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  • 20838-64-6 ,2-萘基-beta-D-葡糖苷酸钠,2-Naphthyl b-D-glucuronide sodium salt,CAS:20838-64-6
20838-64-6 ,2-萘基-beta-D-葡糖苷酸钠,2-Naphthyl b-D-glucuronide sodium salt,CAS:20838-64-6

20838-64-6 ,2-萘基-beta-D-葡糖苷酸钠,2-Naphthyl b-D-glucuronide sodium salt,CAS:20838-64-6

20838-64-6 ,2-萘基-beta-D-葡糖苷酸钠,2-Naphthyl b-D-glucuronide sodium salt,
CAS:20838-64-6
C16H15NaO7 / 342.28
MFCD00051167

2-Naphthyl b-D-glucuronide sodium salt

2-萘基-beta-D-葡糖苷酸钠

2-Naphthyl B-D-glucuronide sodium salt (NBG) is a chemical compound that belongs to the class of glucuronides. Glucuronides are glycosidic compounds formed by the conjugation of glucuronic acid with a hydroxyl or amino group. NBG is an important tool used in biochemistry and pharmaceutical research. It is used as a substrate to study glucuronidase activity, which plays an important role in the metabolism and clearance of drugs and toxic substances. In this paper, we will discuss the definition, properties, synthesis, characterization, analytical methods, biological properties, toxicity, safety, applications, current state of research, potential implications, limitations, and future directions of NBG.

Definition and Background:

NBG is a sodium salt of 2-naphthyl β-D-glucuronide. The chemical formula of NBG is C16H13NaO9. It is a colorless to light yellow crystalline powder that is soluble in water. NBG is an important substrate used in the study of glucuronidase activity, which is important for the clearance of drugs and toxic substances. It is also used as a standard in analytical biochemistry.

Physical and Chemical Properties:

NBG is a colorless to light yellow crystalline powder that is soluble in water. Its melting point is 220-225°C, and its molecular weight is 376.25 g/mol. It is stable under normal storage conditions and can be stored at room temperature for up to 3 years. NBG is hygroscopic and should be protected from moisture.

Synthesis and Characterization:

NBG can be synthesized by the reaction of 2-naphthol with glucuronic acid in the presence of a catalyst. The reaction can be carried out under mild conditions and is efficient. NBG can be further purified by recrystallization and characterized by various analytical methods, including NMR, IR, and mass spectrometry.

Analytical Methods:

Analytical methods used for the analysis of NBG include high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), and spectrophotometry. HPLC is the most common technique used for the analysis of NBG due to its high sensitivity, accuracy, and resolution.

Biological Properties:

NBG is not toxic to cells and has low cytotoxicity. It is widely used as a substrate to study glucuronidase activity in cells and tissues. Glucuronidase is an enzyme that hydrolyzes glucuronides, which play an important role in the metabolism and clearance of drugs and toxic substances.

Toxicity and Safety in Scientific Experiments:

NBG is not toxic to cells, and its use in scientific experiments is safe when appropriate safety measures are taken. Its toxicity is low, and the LD50 (dose at which 50% of the population dies) is >1,000 mg/kg in mice.

Applications in Scientific Experiments:

NBG is an important tool used in biochemistry and pharmaceutical research. It is used as a substrate to study glucuronidase activity, which plays an important role in the metabolism and clearance of drugs and toxic substances. NBG is also used as a standard in analytical biochemistry.

Current State of Research:

Research on NBG is ongoing, and new applications are being explored. Recent studies have shown that NBG can be used to detect endotoxin contamination in pharmaceutical products. NBG-based assays are also being developed to detect glucuronidase activity in cancer cells.

Potential Implications in Various Fields of Research and Industry:

NBG has potential implications in various fields of research and industry. Its use in the detection of endotoxin contamination in pharmaceutical products can improve the safety and quality of drugs. NBG-based assays can also be used to detect glucuronidase activity in cancer cells, which can be used for the development of new cancer therapies.

Limitations and Future Directions:

The limitations of NBG include its hygroscopic nature and limited solubility in organic solvents. Future directions of research include the development of new analytical methods for the detection of NBG, the exploration of new applications in drug discovery and development, and the development of new synthetic routes for the synthesis of NBG. Other future directions include the development of new glucuronidase inhibitors and the use of NBG-based assays for disease diagnosis and monitoring.

In conclusion, NBG is an important tool used in biochemistry and pharmaceutical research. Its use in the study of glucuronidase activity, detection of endotoxin contamination, and cancer research has potential implications in various fields of research and industry. Ongoing research on NBG and the development of new analytical methods and synthetic routes will continue to advance our understanding of this important compound.

CAS Number20838-64-6
Product Name2-Naphthyl B-D-glucuronide sodium salt
IUPAC Namesodium;(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-naphthalen-2-yloxyoxane-2-carboxylate
Molecular FormulaC16H15NaO7
Molecular Weight342.27 g/mol
InChIInChI=1S/C16H16O7.Na/c17-11-12(18)14(15(20)21)23-16(13(11)19)22-10-6-5-8-3-1-2-4-9(8)7-10;/h1-7,11-14,16-19H,(H,20,21);/q;+1/p-1/t11-,12-,13+,14-,16+;/m0./s1
InChI KeyRLXOGFBMVJVJBH-YYHOVTOASA-M
SMILESC1=CC=C2C=C(C=CC2=C1)OC3C(C(C(C(O3)C(=O)[O-])O)O)O.[Na+]
Canonical SMILESC1=CC=C2C=C(C=CC2=C1)OC3C(C(C(C(O3)C(=O)[O-])O)O)O.[Na+]
Isomeric SMILESC1=CC=C2C=C(C=CC2=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)[O-])O)O)O.[Na+]

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