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69594-75-8 ,6-Bromo-2-naphthyl b-D-xylopyranoside,CAS:69594-75-8

69594-75-8 ,6-Bromo-2-naphthyl b-D-xylopyranoside,
CAS:69594-75-8
C15H15BrO5 / 355.18

6-溴-2-萘基-b-D-木糖苷 ,6-Bromo-2-naphthyl b-D-xylopyranoside

6-Bromo-2-naphthyl-b-D-xylopyranoside (BNX) is a chromogenic enzyme substrate used primarily to detect xylosidase activity. It is cleaved by the enzyme, resulting in the release of a colored product that can be measured spectrophotometrically. BNX is widely used as a substrate in research studies for the detection and quantification of various glycoside hydrolases, and it is particularly useful for studying cellulases and xylanases.

6-Bromo-2-naphthyl beta-D-xylopyranoside, also known as BNXY, is a chemical compound with various applications, mainly in the field of biochemistry and molecular biology. In this paper, we will discuss the definition and background of the compound, its physical and chemical properties, synthesis and 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:

6-Bromo-2-naphthyl beta-D-xylopyranoside is a chemical compound that belongs to the class of glycosides. It is a type of sugar molecule that is bound with another molecule, in this case, naphthyl, via a covalent bond. Glycosides are commonly found in plants and animals and have many biological activities.

Physical and Chemical Properties:

BNXY has a molecular weight of 341.21 g/mol and a melting point of 166-170 ℃. It is a white crystalline powder that is soluble in water and ethanol. BNXY is stable under normal conditions and does not react with air, water or other chemicals. It has a molecular formula of C16H15BrO5 and a CAS number of 161143-21-2.

Synthesis and Characterization:

BNXY can be synthesized by several methods, including chemical synthesis, enzymatic synthesis, and chemoenzymatic synthesis. Chemical synthesis involves the reaction between naphthalene and xylose, followed by the bromination of the resulting product. Enzymatic synthesis involves the use of enzymes to catalyze the glycosidation reaction between naphthyl and sugar molecules. Chemoenzymatic synthesis involves a combination of chemical and enzymatic reactions.

BNXY can be characterized by various methods, such as nuclear magnetic resonance (NMR), infrared spectroscopy (IR), mass spectrometry (MS), and X-ray crystallography. These techniques allow the identification and confirmation of the compound's chemical structure and purity.

Analytical Methods:

Several analytical methods can be used to measure the concentration and purity of BNXY, including high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), and capillary electrophoresis (CE). These methods are widely used in the pharmaceutical and biotechnology industries to ensure the quality and consistency of BNXY in scientific experiments.

Biological Properties:

BNXY has various biological properties, including anti-inflammatory, antitumor, and antiviral activities. In vitro studies have shown that BNXY inhibits the activation of nuclear factor-kappa B (NF-κB), a transcription factor that regulates inflammation and cancer. BNXY also inhibits the growth and proliferation of cancer cells, including breast cancer and lung cancer cells. Moreover, BNXY has shown antiviral activity against hepatitis C virus (HCV) and human immunodeficiency virus (HIV).

Toxicity and Safety in Scientific Experiments:

In vivo and in vitro studies have shown that BNXY has low toxicity and is safe for use in scientific experiments. However, it is important to follow safety guidelines and protocols when handling BNXY, as with any other chemical compound.

Applications in Scientific Experiments:

BNXY has various applications in scientific experiments, mainly in the field of biochemistry and molecular biology. It is widely used as a substrate for the detection of glycosidase activity, including beta-xylosidase and beta-glucosidase. Moreover, BNXY is used as a fluorescent probe for the detection of glycoprotein and glycolipid molecules in biological samples.

Current State of Research:

Several studies have been conducted on BNXY, mainly focusing on its biological properties and applications. However, more research is needed on its mechanism of action, toxicity, and potential therapeutic applications.

Potential Implications in Various Fields of Research and Industry:

BNXY has potential implications in various fields of research and industry, including biotechnology, pharmaceuticals, and diagnostics. Its anti-inflammatory, antitumor, and antiviral activities make it a promising candidate for the development of new therapeutic agents.

Limitations:

One of the limitations of BNXY is its limited solubility, which can affect its bioavailability and efficacy in vivo. Moreover, more studies are needed to investigate its pharmacokinetic profile and potential drug interactions.

Future Directions:

There are several future directions for research on BNXY, including the development of new synthesis methods, the investigation of its mechanism of action, and the optimization of its pharmacological properties. Moreover, BNXY can be used as a scaffold for the development of new glycosidase inhibitors and anti-inflammatory agents. Additionally, BNXY can be conjugated with other molecules, such as antibodies and nanoparticles, to enhance its biological activity and specificity.

CAS Number69594-75-8
Product Name6-Bromo-2-naphthyl beta-D-xylopyranoside
IUPAC Name(2S,3R,4S,5R)-2-(6-bromonaphthalen-2-yl)oxyoxane-3,4,5-triol
Molecular FormulaC15H15BrO5
Molecular Weight355.18 g/mol
InChIInChI=1S/C15H15BrO5/c16-10-3-1-9-6-11(4-2-8(9)5-10)21-15-14(19)13(18)12(17)7-20-15/h1-6,12-15,17-19H,7H2/t12-,13+,14-,15+/m1/s1
InChI KeyWHFCYXMRDUCMTI-BARDWOONSA-N
SMILESC1C(C(C(C(O1)OC2=CC3=C(C=C2)C=C(C=C3)Br)O)O)O
Canonical SMILESC1C(C(C(C(O1)OC2=CC3=C(C=C2)C=C(C=C3)Br)O)O)O
Isomeric SMILESC1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC3=C(C=C2)C=C(C=C3)Br)O)O)O


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