17690-94-7

Basic information

• Product Name: D-Cellotrioseundecaacetate
• Synonyms: D-Cellotriose undecaacetate min. 98%
• CAS NO: 17690-94-7
• Molecular Formula: C₄₀H₅₄O₂₇
• Molecular Weight: 0
• Product Categories: Oligosaccharides
• Mol File: 17690-94-7.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-Cellotrioseundecaacetate(CAS DataBase Reference)
• NIST Chemistry Reference: D-Cellotrioseundecaacetate(17690-94-7)
• EPA Substance Registry System: D-Cellotrioseundecaacetate(17690-94-7)

Safety Data

• Hazardous Substances Data: 17690-94-7(Hazardous Substances Data)

Usage

Description

D-Cellotrioseundecaacetate, with the CAS number 17690-94-7, is a white solid compound that is primarily utilized in the field of organic synthesis. It is a derivative of D-Cellotriose, a trisaccharide composed of three glucose units, with eleven acetate groups attached to it. This unique structure endows D-Cellotrioseundecaacetate with specific chemical properties that make it valuable for various applications in organic chemistry.

Uses

Used in Organic Synthesis:
D-Cellotrioseundecaacetate is used as an intermediate in organic synthesis for the production of various complex organic compounds. Its unique structure, with multiple acetate groups, allows for a range of chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, D-Cellotrioseundecaacetate is used as a key component in the development of new drugs. Its ability to participate in various chemical reactions enables the creation of novel drug candidates with potential therapeutic applications.
Used in Research and Development:
D-Cellotrioseundecaacetate is also employed in research and development laboratories for the study of its chemical properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigation, which could lead to the discovery of new compounds and applications.
Used in Material Science:
In the field of material science, D-Cellotrioseundecaacetate can be used as a component in the development of new materials with specific properties. Its chemical structure may contribute to the creation of materials with unique characteristics, such as enhanced stability, solubility, or reactivity.

Upstream product

• 108-24-7 acetic anhydride 
• 6401-81-6 cellotriose 
• 6401-81-6 maltotriose 
• 6401-81-6 maltotriose 
• 6401-81-6 α-D-Glucopyranosyl-(1→4)-α-D-glucopyranosyl-(1→4)-β-D-glucopyranose 

Downstream Products

• 110519-31-8 pentachlorophenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 426218-93-1 phenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside 
• 291765-13-4 phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside 
• 153879-70-0 phenyl 2^I,3^I,6^I,2^II,3^II,6^II,2^III,3^III,4^III,6^III-deca-O-acetyl-1^I-thio-β-maltotrioside 
• 935877-23-9 2-[3,5-bis(4-pyridyl)phenoxy]ethyl 2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl]-β-D-glucopyranoside 
• 935877-22-8 2-(3,5-dibromophenoxy)ethyl 2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl]-β-D-glucopyranoside 

Relevant articles and documents

Synthesis of stigmasteryl (β1→4)-oligoglucosides

Stigmasteryl (β1→4)-oligoglucosides were prepared with cellobiose, cellotriose, and cellotetraose as glycan chains. For the preparation of the peracetylated oligoglucosyl donors anomeric acetate was deprotected and the respective hemiacetals were converted into trichloroacetimidates. Glycosylation with stigmasterol yielded both α-and β-anomers because during the treatment with Lewis acid the 2-OAc is cleaved to some extent; thus, with the emerging hydroxyl group neighboring group participation does not take place. Due to their different number of hydroxyl groups (0 vs. 1) separation of the two products proved to be facile. Saponification led to the desired stigmasteryl glucosides.

Design, synthesis of oleanolic acid-saccharide conjugates using click chemistry methodology and study of their anti-influenza activity

The development of entry inhibitors is an emerging approach to the inhibition of influenza virus. In our previous research, oleanolic acid (OA) was discovered as a mild influenza hemagglutinin (HA) inhibitor. Herein, as a further study, we report the preparation of a series of OA-saccharide conjugates via the CuAAC reaction, and the anti-influenza activity of these compounds was evaluated in vitro. Among them, compound 11b, an OA-glucose conjugate, showed a significantly increased anti-influenza activity with an IC50 of 5.47 μM, and no obvious cytotoxic effect on MDCK cells was observed at 100 μM. Hemagglutination inhibition assay and docking experiment indicated that 11b might interfere with influenza virus infection by acting on HA protein. Broad-spectrum anti-influenza experiments showed 11b to be robustly potent against 5 different strains, including influenza A and B viruses, with IC50 values at the low-micromole level. Overall, this finding further extends the utility of OA-saccharide conjugates in anti-influenza virus drug design.

Photocleavable molecule for laser desorption ionization mass spectrometry

(Figure Presented) A new photocleavable molecule for laser desorption ionization mass spectrometry (LDI-MS) was designed and synthesized. The molecule exhibited high sensitivity for negative mode MS detection with good chemical stability. The molecule was successfully applied to molecular tag for (LDI-MS). Kinetic measurement of the amidation reaction and monitoring of aminolysis of acetylated sugars were demonstrated with the molecular tag.