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93911-12-7, Tridecyl b-D-maltopyranoside, CAS:93911-12-7

93911-12-7,Tridecyl b-D-maltopyranoside,
CAS:93911-12-7
C25H48O11 / 524.64
MFCD08062386

Tridecyl b-D-maltopyranoside

正十三烷基-beta-D-麦芽糖苷

Tridecyl b-D-maltopyranoside (TDM) is a nonionic detergent used widely for solubilizing membrane proteins, particularly in structural studies. This paper aims to discuss TDM in detail, including its definition, physical and chemical properties, synthesis, and characterization. The paper also evaluates various analytical methods used for TDM, its biological properties, toxicity, and safety in scientific experiments, applications in scientific experiments, and its limitations and future directions.

Definition and Background

TDM belongs to the group of maltoside detergents and is the most commonly used maltoside detergent for membrane protein solubilization. The detergent has a critical micelle concentration (CMC) of 0.36 mM and a hydrophilic-lipophilic balance (HLB) of 13.1. TDM is widely used for its ability to solubilize membrane proteins without disrupting their structure, which is critical for structural studies.

Synthesis and Characterization

There are several methods for synthesizing TDM, including the direct method and the indirect method. The direct method involves reacting the protected maltose with tridecyl alcohol and removing the protective groups using acidic or enzymatic conditions. The indirect method involves synthesizing the tridecyl glucoside followed by transglycosylation with maltose.

Various techniques are used to characterize the synthesized TDM, including nuclear magnetic resonance spectroscopy (NMR), gas chromatography-mass spectrometry (GC-MS), and high-performance liquid chromatography (HPLC). These methods help to confirm the identity, purity, and structure of TDM.

Analytical Methods

Analytical methods play a crucial role in studying TDM in laboratories. Some of the commonly used methods include HPLC, NMR, GC-MS, and circular dichroism (CD) spectroscopy. HPLC is used to determine TDM purity, while NMR is used to confirm its structure. GC-MS is used to detect the presence of impurities, and CD spectroscopy is used to study changes in protein secondary structure in TDM.

Biological Properties

TDM is a non-toxic and non-irritant detergent, making it safe for use in biological experiments. The detergent is stable across a wide range of pH, temperature, and salt conditions, making it an ideal choice for membrane protein solubilization. TDM also exhibits low tendency to cause protein denaturation and aggregation, enhancing its ability to solubilize membrane proteins.

Toxicity and Safety in Scientific Experiments

As noted earlier, TDM is non-toxic and non-irritant, making it safe for use in biological experiments. However, researchers should use appropriate safety precautions when handling the detergent, including wearing gloves and safety glasses.

Applications in Scientific Experiments

TDM has a wide range of applications in scientific experiments, primarily in the solubilization of membrane proteins for structural studies. The detergent has been used to solubilize a variety of membrane proteins, including transporters, channels, and receptors. Additionally, TDM has been used in bacterial membrane studies to investigate the properties of the cytoplasmic membrane.

Current State of Research

Despite its extensive use in membrane protein solubilization, there is still a need for further research to optimize TDM's effectiveness. Some researchers have studied TDM analogs to improve the detergent's solubilization properties or to achieve better protein stability. Other researchers have investigated the suitability of using TDM for structural studies of membrane proteins.

Potential Implications in Various Fields of Research and Industry

The use of TDM has the potential to revolutionize various fields of research and industry, primarily in drug discovery and biotechnology. Solubilizing membrane proteins is crucial for investigating the function of membrane-targeting drugs. Therefore, using TDM to solubilize such proteins for structural studies can be beneficial in identifying potential drug targets. Additionally, TDM can be used in the biotechnology industry to improve protein purification processes.

Limitations and Future Directions

Despite its effectiveness in solubilizing membrane proteins, TDM has its limitations. For example, it is less effective than other detergents for some membrane proteins, and there is a need for improved TDM analogs. Additionally, more research is required to optimize the conditions for solubilizing specific membrane proteins.

Future directions for TDM research include optimizing the detergent's effectiveness, exploring new analogs, and investigating its potential applications in areas such as drug discovery and biotechnology. Researchers can also explore the use of TDM in combination with other detergents or techniques for enhanced solubilization of specific membrane proteins.

Conclusion

Tridecyl b-D-maltopyranoside is a critical detergent used in solubilizing membrane proteins for structural studies. The detergent is non-toxic, stable, and effective in solubilizing a variety of membrane proteins. However, more research is required to optimize its effectiveness and explore its potential applications in various fields of research and industry.

CAS Number93911-12-7
Product NameTridecyl b-D-maltopyranoside
IUPAC Name(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-tridecoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC25H48O11
Molecular Weight524.64 g/mol
InChIInChI=1S/C25H48O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-33-24-22(32)20(30)23(17(15-27)35-24)36-25-21(31)19(29)18(28)16(14-26)34-25/h16-32H,2-15H2,1H3/t16-,17-,18-,19+,20-,21-,22-,23-,24-,25-/m1/s1
InChI KeyJZPRPDMVGIRGBV-IYBATYGCSA-N
SMILESCCCCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Canonical SMILESCCCCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Isomeric SMILESCCCCCCCCCCCCCO[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: 93911-12-7 Synonyms: n-Triadecyl-b-D-maltosideTridecyl 4-O-a-D-glucopyranosyl-b-D-glucopyranoside  MDL No: MFCD08062386 Chemical Formula: C25H48O11 Molecular Weight: 524.64


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