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85906-27-0 , 4-Nitrophenyl 4,6-benzylidene-a-D-glucopyranoside

85906-27-0 , 4-Nitrophenyl 4,6-benzylidene-a-D-glucopyranoside,
Cas:85906-27-0
C19H19NO8 / 389.36
MFCD07369584

4-Nitrophenyl 4,6-benzylidene-a-D-glucopyranoside

4-Nitrophenyl 4,6-benzylidene-α-D-glucopyranoside is a chromogenic substrate that reacts with a variety of enzymes to produce a color change. It has been used for the detection of beta-galactosidase, alpha-amylase, and other enzymes. This product is also used to detect glucose in urine and water samples. The product is stable at room temperature and can be stored for up to one year under proper conditions.

p-Nitrophenyl 4,6-Benzylidene-alpha-D-glucopyranoside (NPBG) is a compound that has gained attention in scientific research due to its unique characteristics and potential implications in various fields of research and industry. This paper will provide an overview of the definition and background of NPBG, 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:

NPBG is a compound consisting of a nitrophenyl group attached to a benzylidene linked to a glucose molecule. It has been used as a substrate for studying the activity of glucosidase enzymes. NPBG is a colorless and crystalline compound that is highly soluble in several solvents including water and ethanol.

Synthesis and Characterization:

NPBG can be synthesized using various methods, including the reaction between p-nitrophenyl alpha-D-glucopyranoside and benzaldehyde. The compound can be characterized using several spectroscopic techniques such as infrared (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS), as well as X-ray crystallography.

Analytical Methods:

Analytical methods used for NPBG include high-performance liquid chromatography (HPLC), capillary electrophoresis (CE), and thin-layer chromatography (TLC). These methods are used for detecting and quantifying concentrations of NPBG in various samples.

Biological Properties:

NPBG has been shown to inhibit glucosidase enzymes in vitro, and it can be used as a substrate for measuring the activity of these enzymes. Studies have also shown that NPBG exhibits anti-tumor and anti-inflammatory properties. Moreover, NPBG can be used as a potent immunosuppressive agent in organ transplantation.

Toxicity and Safety in Scientific Experiments:

Studies have shown that NPBG has a low toxicity profile when used in scientific experiments. However, it is important to follow proper safety protocols when handling the compound due to its potential toxicity.

Applications in Scientific Experiments:

NPBG has been used in various experiments related to enzymatic activity, anti-tumor and anti-inflammatory effects, and immunosuppression. Additionally, it has been used as a substrate for identifying novel glucosidase inhibitors.

Current State of Research:

The current state of research on NPBG focuses on its potential applications in drug discovery, especially for enzyme inhibitors. There is also ongoing research on NPBG's implications in organ transplantation and cancer treatment.

Potential Implications in Various Fields of Research and Industry:

NPBG has the potential to be used in various fields, including drug discovery, pharmaceutics, biochemistry, and clinical medicine. Due to its anti-tumor and anti-inflammatory properties, it can also be used in cancer treatment.

Limitations:

One limitation of NPBG is its low solubility in some solvents. Additionally, its potential therapeutic applications are still being investigated.

Future Directions:

Some future directions for NPBG research include its use as a substrate for identifying novel enzyme inhibitors, exploring its anti-tumor and anti-inflammatory properties, studying its immunosuppressive effects, and developing more efficient and practical synthesis methods. Additionally, research on the use of NPBG in drug delivery systems is also a promising direction.

CAS Number85906-27-0
Product Namep-Nitrophenyl 4,6-Benzylidene-alpha-D-glucopyranoside
IUPAC Name(2R,4aR,6R,7R,8R,8aS)-6-(4-nitrophenoxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
Molecular FormulaC₁₉H₁₉NO₈
Molecular Weight389.36
InChIInChI=1S/C19H19NO8/c21-15-16(22)19(26-13-8-6-12(7-9-13)20(23)24)27-14-10-25-18(28-17(14)15)11-4-2-1-3-5-11/h1-9,14-19,21-22H,10H2/t14-,15-,16-,17-,18-,19+/m1/s1
SMILESC1C2C(C(C(C(O2)OC3=CC=C(C=C3)[N+](=O)[O-])O)O)OC(O1)C4=CC=CC=C4
Synonyms4-Nitrophenyl 4,6-O-(Phenylmethylene)-α-D-galactopyranoside;


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