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5391-18-4 ,n-Butyl beta-glucopyranoside,CAS:5391-18-4

5391-18-4 ,n-Butyl beta-glucopyranoside,
CAS:5391-18-4
C10H20O6 / 236.26
MFCD08704049

Butyl b-D-glucopyranoside

正 丁基-β-D-吡喃葡萄糖苷

Butyl beta-D-glucopyranoside: Definition and Background

Butyl beta-D-glucopyranoside (BBG) is a non-ionic detergent widely used in scientific research. It is a glycoside of glucose, with a butyl group attached to the first carbon of the glucose residue. BBG is water-soluble and has a low molecular weight, making it an ideal detergent for solubilizing membrane proteins. BBG has been used in a variety of scientific applications, such as protein purification, crystallization, and membrane protein structural studies.

Physical and Chemical Properties

BBG is a white crystalline powder with a molecular weight of 236.26 g/mol. It is soluble in water and ethanol and has a melting point of ~65°C. BBG has a pH range of 5-8 and has low toxicity.

Synthesis and Characterization

The synthesis of BBG is a two-step process involving the acylation of glucose with butanol followed by the removal of the protecting groups. The resulting compound is purified by column chromatography to obtain pure BBG. Characterization of BBG is done using various techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography.

Analytical Methods

Analytical methods used for BBG include high-performance liquid chromatography, gas chromatography, and capillary electrophoresis. These methods are used to determine the purity and concentration of BBG.

Biological Properties

BBG is non-toxic to most cell types and has been shown to be safe for use in live animal experiments. Research has also shown that BBG has minimal effects on enzyme activity, making it an ideal detergent for protein studies.

Toxicity and Safety in Scientific Experiments

BBG has been shown to have low acute toxicity and is considered safe for use in scientific experiments. However, prolonged exposure to BBG can be harmful and may cause skin and eye irritation. Proper safety precautions should be taken when handling BBG.

Applications in Scientific Experiments

BBG has a wide range of applications in scientific experiments, including protein purification, crystallization, and structural studies of membrane proteins. BBG has also been used to solubilize membrane proteins for biochemical and biophysical studies.

Current State of Research

BBG continues to be an essential tool in biochemical and biophysical research. Recent studies have focused on developing new applications for BBG, such as the use of BBG in the development of biosensors and nanomaterials.

Potential Implications in Various Fields of Research and Industry

BBG has potential applications in the pharmaceutical industry, particularly in the development of protein-based drugs. BBG may also have applications in the food industry, particularly in the development of new food additives.

Limitations and Future Directions

A limitation of BBG is its low solubility at high concentrations. Future research should focus on developing new derivatives of BBG with improved solubility and stability. Another area for future research is the development of new methods for BBG synthesis that are more efficient and cost-effective.

CAS Number5391-18-4
Product NameButyl beta-D-glucopyranoside
IUPAC Name(2R,3R,4S,5S,6R)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC10H20O6
Molecular Weight236.26 g/mol
InChIInChI=1S/C10H20O6/c1-2-3-4-15-10-9(14)8(13)7(12)6(5-11)16-10/h6-14H,2-5H2,1H3/t6-,7-,8+,9-,10-/m1/s1
InChI KeyBZANQLIRVMZFOS-HOTMZDKISA-N
SMILESCCCCOC1C(C(C(C(O1)CO)O)O)O
Canonical SMILESCCCCOC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILESCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
CAS No: 5391-18-4 MDL No: MFCD08704049 Chemical Formula: C10H20O6 Molecular Weight: 236.26


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