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

Chemical Properties

White Solid

Uses

D-Cellotriose Undecaacetate (cas# 17690-94-7) is a compound useful in organic synthesis.

Upstream product

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

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 
• 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 
• 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 

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.