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22720-35-0 ,6-Bromo-2-naphthyl-beta-D-glucuronide, CAS:22720-35-0

22720-35-0 ,6-Bromo-2-naphthyl-beta-D-glucuronide,
CAS:22720-35-0
C16H15BrO7 / 399.19
MFCD00046453

6-Bromo-2-naphthyl b-D-glucuronide

6-溴-2-萘基-β-D-葡萄糖醛酸苷

6-Bromo-2-naphthyl b-D-glucuronide is a fluorogenic substrate for phosphatases and acid phosphatases. The activity of 6-bromo-2-naphthyl b-D-glucuronide is detected by the release of 6,6'-dibromofluorescein (6,6'-DBF) from the compound. Microarray profiling was used to evaluate gene expression profiles in human blood vessels following incubation with 6,6'-DBF. Gene expression profiles were also obtained from parotid tissue cells following incubation with 6,6'-DBF. This method has been shown to be an effective method for detecting cellular responses to endothelial cell injury in tissues that are not readily accessible for histological examination.

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid is a compound that has gained significant attention in the scientific research community due to its unique properties and potential applications. In this paper, we will discuss various aspects related to this compound, including its definition, physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity, safety in scientific experiments, applications, current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Physical and Chemical Properties:

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid is a white to off-white powder that is sparingly soluble in water. It has a melting point of 266-269 °C and a boiling point of 712.4 °C at 760 mmHg. The compound is stable under normal conditions but may decompose under acidic or alkaline conditions. It is also sensitive to moisture, light, and heat.

Synthesis and Characterization:

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid can be synthesized through a multi-step reaction using various reagents and catalysts. The synthesis process involves the acetylation of glucose, bromination of naphthalene, coupling of the two molecules, and subsequent oxidation and deprotection steps. The compound can be characterized using various techniques, including nuclear magnetic resonance (NMR) spectroscopy, mass spectroscopy, and X-ray crystallography.

Analytical Methods:

Several analytical methods have been developed to measure the concentration of 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid in different matrices. These methods include high-performance liquid chromatography (HPLC), capillary electrophoresis (CE), and enzyme-linked immunosorbent assay (ELISA), among others.

Biological Properties:

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid has shown promising anti-cancer activity in preclinical studies. The compound has been demonstrated to inhibit the growth of various cancer cell lines, including breast cancer, ovarian cancer, and leukemia, among others. It works by inhibiting the activity of certain enzymes involved in tumor growth and proliferation.

Toxicity and Safety in Scientific Experiments:

There is limited information available regarding the toxicity and safety of 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid in scientific experiments. However, preclinical studies have shown that the compound is well-tolerated at low doses and does not cause significant adverse effects.

Applications in Scientific Experiments:

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid has several potential applications in scientific experiments, including the development of novel cancer therapeutics, drug discovery, and the study of carbohydrate-protein interactions.

Current State of Research:

Ongoing research is focused on optimizing the synthesis process of 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid and developing more efficient and effective anti-cancer therapies based on the compound. Several preclinical studies are also underway to evaluate the safety and efficacy of the compound in animal models.

Potential Implications in Various Fields of Research and Industry:

6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid has potential implications in various fields of research and industry, including drug discovery, biotechnology, and nanotechnology, among others. The compound can be used as a template for the design of novel therapeutic agents, as well as a tool for studying carbohydrate-protein interactions.

Limitations:

The limitations of 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid include its limited solubility, poor stability under acidic or alkaline conditions, and lack of data on its toxicity and safety in human studies.

Future Directions:

The future directions for research on 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid include the development of more efficient synthesis methods, the evaluation of the compound's safety and efficacy in human studies, and the exploration of its potential applications in other fields, such as biotechnology and nanotechnology. Other possible areas of future research include the study of the compound's role in carbohydrate-protein interactions and the design of novel therapeutic agents based on its structure. Additionally, the development of analogs and derivatives of 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid may lead to the discovery of more potent anti-cancer therapies with improved pharmacological properties.

CAS Number22720-35-0
Product Name6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid
IUPAC Name(2S,3S,4S,5R,6S)-6-(6-bromonaphthalen-2-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular FormulaC16H15BrO7
Molecular Weight399.19 g/mol
InChIInChI=1S/C16H15BrO7/c17-9-3-1-8-6-10(4-2-7(8)5-9)23-16-13(20)11(18)12(19)14(24-16)15(21)22/h1-6,11-14,16,18-20H,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1
InChI KeyTYDGGWYIJKMLEO-JHZZJYKESA-N
SMILESC1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical SMILESC1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)C(=O)O)O)O)O
Isomeric SMILESC1=CC2=C(C=CC(=C2)Br)C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O


CAS No: 22720-35-0 Synonyms: Br-Nap-a-D-GlcA2-(6-Bromonaphthyl) b-D-glucuronide  MDL No: MFCD00046453 Chemical Formula: C16H15BrO7 Molecular Weight: 399.19


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