80081-06-7

Basic information

• Product Name: LewisBtetrasaccharide
• Synonyms: alpha-L-Fucp-(1->2)-beta-D-Galp-(1->3)-[alpha-L-Fucp-(1->4)]-beta-D-GlcpNAc;N-[(3R,4R,5S,6R)-4-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]acetamide
• CAS NO: 80081-06-7
• Molecular Formula: C26H45NO19
• Molecular Weight: 675.63
• Mol File: 80081-06-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: LewisBtetrasaccharide(CAS DataBase Reference)
• NIST Chemistry Reference: LewisBtetrasaccharide(80081-06-7)
• EPA Substance Registry System: LewisBtetrasaccharide(80081-06-7)

Safety Data

• Hazardous Substances Data: 80081-06-7(Hazardous Substances Data)

Usage

Description

LewisB tetrasaccharide is a complex carbohydrate consisting of four sugar units, including two N-acetylglucosamine and two galactose molecules. It serves as a blood group antigen on the surface of red blood cells and is involved in cell-cell recognition and adhesion. This tetrasaccharide plays a significant role in immune responses and inflammation, influencing interactions between cells and proteins within the immune system. Furthermore, LewisB tetrasaccharide is implicated in various physiological and pathological processes, such as cancer metastasis, viral infections, and autoimmune diseases. Its functions and properties offer potential as a therapeutic target for treating a range of diseases.

Uses

Used in Pharmaceutical Industry:
LewisB tetrasaccharide is used as a therapeutic target for the development of drugs that can modulate immune responses and inflammation. Its role in cell-cell recognition and adhesion makes it a promising candidate for the treatment of autoimmune diseases and conditions involving abnormal immune system activity.
Used in Oncology Research:
In the field of oncology, LewisB tetrasaccharide is used as a target for cancer therapies, particularly those aimed at preventing cancer metastasis. Its involvement in cell adhesion and immune evasion makes it a potential target for developing drugs that can inhibit the spread of cancer cells to other parts of the body.
Used in Virology:
LewisB tetrasaccharide is used in virology research to understand its role in viral infections. Its presence on the surface of red blood cells and its influence on cell-cell interactions may provide insights into how viruses exploit these mechanisms for entry and replication within host cells.
Used in Diagnostics:
LewisB tetrasaccharide can be used in the development of diagnostic tools and tests to detect the presence of specific blood group antigens, which can aid in the identification of certain diseases and conditions related to immune responses and inflammation.
Overall, the multifaceted role of LewisB tetrasaccharide in various biological processes highlights its potential applications across different industries, particularly in the development of therapeutics and diagnostic tools for immune-related and inflammatory conditions, as well as cancer and viral infections.

Upstream product

• 80035-26-3 benzyl 2-acetamido-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-<2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 

Relevant articles and documents

The chemical synthesis of O-alpha-L-fucopyranosyl-(1 goes to 2)-O-beta-D-galactopyranosyl-(1 goes to 3)-O-[alpha-L-fucopyranosyl-(1 goes to 4)]-2-acetamido-2-deoxy-D-glucopyranose, the Lewis b blood-group antigenic determinant.

An approach has been developed for the rapid synthesis of benzyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-beta-D-glucopyranoside (5). Disaccharide 5 was per(trimethylsilyl)ated, to provide the fully protected trimethylsilyl (Me3Si) derivative which