41444-55-7

Basic information

• Product Name: DECYLD-GLUCOSIDE
• CAS NO: 41444-55-7
• Molecular Formula: C16H32O6
• Molecular Weight: 320.42168
• Mol File: 41444-55-7.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DECYLD-GLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DECYLD-GLUCOSIDE(41444-55-7)
• EPA Substance Registry System: DECYLD-GLUCOSIDE(41444-55-7)

Safety Data

• Hazardous Substances Data: 41444-55-7(Hazardous Substances Data)

Upstream product

• 112-30-1 1-Decanol 
• 31387-97-0 n-butyl D-glucoside 
• 103168-14-5 Decyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 103168-14-5 n-decyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 10257-28-0 D-Galactose 
• 440652-81-3 isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 70191-05-8 2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 66186-16-1 didecyl sulfate 
• 59-23-4 D-Galactose 
• 4163-60-4 β-D-galactose peracetate 
• 161344-78-1 Decyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 
• 2280-44-6 D-Glucose 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 25320-96-1 O-n-pentyl β-D-glucopyranoside 
• 39824-11-8 n-hexyl-β-D-glucopyranoside 

Relevant articles and documents

Antimicrobial activity of mannose-derived glycosides

A set of 14 synthetic mannolipid-mimicking O-mannosides, S-mannosides, and mannosylsulfones varying in aglycone length were evaluated for their antimicrobial activity towards yeast Candida albicans as well as Gram-positive and Gram-negative bacteria, Staphylococcus aureus and Escherichia coli, respectively. S. aureus was the most susceptible to dodecyl α-d-mannopyranoside showing MIC value of 78 μM, while dodecyl α-d-thiomannopyranoside was superior yeast inhibitor exhibiting twofold lower MIC value. On the other hand, E. coli was resistant to both dodecyl glycosides. Mannosides exposure on RAW 264.7 cell line murine macrophages revealed the tight structure - immunobiological activity pattern. No significant cytotoxic effect and suppression of proliferation as a consequence of cell injury following 24 h exposure with 1-100 μg/cm3 mannosides were observed.

Antimicrobial and cytotoxic activity of (thio)alkyl hexopyranosides, nonionic glycolipid mimetics

A series of 19 synthetic alkyl and thioalkyl glycosides derived from D-mannose, D-glucose and D-galactose and having C10–C16 aglycone were investigated for cytotoxic activity against 7 human cancer and 2 non-tumor cell lines as well as for antimicrobial potential on 12 bacterial and yeast strains. The most potent compounds were found to be tetradecyl and hexadecyl β-D-galactopyranosides (18, 19), which showed the best cytotoxicity and therapeutic index against CCRF-CEM cancer cell line. Similar cytotoxic activity showed hexadecyl α-D-mannopyranoside (5) but it also inhibited non-tumor cell lines. Because these two galactosides (18, 19) were inactive against all tested bacteria and yeast strains, they could be a target-specific for eukaryotic cells. On the other hand, β-D-glucopyranosides with tetradecyl (11) and hexadecyl (12) aglycone inhibited only Gram-positive bacterial strain Enterococcus faecalis. The studied glycosides induce changes in the lipid bilayer thickness and lateral phase separation at high concentration, as derived from SAXS experiments on POPC model membranes. In general, glucosides and galactosides exhibit more specific properties. Those with longer aglycone show high cytotoxicity and therefore, they are more promising candidates for cancer cell line targeted inhibition.

Sweet surfactants: Packing parameter-invariant amphiphiles as emulsifiers and capping agents for morphology control of inorganic particles

Surfactants are not only pivotal constituents in any biological organism in the form of phospholipids, they are also essential for numerous applications benefiting from a large, internal surface, such as in detergents, for emulsification purposes, phase transfer catalysis or even nanoparticle stabilization. A particularly interesting, green class of surfactants contains glycoside head groups. Considering the variability of glycosides, a large number of surfactant isomers become accessible. According to established models in surfactant science such as the packing parameter or the hydrophilic lipophilic balance (HLB), they do not differ from each other and should, thus, have similar properties. Here, we present the preparation of a systematic set of glycoside surfactants and in particular isomers. We investigate to which extent they differ in several key features such as critical aggregation concentration, thermodynamic parameters, etc. Analytical methods like isothermal titration calorimetry (ITC), tensiometry, dynamic light scattering (DLS), small angle-X-ray scattering (SAXS), transmission electron microscopy (TEM) and others were applied. It was found that glycosurfactant isomers vary in their emulsification properties by up to two orders of magnitude. Finally, we have investigated the role of the surfactants in a microemulsion-based technique for the generation of zinc oxide (ZnO) nanoparticles. We found that the choice of the carbohydrate head has a marked effect on the shape of the formed inorganic nanocrystals.