Alpha-D-Fucose

Base Information

• Chemical Name: Alpha-D-Fucose
• CAS No.: 6189-71-5
• Molecular Formula: C6H12O5
• Molecular Weight: 164.158
• UNII: K15K52FOK4
• DSSTox Substance ID: DTXSID301318477
• Nikkaji Number: J976.374K
• Wikidata: Q27094421
• Metabolomics Workbench ID: 43737
• ChEMBL ID: CHEMBL609880
• Mol file: 6189-71-5.mol

Synonyms:Alpha-D-Fucose;alpha-D-fucopyranose;alpha-D-Fucp;6-deoxy-alpha-D-galactopyranose;Fucopyranose, alpha-D-;6189-71-5;6-Deoxy-alpha-D-galactose;alpha-D-Fuc;UNII-K15K52FOK4;K15K52FOK4;CHEBI:42564;(2S,3R,4S,5R,6R)-6-methyloxane-2,3,4,5-tetrol;alpha-D-Galactopyranose, 6-deoxy-;Fucopyranose, .alpha.-D-;.alpha.-D-Galactopyranose, 6-deoxy-;fucoside;1abf;7abp;D-6-Deoxygalactose;D-Fucose;Rhodeose;6-dideoxy galactose;.ALPHA.-D-FUCOSE;D01XEY;Epitope ID:115015;.ALPHA.-D-FUCOPYRANOSE;CHEMBL609880;SCHEMBL1399668;DTXSID301318477;6-DEOXY-.ALPHA.-D-GALACTOSE;AKOS006272406;DB03485;6-DEOXY-.ALPHA.-D-GALACTOPYRANOSE;A823144;Q27094421;WURCS=2.0/1,1,0/[a2112m-1a_1-5]/1/;(2S,3R,4S,5R,6R)-6-methyltetrahydro-2H-pyran-2,3,4,5-tetraol;alpha-D-fucose;D-fucose;fucose;4164-09-4

Chemical Property of Alpha-D-Fucose

Chemical Property:

• PSA: 90.15000
• LogP: -2.19380
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)O)O)O)O
• Isomeric SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O)O)O)O

Technology Process of Alpha-D-Fucose

There total 54 articles about Alpha-D-Fucose 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:

Zizyphus saponin III (55466-05-2,68144-21-8,77943-54-5) → D-Glucose (2280-44-6) + ebelin lactone (3649-76-1) + L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + 6-deoxy-L-talopyranoe (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6)

Guidance literature:

With sulfuric acid; In ethanol; water; for 2h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1248/cpb.29.676

Reference yield:

3-O-α-L-rhamnopyranosyl polygalacic acid {28-O-α-L-rhamnopyranosyl(1→3)-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl(1→2)-[α-L-arabinofuranosyl(1→ 2)]-β-D-fucopyranosyl} ester → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + L-rhamnose (73-34-7) + L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + D-Fucose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) + polygalacic acid (22338-71-2)

Guidance literature:

With sulfuric acid; water; In 1,4-dioxane; for 1h; Reflux;

DOI:10.1007/s11418-016-0998-9

Reference yield:

3-O-α-L-rhamnopyranosyl polygalacic acid {28-O-α-L-rhamnopyranosyl(1→3)-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl(1→2)-[β-D-apiofuranosyl(1→ 2)]-β-D-fucopyranosyl} ester → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + L-rhamnose (73-34-7) + D-apiose (30738-01-3,30912-14-2,36465-64-2,41546-43-4,41546-44-5,41546-45-6,41546-46-7,41546-47-8,41546-48-9,41546-49-0,41546-50-3,63865-04-3,639-97-4,20230-73-3) + D-Fucose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) + polygalacic acid (22338-71-2)

Guidance literature:

With sulfuric acid; water; In 1,4-dioxane; for 1h; Reflux;

DOI:10.1007/s11418-016-0998-9

upstream raw materials:

cellulose

clitorin

manghaslin

L-galactono-1,4-lactone

Downstream raw materials:

benzyl α-D-fucopyranoside

2,5-di-O-benzoyl-3,6-dideoxy-L-arabino-hexono-1,4-lactone

2,3,5-tri-O-benzoyl-L-rhamnono-1,4-lactone

(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

Refernces

Synthetic inhibitors of cell adhesion: A glycopeptide from E-selectin ligand 1 (ESL-1) with the arabino sialyl Lewis^x structure

10.1002/1521-3773(20011015)40:20<3836::AID-ANIE3836>3.0.CO;2-5

The study focuses on the synthesis and evaluation of a glycopeptide inhibitor of E-selectin, a receptor involved in cell adhesion processes during inflammation and metastasis of tumor cells. The researchers aimed to create a stable, enzymatically resistant ligand that mimics the sialyl Lewis* structure, which is a natural ligand for E-selectin. To achieve this, they used a β-D-arabinopyranoside as a substitute for the α-L-fucoside in the sialyl Lewis* structure, hypothesizing that the arabinose would be more resistant to enzymatic degradation due to its absence in mammals. Key chemicals used in the study include ethylthio-2,3,4-tri-O-benzyl-α,β-D-arabinopyranoside, N-iodosuccinimide (NIS), trifluoromethane sulfonic acid (TfOH), Raney nickel, Fmoc-protected amino acids, and various other reagents for peptide synthesis. These chemicals served the purpose of constructing the synthetic E-selectin ligand, which was then tested for its ability to inhibit the adhesion of cells to E-selectin, demonstrating a significant increase in affinity compared to natural ligands.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 6189-71-5 alpha-D-fucose

Send

Send

Metric Ton KG G Pound L ML

Send

Send