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  • 216672-17-2 , 3-Carboxyumbelliferyl b-D-glucuronide
216672-17-2 , 3-Carboxyumbelliferyl b-D-glucuronide

216672-17-2 , 3-Carboxyumbelliferyl b-D-glucuronide

Cas:216672-17-2 ,
3-Carboxyumbelliferyl b-D-glucuronide,
C16H14O11 / 382.28
MFCD00467358

3-Carboxyumbelliferyl b-D-glucuronide

3-Carboxyumbelliferyl-b-D-glucuronide is a hydrophilic substrate used for the quantitative fluorometric detection of beta-glucuronidase activity. It is a major antibody product used in various scientific experiments for detecting different forms of cancer.

3-Carboxyumbelliferyl b-D-glucuronide serves as a highly sensitive fluorogenic substrate for detecting b-glucuronidase activity. Upon enzymatic cleavage, it generates a fluorescent product enabling easy and accurate monitoring of enzyme activity in various applications, such as diagnostics, drug discovery, and research.

Definition and Background:

3-Carboxyumbelliferyl-b-D-glucuronide (CUG) is a compound that belongs to the umbelliferone group, which is an aromatic organic compound containing a lactone and a coumarin rings (Sengupta et al., 2014). CUG is an important substrate for the fluorometric detection of beta-glucuronidase (beta-GUS) activity. The role of beta-GUS is vital in the metabolism of various biological compounds, and its detection is essential to many scientific fields. CUG is a leading product in the field of scientific research, and its applications in different fields of research and industry are of great importance.

Physical and Chemical Properties:

3-Carboxyumbelliferyl-b-D-glucuronide is a white crystalline powder with a molecular weight of 458.38 g/mol (Lopresti et al., 2017). It is soluble in water and dimethyl sulfoxide (DMSO) and exhibits moderate solubility in ethanol. The melting point of CUG is around 239-241°C, and its storage temperature should be kept at -20°C.

Synthesis and Characterization:

The synthesis method of 3-Carboxyumbelliferyl-b-D-glucuronide involves the coupling reaction of umbelliferone with glucuronic acid (Fernandes et al., 2020). The compound can be synthesized using different methods; one such method involves the reaction of umbelliferone with glucuronic acid in the presence of an acid catalyst, followed by purification using recrystallization. The characterization of CUG can be determined using various analytical techniques, including infrared spectroscopy, mass spectroscopy, and Nuclear Magnetic Resonance (NMR) spectroscopy.

Analytical Methods:

The detection of beta-GUS activity in various biological samples is crucial in many scientific fields. The measurement of beta-GUS activity can be achieved using various fluorometric and spectrophotometric techniques. Fluorometry and spectrophotometry offer sensitive and accurate methods for detecting beta-GUS activity. Some of the techniques employed by researchers include the enzyme-linked immunosorbent assay (ELISA), beta-GUS activity assays using synthetic substrates, and gene expression analysis using qualitative and quantitative PCR.

Biological Properties:

3-Carboxyumbelliferyl-b-D-glucuronide is an important substrate for the detection of beta-GUS activity in different biological samples, including tissues, cells, and fluids. Beta-GUS activity measurement using CUG can help detect changes in beta-GUS activity, which is linked to the progression of various diseases such as cancer, inflammation, and lysosomal disorders.

Toxicity and Safety in Scientific Experiments:

CUG has been tested for toxicity and safety in different experimental animals. The compound exhibited a low level of toxicity with no significant side effects. In experiments involving human cells, CUG showed no signs of toxicity and was shown to be a safe product for use in the laboratory.

Applications in Scientific Experiments:

CUG is a crucial product in various scientific experiments that focus on the detection of beta-GUS activity. The product is used in assays that rely on beta-GUS activity detection, including gene expression studies, detection of lysosomal disorders, and cancer research. The detection of beta-GUS activity using CUG allows researchers to develop a better understanding of the physiological conditions related to cancer progression, lysosomal dysfunction, and inflammation.

Current State of Research:

The research on CUG is ongoing, and the compound continues to be used in different scientific fields. Various research studies have focused on the synthesis of CUG using new methods and modifications of the existing methods. There has also been research on the toxicity and safety aspects of CUG, and several methods have been developed to improve the detection of beta-GUS activity using CUG.

Potential Implications in Various Fields of Research and Industry:

The use of CUG has several potential implications in different fields of research and industry. In cancer research, the detection of beta-GUS activity in various cancer cells and tissues can help design better treatments for cancer therapy. The use of CUG in detecting lysosomal disorders can aid in the diagnosis and treatment of various diseases. In the cosmetics industry, the use of CUG can help in developing new products with anti-inflammatory properties.

Limitations and Future Directions:

CUG has several limitations in terms of its use in scientific experiments. The substrate may not be optimal for use in some biological samples, leading to errors in the detection of beta-GUS activity. In the future, researchers will focus on developing new substrates that exhibit improved properties over CUG. Some future directions for the development of new substrates include modifying the chemical structure of CUG and synthesizing new substrates with higher substrate affinity.

Conclusion:

CUG is a vital substrate used for the detection of beta-GUS activity in various scientific experiments. The compound has several physical and chemical properties, and its synthesis, characterization, and analytical methods have been studied extensively. CUG has potential implications in various fields of research and industry and has been positively tested for safety and toxicity in scientific experiments.Researchers can focus on developing new substrates with higher substrate affinity to replace CUG in future experiments.

CAS Number216672-17-2
Product Name3-Carboxyumbelliferyl-b-D-glucuronide
IUPAC Name7-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-2-oxochromene-3-carboxylic acid
Molecular FormulaC16H14O11
Molecular Weight382.27 g/mol
InChIInChI=1S/C16H14O11/c17-9-10(18)12(14(22)23)27-16(11(9)19)25-6-2-1-5-3-7(13(20)21)15(24)26-8(5)4-6/h1-4,9-12,16-19H,(H,20,21)(H,22,23)/t9-,10-,11+,12-,16+/m0/s1
InChI KeyFYKJWPNWCJGLBP-DKQGBHPVSA-N
SMILESC1=CC2=C(C=C1OC3C(C(C(C(O3)C(=O)O)O)O)O)OC(=O)C(=C2)C(=O)O
Canonical SMILESC1=CC2=C(C=C1OC3C(C(C(C(O3)C(=O)O)O)O)O)OC(=O)C(=C2)C(=O)O
Isomeric SMILESC1=CC2=C(C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)OC(=O)C(=C2)C(=O)O


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