N',N'',N'''-tetraacetylchitotetraose(13088-77-2)
• EPA Substance Registry System: N,N',N'',N'''-tetraacetylchitotetraose(13088-77-2)

Safety Data

• Hazardous Substances Data: 13088-77-2(Hazardous Substances Data)

Upstream product

• 13319-32-9 chitotriose 
• 81520-71-0 penta-N-acetylchitopentaose 
• 185628-87-9 2-methyl-4,5-dihydro-[4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1,2-dideoxy-α-glucopyranoso][2,1-d]-1,3-oxazole 
• 1398-61-4 chitin 
• 439-02-1 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl fluoride 
• 10294-12-9 2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose 
• 389-48-0 2-Acetamido-2-deoxy-α-D-glucopyranosyl fluoride 
• 14200-67-0 N,N'-diacetylchitobiose 
• 1420870-87-6 C₁₆H₂₇FN₂O₁₀ 

Downstream Products

• 14200-67-0 N,N'-diacetylchitobiose 
• 13319-33-0 GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAc 
• 13319-33-0 N,N',N'',N'',N'''',N'''''-hexaacetyl chitohexaose 
• 14200-67-0 N,N'-diacetylchitobiose 
• 13319-32-9 chitotriose 
• 53942-46-4 acetyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranose 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 81520-71-0 penta-N-acetylchitopentaose 

Relevant articles and documents

Catalytic Depolymerization of Chitin with Retention of N-Acetyl Group

Chitin, a polymer of N-acetylglucosamine units with β-1,4-glycosidic linkages, is the most abundant marine biomass. Chitin monomers containing N-acetyl groups are useful precursors to various fine chemicals and medicines. However, the selective conversion of robust chitin to N-acetylated monomers currently requires a large excess of acid or a long reaction time, which limits its application. We demonstrate a fast catalytic transformation of chitin to monomers with retention of N-acetyl groups by combining mechanochemistry and homogeneous catalysis. Mechanical-force-assisted depolymerization of chitin with a catalytic amount of H2SO4 gave soluble short-chain oligomers. Subsequent hydrolysis of the ball-milled sample provided N-acetylglucosamine in 53 % yield, and methanolysis afforded 1-O-methyl-N-acetylglucosamine in yields of up to 70 %. Our process can greatly reduce the use of acid compared to the conventional process.

Enzymatic synthesis of 3-O-methylated chitin oligomers from new derivatives of a chitobiose oxazoline

Regiospecifically 3-O- and/or 3′-O-methylated derivatives of a chitobiose oxazoline have been synthesized as new substrate monomers and subjected to a chitinase catalysis, leading to the first synthesis of 3-O-methylated chitin oligomers via enzymatic oligomerization. (Graph Presented).

Glycosidase-catalysed Oligosaccharide Synthesis: Preparation of the N-Acetylchitooligosaccharides Penta-N-acetylchitopentaose and Hexa-N-acetylchitohexaose using the β-N-Acetylhexosaminidase of Aspergillus oryzae.

Using a crude β-N-acetylhexosaminidase from Aspergillus oryzae both tri-N-acetylchitotriose (GlcNAc)3 (1,n=1) and tetra-N-acetylchitotetraose (GlcNAc4) (1,n=2) act respectively as both glycosyl donor and glycosyl acceptor to give product mixtures containing significant quantities of the corresponding penta- and hexasaccharides which are readily isolated and purified by charcoal-Celite chromatography.