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Catalog No: A10GD-4240
Cas No: 65174-63-2
Properties: Mol Formula: C16H18O6, Mol Weight: 306.31
IUPAC Name: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-naphthalen-1-yloxyoxane-3,4,5-triol
Synonym: 1-NAPHTHYL-ALPHA-D-GALACTOPYRANOSIDE, (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-naphthalen-1-yloxyoxane-3,4,5-triol, (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-(naphthalen-1-yloxy)tetrahydro-2H-pyran-3,4,5-triol
1-Naphthyl a-D-galactopyranoside is a substrate molecule for alpha-galactosidase, which cleaves the glycosidic linkage between the two galactose molecules. This enzyme has been detected in many fungi, including Phanerochaete chrysosporium. It is also found in humans and other mammals. The enzyme has been shown to be inhibited by fluoride and may be affected by pH. 1-Naphthyl a-D-galactopyranoside can be used as a substrate for alpha-galactosidase to measure its activity and kinetic parameters in vitro.
1-Naphthyl alpha-D-galactopyranoside (NGP) is a synthetic organic compound and a glycoside derivative of naphthalene. It is a white to off-white powder with a molecular weight of 326.32 g/mol. The compound is used as a substrate for enzymes that cleave glycosidic bonds, particularly galactosidases. This paper aims to provide a comprehensive overview of NGP, including its definition, physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity, safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, and limitations and future directions.
Definition and Background:
1-Naphthyl alpha-D-galactopyranoside (NGP) is a glycoside derivative of naphthalene. Glycosides are compounds that consist of a sugar molecule attached to a non-sugar molecule. NGP is used as a substrate for enzymes that cleave glycosidic bonds, particularly galactosidases.
Physical and Chemical Properties:
NGP is a white to off-white powder that is sparingly soluble in water and ethanol. Its melting point is 190-195?C, and its boiling point is 610.4?C. NGP has a molecular weight of 326.32 g/mol.
Synthesis and Characterization:
NGP can be synthesized through various methods, including the alkaline hydrolysis of 1-naphthyl alpha-D-galactopyranoside p-nitrophenyl ether or the direct glycosylation of naphthalene using galactose. The structure of NGP can be characterized using techniques such as nuclear magnetic resonance spectroscopy, infrared spectroscopy, and mass spectrometry.
Analytical Methods:
NGP can be analyzed using various methods, including high-performance liquid chromatography, gas chromatography, and capillary electrophoresis. Enzymatic assays using galactosidases can also be used to determine the amount of NGP present in a sample.
Biological Properties:
NGP is commonly used as a substrate for galactosidases in enzymatic assays. It has also been shown to exhibit antibacterial activity against Staphylococcus aureus and Escherichia coli.
Toxicity and Safety in Scientific Experiments:
There is limited information available on the toxicity and safety of NGP in scientific experiments. However, it is important to use appropriate safety measures when handling NGP, such as wearing protective clothing and working in a well-ventilated area.
Applications in Scientific Experiments:
NGP is commonly used as a substrate for galactosidases in enzymatic assays. It is also used as a chromogenic substrate in diagnostic tests for galactosidase deficiencies.
Current State of Research:
Research on NGP has primarily focused on its applications as a substrate for galactosidases in enzymatic assays. However, there is growing interest in exploring its antibacterial properties and potential applications in drug discovery.
Potential Implications in Various Fields of Research and Industry:
NGP has potential implications in various fields of research and industry. Its use as a substrate for galactosidases in enzymatic assays could aid in the development of new diagnostic tests for galactosidase deficiencies. Additionally, its antibacterial properties could lead to the development of new antibacterial agents.
Limitations and Future Directions:
One limitation of NGP is its limited solubility, which can make it difficult to use in some applications. Future research could focus on developing new methods for synthesizing NGP and improving its solubility. Other future directions could include exploring the potential applications of NGP in drug discovery and its potential use as an antibacterial agent. Additionally, research on the toxicity and safety of NGP in scientific experiments is needed to ensure its safe use in laboratory settings.
CAS Number | 65174-63-2 |
Product Name | 1-Naphthyl alpha-D-galactopyranoside |
IUPAC Name | (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-naphthalen-1-yloxyoxane-3,4,5-triol |
Molecular Formula | C16H18O6 |
Molecular Weight | 306.31 g/mol |
InChI | InChI=1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-7-3-5-9-4-1-2-6-10(9)11/h1-7,12-20H,8H2/t12-,13+,14+,15-,16+/m1/s1 |
InChI Key | CVAOQMBKGUKOIZ-CWVYHPPDSA-N |
SMILES | C1=CC=C2C(=C1)C=CC=C2OC3C(C(C(C(O3)CO)O)O)O |
Canonical SMILES | C1=CC=C2C(=C1)C=CC=C2OC3C(C(C(C(O3)CO)O)O)O |
Isomeric SMILES | C1=CC=C2C(=C1)C=CC=C2O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O |
Size | 1 G, 100 MG, 5 G, Other |
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IUPAC:Fuc(a1-2)Gal(b1-3)GlcNAc(b1-3)Gal(b1-4)Glc, G00050MO
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