75319-63-0 ,十六烷基-D-葡萄糖苷,
Hexadecyl b-D-glucopyranoside,
Cas:75319-63-0
C22H44O6 / 404.58
MFCD15144893
十六烷基-D-葡萄糖苷,
Hexadecyl b-D-glucopyranoside is a divalent hydrocarbon that has been used as a hybridization probe to detect human papilloma virus (HPV) in tissue samples. It is also used as an analytical standard for the quantification of fatty acids, with a detection sensitivity of 10 ppm. The hexadecyl b-D-glucopyranoside can be synthesized from fatty acid esters and hydroxy groups. The product can be conditioned by buffers, such as calcium carbonate, before reacting with isopropyl palmitate to produce the desired reaction products. Hexadecyl b-D-glucopyranoside can be used as an additive in cosmetic products due to its conditioning properties.
Hexadecyl glucoside, also known as octyl glucoside, is a non-ionic surfactant commonly used in various scientific experiments for its solubilizing and emulsifying properties. This paper will provide an in-depth exploration of this chemical with a focus on its definition, background, physical and chemical 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.
Definition and Background
Hexadecyl glucoside is a type of glycoside that is composed of a hydrophobic alkyl chain and a hydrophilic sugar unit. It is widely used as a surfactant in various industries, including pharmaceuticals, cosmetics, and food. Its chemical structure is composed of a sugar unit, most commonly glucose, and a hydrophobic alkyl chain with 8 to 18 carbons. The main function of hexadecyl glucoside is to enhance the solubility of hydrophobic compounds in water-based solutions.
Synthesis and Characterization
Hexadecyl glucoside can be synthesized using various methods, including the Fisher glycosylation method, transglucosylation method, and enzymatic synthesis. The Fisher glycosylation method involves the reaction of glucose and an alcohol, such as hexanol, in the presence of an acid catalyst, such as sulfuric acid. The transglucosylation method involves the reaction of glucose and an alkyl glucoside, such as octyl glucoside, in the presence of an enzyme, such as β-glucosidase. The enzymatic synthesis of hexadecyl glucoside involves the use of an enzyme, such as a glycosyltransferase or a transglycosidase, to catalyze the formation of the glycosidic bond between the sugar and the alkyl chain.
Analytical Methods
Hexadecyl glucoside can be analyzed using various methods, including high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and nuclear magnetic resonance (NMR) spectroscopy. HPLC is a widely used method for quantifying hexadecyl glucoside in various samples. GC-MS is a powerful technique that can be used to analyze the purity of hexadecyl glucoside. NMR spectroscopy is a useful method for characterizing the structure of hexadecyl glucoside.
Biological Properties
Hexadecyl glucoside has various biological properties that make it useful in scientific experiments. For example, it has been shown to enhance the solubility and stability of hydrophobic drugs, such as paclitaxel, and to increase the bioavailability of these drugs. It has also been shown to have a protective effect on red blood cells and to be non-toxic to human skin.
Toxicity and Safety in Scientific Experiments
Hexadecyl glucoside has been shown to be non-toxic to human skin and to have low toxicity in laboratory animals, such as rats and mice. However, it is important to handle hexadecyl glucoside with caution and to follow proper safety protocols to prevent any potential hazards.
Applications in Scientific Experiments
Hexadecyl glucoside has various applications in scientific experiments, including as a solubilizing and emulsifying agent for hydrophobic compounds, as a detergent for membrane proteins, as a stabilizer for enzymes, and as a dispersant for nanoparticles.
Current State of Research
There is ongoing research into the use of hexadecyl glucoside in various fields, including pharmaceuticals, biotechnology, and environmental science. Recent studies have focused on its use as a drug delivery system for cancer treatment, as a stabilizer for enzymes in biocatalysis, and as a surfactant for the synthesis of nanoparticles.
Potential Implications in Various Fields of Research and Industry
Hexadecyl glucoside has the potential to be useful in various fields of research and industry, including drug delivery, biocatalysis, and environmental science. Its solubilizing and emulsifying properties make it a useful tool for the formulation of hydrophobic compounds, while its low toxicity and biocompatibility make it a safe option for use in biomedical applications.
Limitations and Future Directions
Despite the many potential applications of hexadecyl glucoside, there are also limitations to its use. For example, it can be difficult to remove hexadecyl glucoside from a solution once it has been added, and it may interfere with certain assays and experiments. Additionally, there is ongoing research into the development of more efficient and cost-effective methods for its synthesis and purification.
Future directions for the use of hexadecyl glucoside include its application in the development of new drug delivery systems, the synthesis of nanoparticles for various applications, and the use of enzymes stabilized by hexadecyl glucoside in biocatalysis. Additionally, further research is needed to fully understand the potential applications and limitations of this chemical in various scientific fields.
In conclusion, hexadecyl glucoside is a versatile chemical that has numerous applications in various scientific fields. Its physical and chemical properties make it a useful tool for the solubilization and stabilization of hydrophobic compounds, while its low toxicity and biocompatibility make it a safe option for use in biomedical applications. Continued research into the synthesis, characterization, and applications of hexadecyl glucoside will help to further advance scientific knowledge and innovation in various fields.
CAS Number | 75319-63-0 |
Product Name | Hexadecyl glucoside |
IUPAC Name | (2R,3R,4S,5S,6R)-2-hexadecoxy-6-(hydroxymethyl)oxane-3,4,5-triol |
Molecular Formula | C22H44O6 |
Molecular Weight | 404.58 g/mol |
InChI | InChI=1S/C22H44O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-27-22-21(26)20(25)19(24)18(17-23)28-22/h18-26H,2-17H2,1H3/t18-,19-,20+,21-,22-/m1/s1 |
InChI Key | PAEMERHSTIDLSE-QMCAAQAGSA-N |
SMILES | CCCCCCCCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O |
Synonyms | hexadecyl beta-D-glucoside, hexadecyl glucoside |
Canonical SMILES | CCCCCCCCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O |
Isomeric SMILES | CCCCCCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O |
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