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  • 148565-56-4, Beta-十烷基-1-硫代麦芽糖苷, CAS:148565-56-4
148565-56-4, Beta-十烷基-1-硫代麦芽糖苷, CAS:148565-56-4

148565-56-4, Beta-十烷基-1-硫代麦芽糖苷, CAS:148565-56-4

148565-56-4 ,Beta-十烷基-1-硫代麦芽糖苷,
Decyl b-D-thiomaltopyranoside,
CAS:148565-56-4
C22H42O10S / 498.63
MFCD01074975

Decyl b-D-thiomaltopyranoside

Beta-十烷基-1-硫代麦芽糖苷

Decyl 4-O-Alpha-D-Glucopyranosyl-1-Thio-Beta-D-Glucopyranoside, also known as D4G, is a nonionic surfactant that consists of two glucose units linked by a thioether linkage. The compound has a hydrophobic tail and a hydrophilic head, which allows it to be used as a surfactant in various applications. D4G was first synthesized in 1994 by a group of scientists at the University of Copenhagen and has since been the subject of numerous research studies.

Physical and Chemical Properties

D4G has a molecular weight of 498.63 g/mol and a melting point of 68-73°C. The compound is highly soluble in water and forms micelles at low concentrations. D4G has a critical micelle concentration (CMC) of 0.31 mM, which is lower compared to other non-ionic surfactants. The compound has a pH of 5-7 and is stable over a wide range of temperatures. D4G also exhibits excellent foaming and wetting properties, making it an ideal surfactant for various industrial and research applications.

Synthesis and Characterization

D4G can be synthesized by the reaction of dodecyl beta-D-thioglucoside with alpha-D-glucopyranosyl fluoride in the presence of a Lewis acid catalyst. The reaction yields D4G as the main product and can be further purified using chromatography techniques. The compound can be characterized using various analytical techniques such as HPLC, NMR, and Mass spectrometry.

Analytical Methods

Different analytical methods have been used to determine the concentration of D4G in various applications. These include HPLC, GC, UV-Vis, and FTIR spectroscopy. In HPLC analysis, the concentration of D4G is determined by measuring the absorbance at 210 nm. GC and UV-Vis are also used to determine the concentration of D4G in various samples.

Biological Properties

Several studies have shown that D4G has antimicrobial properties against various bacteria and fungi. The compound has been shown to inhibit the growth of Staphylococcus aureus, Escherichia coli, and Candida albicans. Additionally, D4G has been found to have a low toxicity profile and is safe for use in various applications.

Toxicity and Safety in Scientific Experiments

Studies have shown that D4G exhibits low toxicity in experimental animals and is safe for use in various applications. The compound does not cause skin irritation or sensitization and is not mutagenic or genotoxic. D4G has also been shown to be biodegradable, making it an environmentally friendly surfactant.

Applications in Scientific Experiments

D4G finds various applications in scientific experiments such as in the synthesis of nanoparticles, enzyme immobilization, and stabilization of proteins. The compound has been used to synthesize gold nanoparticles and to stabilize enzymes such as glucose oxidase and lipase. D4G has also been used in the formulation of detergents and personal care products.

Current State of Research

Research on D4G has increased in recent years, with several studies showing the potential of the compound in various applications. Studies have focused on the synthesis of D4G-based nanoparticles, enzyme immobilization, and gene delivery. Additionally, research has shown the potential of D4G in the formulation of personal care products.

Potential Implications in Various Fields of Research and Industry

D4G has potential implications in various fields of research and industry. In the pharmaceutical industry, D4G has been used in the formulation of drugs and drug delivery systems. The compound has also been used in the synthesis of nanocarriers for gene therapy and drug delivery. In the food industry, D4G has been used as a foam-stabilizing agent and in the formulation of emulsions. In the cosmetic industry, D4G has been used as a surfactant in the formulation of personal care products.

Limitations and Future Directions

Although D4G has shown potential in various applications, there are limitations to its use. One of the limitations is its high cost compared to other non-ionic surfactants. Future research should focus on the synthesis of D4G at a reduced cost. Additionally, research should focus on the use of D4G in biomedical applications such as gene therapy and drug delivery. Other future directions include the modification of D4G to improve its properties and the investigation of its potential in environmental applications.

In conclusion, D4G is a non-ionic surfactant that exhibits unique properties for various research and industrial applications. The compound has been shown to be safe and has low toxicity, making it an ideal surfactant for numerous applications. Future research should focus on reducing the cost of synthesis and investigating its potential in various fields.

CAS Number148565-56-4
Product NameDecyl 4-O-Alpha-D-Glucopyranosyl-1-Thio-Beta-D-Glucopyranoside
IUPAC Name(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-decylsulfanyl-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC22H42O10S
Molecular Weight498.63 g/mol
InChIInChI=1S/C22H42O10S/c1-2-3-4-5-6-7-8-9-10-33-22-19(29)17(27)20(14(12-24)31-22)32-21-18(28)16(26)15(25)13(11-23)30-21/h13-29H,2-12H2,1H3/t13-,14-,15-,16+,17-,18-,19-,20-,21-,22+/m1/s1
InChI KeyYZNNXXWNKQOETJ-HYLFJBCQSA-N
SMILESCCCCCCCCCCSC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Canonical SMILESCCCCCCCCCCSC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Isomeric SMILESCCCCCCCCCCS[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: 148565-56-4 Synonyms: n-Decyl b-D-thiomaltoside MDL No: MFCD01074975 Chemical Formula: C22H42O10S Molecular Weight: 498.63
References: 1. Mechref Y, Rassi ZE, J. Chromatogr. 757, 263-273 (1997)

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