359436-57-0

Basic information

• Product Name: 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE
• Synonyms: 4-MethyluMbelliferyl 2-AcetaMido-2-deoxy-3-O-(α-L-fucopyranosyl)-4-O- (β-D-galactopyranosyl)-β-D-glucopyranoside;Gal1-b-4[Fuc1-α-3]GlcNAc-4-MU;LEWIS X TRISACCHARIDE, 4-METHYLUMBELLIFERYL GLYCOSIDE;GAL1-B-4[FUC1-A-3]GLCNAC-4-MU;GAL-BETA1,4(FUC-ALPHA1,3)GLCNAC-4-MU;4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE;4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-3-O-(ALPHA-L-FUCOPYRANOSYL)-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE;4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE
• CAS NO: 359436-57-0
• Molecular Formula: C30H41NO17
• Molecular Weight: 687.64
• Product Categories: Oligosaccharides;Fluorescent Labels & Indicators
• Mol File: 359436-57-0.mol

Chemical Properties

• Melting Point: 180-185°C
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE(359436-57-0)
• EPA Substance Registry System: 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE(359436-57-0)

Safety Data

• Hazardous Substances Data: 359436-57-0(Hazardous Substances Data)

Usage

Uses

Used in Medical Research:
4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE is used as a research tool for studying the interactions between selectins and their ligands, which play a crucial role in various physiological and pathological processes, such as inflammation, immune response, and tumor progression.
Used in Tumor Marker Identification:
In the field of oncology, 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE is used as a potential tumor marker to help identify and diagnose specific types of cancer. Its presence in cancer cells can provide valuable information about the nature and progression of the disease.
Used in Anti-Inflammatory Applications:
4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE is used as an anti-inflammatory agent in the pharmaceutical industry. Its ability to modulate the interactions between selectins and their ligands can help in the development of new therapeutic strategies for treating inflammatory diseases.
Used in Drug Delivery Systems:
In drug delivery, 4-METHYLUMBELLIFERYL LEWIS X TRISACCHARIDE can be used as a targeting moiety to enhance the specificity of drug delivery to cancer cells. By exploiting its selectin-binding properties, it may be possible to develop targeted drug delivery systems that can selectively deliver therapeutic agents to tumor sites, thereby improving treatment efficacy and reducing side effects.

Upstream product

• 70932-66-0 L-fucose 
• 73448-32-5 4-methylumbelliferyl β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Cloning and characterization of a viral α2-3-sialyltransferase (vST3Gal-I) for the synthesis of sialyl Lewisx

Sialyl Lewisx (SLex, Siaα2-3Galβ1- 4(Fucα1-3)GlcNAcβOR) is an important sialic acid-containing carbohydrate epitope involved in many biological processes such as inflammation and cancer metastasis. In the biosynthetic process of SLex, α2-3-sialyltransferase-catalyzed sialylation generally proceeds prior to β1-3-fucosyltransferase-catalyzed fucosylation. For the chemoenzymatic synthesis of SLex containing different sialic acid forms, however, it would be more effi- cient if diverse sialic acid forms are transferred in the last step to the fucosylated substrate Lewisx (Lex). An α2-3- sialyltransferase obtained from myxoma virus-infected European rabbit kidney RK13 cells (viral α2-3-sialyltransferase (vST3Gal-I)) was reported to be able to tolerate fucosylated substrate Lex. Nevertheless, the substrate specificity of the enzyme was only determined using partially purified protein from extracts of cells infected with myxoma virus. Herein we demonstrate that a previously reported multifunctional bacterial enzyme Pasteurella multocida sialyltransferase 1 (PmST1) can also use Lex as an acceptor substrate, although at a much lower efficiency compared to nonfucosylated acceptor. In addition, N-terminal 30-aminoacid truncated vST3Gal-I has been successfully cloned and expressed in Escherichia coli Origami B(DE3) cells as a fusion protein with an N-terminal maltose binding protein (MBP) and a C-terminal His6-tag (MBP-δ30vST3Gal-IHis6). The viral protein has been purified to homogeneity and characterized biochemically. The enzyme is active in a broad pH range varying from 5.0 to 9.0. It does not require a divalent metal for its α2-3-sialyltransferase activity. It has been used in one-pot multienzyme sialylation of Lex for the synthesis of SLex containing different sialic acid forms with good yields.