beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc

Base Information

• Chemical Name: beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc
• CAS No.: 81520-72-1
• Molecular Formula: C₄₀H₆₇N₅O₂₆
• Molecular Weight: 1033.99
• DSSTox Substance ID: DTXSID401098002
• Nikkaji Number: J490.408G
• Wikidata: Q27133672
• Metabolomics Workbench ID: 63694
• Mol file: 81520-72-1.mol

Synonyms:(GlcNAcbeta1-4)5beta;beta-penta-N-acetylchitopentose;beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc;2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->4)-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;beta-D-GlcNAc-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc;Penta-N-acetylgucosamine;N,N',N'',N''',N''''-Pentaacetyl chitopentaose;penta-N-acetyl chitopentaose;CHEBI:65124;DTXSID401098002;GlcNAcb1-4GlcNAcb1-4GlcNAcb1-4GlcNAcb1-4GlcNAcb;Q27133672;81520-72-1;O-2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-->4)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-->4)-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 beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc

Chemical Property:

• XLogP3: -11.2
• Hydrogen Bond Donor Count: 17
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 18
• Exact Mass: 1033.40742726
• Heavy Atom Count: 71
• Complexity: 1790

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)NC(=O)C)O)NC(=O)C)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[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C)O

Technology Process of beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc

There total 3 articles about beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc 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:

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) + β-penta-N-acetylchitopentose (81520-72-1)

Guidance literature:

With phosphate buffer; at 30 ℃; for 52h; Further byproducts given. Title compound not separated from byproducts; β-N-acetylhexosaminidase from Aspergillus oryzae;

DOI:10.1016/0957-4166(95)00370-5

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

Reference yield:

N,N',N'',N'''-tetraacetylchitotetraose (13088-77-2,53290-51-0,59817-31-1) → 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) + (GlcNAc)7 + GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAcβ(1,4)GlcNAc (13319-33-0,29028-00-0,59830-12-5)

Guidance literature:

With G₇₅W chitinase V from Nicotiana tabacum; In aq. acetate buffer; at 40 ℃; pH=5; Enzymatic reaction;

DOI:10.1093/glycob/cws125

upstream raw materials:

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

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

chitotriose

Downstream raw materials:

chitotriose

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

N,N'-diacetylchitobiose

N-Acetyl-D-glucosamine