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870287-95-9, Hexyl b-D-maltopyranoside, CAS:870287-95-9

870287-95-9 ,Hexyl b-D-maltopyranoside,
CAS:870287-95-9
C18H34O11 / 426.46
MFCD09750646

Hexyl b-D-maltopyranoside

正己基-beta-D-麦芽糖苷

Hexyl b-D-maltopyranoside is a biopharmaceutical that is used in drug development. It is used as a ligand for the μ-opioid receptor, which is a class of opioid receptors that are activated by morphine and endogenous peptides such as endorphins, dynorphins, and enkephalins. This ligand can be immobilized on a surface for use in immunoassays or other methods of detection. Hexyl b-D-maltopyranoside has been shown to have pharmacological effects in animal studies, although it has not yet been approved for clinical use in humans.

Hexyl β-D-maltopyranoside is a chemical compound that has been widely used in scientific research because of its unique physical and chemical properties, such as its ability to solubilize membrane proteins and to act as a surfactant in micelle formation. In this paper, we will examine the properties, synthesis, characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions of hexyl β-D-maltopyranoside.

Definition and Background

Hexyl β-D-maltopyranoside is a non-ionic detergent that belongs to the group of alkyl maltosides, which are transportation molecules that solubilize membrane proteins. Hexyl β-D-maltopyranoside was first synthesized in the 1970s by K.C. Lee and M.E. Reeves to improve the extraction of photosynthetic pigments from photosynthetic tissue.

Synthesis and Characterization

Hexyl β-D-maltopyranoside can be synthesized through the reaction of 6-O-acetyl-1,2,3,4-tetra-O-acetyl-D-maltose with hexyl bromide in the presence of a base, such as potassium carbonate. Characterization of hexyl β-D-maltopyranoside can be done using various techniques, including high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and mass spectrometry (MS).

Analytical Methods

Several analytical methods have been used to quantify hexyl β-D-maltopyranoside in different media, including HPLC, ultraviolet-visible (UV-Vis) spectroscopy, and capillary electrophoresis (CE).

Biological Properties

Hexyl β-D-maltopyranoside has been reported to exhibit antimicrobial activity against Gram-negative and Gram-positive bacteria and fungi, and the activity is concentration-dependent. It has also been shown to have no cytotoxicity against mammalian cell lines.

Toxicity and Safety in Scientific Experiments

Hexyl β-D-maltopyranoside has been shown to be safe in scientific experiments at concentrations lower than its CMC. However, at higher concentrations, it may cause cell membrane destabilization and protein denaturation.

Applications in Scientific Experiments

Hexyl β-D-maltopyranoside has been used as a detergent to isolate and purify integral membrane proteins in various scientific experiments. It is also used as a surfactant in micelle formation to study protein-ligand interactions and protein-protein interactions.

Current State of Research

Research on hexyl β-D-maltopyranoside is ongoing, and many new applications of this compound are being discovered. Recent studies have focused on the development of hexyl β-D-maltopyranoside-based nanostructures for use in drug delivery and cancer therapy.

Potential Implications in Various Fields of Research and Industry

Hexyl β-D-maltopyranoside has many potential applications in various fields of research and industry, including pharmaceuticals, biotechnology, and nanotechnology. It can be used in drug delivery systems, gene therapy, and as a biosurfactant.

Limitations and Future Directions

The limitations of hexyl β-D-maltopyranoside are mainly related to its toxicity at high concentrations. Future research should focus on designing new derivatives of hexyl β-D-maltopyranoside with lower toxicity and better efficacy. Some potential future directions are improving its solubility in organic solvents, using it as a template to develop membrane mimetics, and investigating its effect on various biological systems.

In conclusion, hexyl β-D-maltopyranoside is a versatile compound that has been widely used in scientific research. Its unique physical and chemical properties make it a valuable tool for the isolation and purification of membrane proteins and the study of protein-ligand interactions. Despite its limitations, hexyl β-D-maltopyranoside has many potential applications in various fields of research and industry, and future research is necessary to unlock its full potential.

CAS Number870287-95-9
Product NameHexyl b-D-maltopyranoside
IUPAC Name(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-hexoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC18H34O11
Molecular Weight426.46 g/mol
InChIInChI=1S/C18H34O11/c1-2-3-4-5-6-26-17-15(25)13(23)16(10(8-20)28-17)29-18-14(24)12(22)11(21)9(7-19)27-18/h9-25H,2-8H2,1H3/t9-,10-,11-,12+,13-,14-,15-,16-,17-,18-/m1/s1
InChI KeyKRYKGRXIHMMFCB-YMJSIHPXSA-N
SMILESCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Canonical SMILESCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Isomeric SMILESCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O

CAS No: 870287-95-9 Synonyms: n-Hexyl b-D-maltosideHexyl 4-O-a-D-glucopyranosyl-b-D-glucopyranoside MDL No: MFCD09750646 

 Chemical Formula: C18H34O11 Molecular Weight: 426.46


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