Triacetylchitotriose

Base Information

• Chemical Name: Triacetylchitotriose
• CAS No.: 13319-32-9
• Molecular Formula: C₂₄H₄₁N₃O₁₆
• Molecular Weight: 627.6
• DSSTox Substance ID: DTXSID801100881
• Nikkaji Number: J419.926J
• Wikidata: Q27139583
• Metabolomics Workbench ID: 65656
• ChEMBL ID: CHEMBL1222017
• Mol file: 13319-32-9.mol

Synonyms:TRIACETYLCHITOTRIOSE;beta-N,N',N''-triacetylchitotriose;N,N',N''-triacetyl chitotriose beta-anomer;CHEBI:71404;GlcNAcbeta1-4GlcNAcbeta1-4GlcNAcbeta;(beta)-N,N',N''-triacetyl chitotriose;beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc;beta-D-GlcNAc-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc;13319-32-9;2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-beta-D-glucopyranose;N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosamine;1at5;1at6;2r0h;Tri-N-acetyl-D-glucosamine;GlcNAcb1-4GlcNAcb1-4GlcNAcb;CHEMBL1222017;DTXSID801100881;DB04194;C-2980;Q27139583;WURCS=2.0/1,3,2/[a2122h-1b_1-5_2*NCC/3=O]/1-1-1/a4-b1_b4-c1;O-2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-->4)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-->4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranose

Chemical Property of Triacetylchitotriose

Chemical Property:

• XLogP3: -6.9
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 10
• Exact Mass: 627.24868223
• Heavy Atom Count: 43
• Complexity: 962

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)NC(=O)C)O)NC(=O)C)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)C)O)NC(=O)C)O

Technology Process of Triacetylchitotriose

There total 7 articles about Triacetylchitotriose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

chitin (1398-61-4) → chitotriose (13319-32-9,59990-26-0,147695-57-6) + N,N',N'',N'''-tetraacetylchitotetraose (13088-77-2,53290-51-0,59817-31-1) + N,N'-diacetylchitobiose (14200-67-0,18422-28-1,34147-27-8,35991-83-4,109957-89-3,109957-93-9,119719-43-6,125760-94-3,141725-02-2,145841-62-9,148682-80-8) + N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) + α-penta-N-acetylchitopentose

Guidance literature:

With sulfuric acid; In water; at 169.84 ℃; for 1h; Temperature; Milling;

DOI:10.1002/cssc.201501224

Reference yield:

4-methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (53643-13-3) → chitotriose (13319-32-9,59990-26-0,147695-57-6) + 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5)

Guidance literature:

With chitinase Ia; at 20 ℃; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1002/(SICI)1096-9063(199612)48:4<305::AID-PS480>3.0.CO;2-I

Reference yield:

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 (185628-87-9) → penta-N-acetylchitopentaose (81520-71-0,81520-72-1,16334-31-9) + chitotriose (13319-32-9,59990-26-0,147695-57-6) + N,N'-diacetylchitobiose (14200-67-0,18422-28-1,34147-27-8,35991-83-4,109957-89-3,109957-93-9,119719-43-6,125760-94-3,141725-02-2,145841-62-9,148682-80-8) + N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4)

Guidance literature:

With chitinase (Bacillus sp.); In phosphate buffer; at 30 ℃; for 5h; pH=9.0; Further Variations:; Reagents; reaction time; Product distribution;

DOI:10.1246/cl.2001.1180

upstream raw materials:

N,N',N'',N'''-tetraacetylchitotetraose

4-methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside

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

penta-N-acetylchitopentaose

Downstream raw materials:

N,N',N'',N'',N'''',N'''''-hexaacetyl chitohexaose

N,N',N'',N'''-tetraacetylchitotetraose

N,N'-diacetylchitobiose

N-Acetyl-D-glucosamine