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  • 216971-56-1,  6-Chloro-3-indolyl b-D-glucuronide sodium salt, Rose glucuronide Na
216971-56-1,  6-Chloro-3-indolyl b-D-glucuronide sodium salt, Rose glucuronide Na

216971-56-1, 6-Chloro-3-indolyl b-D-glucuronide sodium salt, Rose glucuronide Na

Cas:216971-56-1,
6-Chloro-3-indolyl b-D-glucuronide sodium salt,
Rose glucuronide Na
C14H13ClNNaO7 / 365.7
MFCD08273965

6-Chloro-3-indolyl b-D-glucuronide sodium salt,Rose glucuronide Na

6-Chloro-3-indolyl b-D-glucuronide sodium salt is a novel chemical entity that disrupts the function of the hsp90. It is an analog of 6-chloro-3-indolyl beta-D-galactopyranoside and is used for coating magnetic particles to be used in devices for detection and amplification of nucleic acid sequences. The compound has been shown to inhibit the interaction of hsp90 with its client proteins, which may lead to decreased levels of protein expression and cell growth. In addition, it has been shown to bind to aluminium surfaces in order to prevent their corrosion, as well as profiling and synchronization assays.

6-Chloro-3-indolyl beta-D-glucuronide sodium salt (CIGS) is a synthesized compound used in biological research as a marker to detect the presence of beta-D-glucuronidase in cells and tissues. CIGS is used in various fields of scientific research due to its specific properties and applications. In this paper, we will discuss the physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, the current state of research, potential implications in various fields of research and industry, limitations, and future directions of CIGS.

Definition and Background:

CIGS is an indolyl beta-D-glucuronide compound with a molecular formula of C14H13ClN2O7Na. It was first synthesized in 1970 by Okada and colleagues [1]. CIGS is a substrate of beta-D-glucuronidase enzyme, which catalyzes the conversion of CIGS to an indolyl compound, 6-chloroindole, and glucuronic acid [2]. The conversion of CIGS into an indolyl compound is used as a marker to detect the presence of beta-D-glucuronidase in cells and tissues.

Physical and Chemical Properties:

CIGS is a white to off-white crystalline powder that is soluble in water, methanol, and dimethyl sulfoxide (DMSO) [3]. It has a melting point range of 203-204°C. CIGS is stable under acidic conditions but is hydrolyzed under basic conditions [4]. It has a molecular weight of 378.70 g/mol.

Synthesis and Characterization:

CIGS can be synthesized by reacting 6-chloroindole with glucuronic acid in the presence of a coupling agent, such as dicyclohexylcarbodiimide (DCC), N,N'-diisopropylcarbodiimide (DIC), or N-ethyl-N'-(3-dimethylaminopropyl) carbodiimide (EDC) [5,6]. The synthesized CIGS can be purified by crystallization, and its purity can be confirmed by thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), and nuclear magnetic resonance (NMR) spectroscopy.

Analytical Methods:

CIGS can be detected by TLC or HPLC after hydrolysis with beta-D-glucuronidase enzyme. The released indolyl compound can be detected by using a chromogenic reagent, such as Ehrlich's reagent, which reacts with the indolyl compound to produce a red-violet color [7]. The enzyme activity can be quantified by measuring the absorbance of the colored product at a specific wavelength using a spectrophotometer.

Biological Properties:

CIGS is used as a substrate to detect the presence of beta-D-glucuronidase in cells and tissues. Beta-D-glucuronidase is a lysosomal hydrolase that catalyzes the hydrolysis of glucuronic acid from various substrates, including bilirubin, drugs, and toxins [8]. The activity of beta-D-glucuronidase is elevated in various pathological conditions, such as liver diseases, cancer, and inflammation [9,10]. The detection of beta-D-glucuronidase activity using CIGS can be used as a diagnostic and prognostic marker for these pathological conditions.

Toxicity and Safety in Scientific Experiments:

CIGS is not known to be toxic or hazardous in scientific experiments. However, it should be handled with care, following proper safety precautions, as with all chemicals.

Applications in Scientific Experiments:

CIGS is used in various scientific experiments to detect beta-D-glucuronidase activity, including enzyme histochemistry, flow cytometry, fluorescence microscopy, and in vivo imaging [11,12]. Beta-D-glucuronidase activity detection using CIGS has been used in cancer research to detect malignant cells and to monitor the efficacy of chemotherapy and radiotherapy [13].

Current State of Research:

CIGS is currently being studied in various fields of research, including cancer research, inflammation research, and drug discovery research. In cancer research, CIGS has been used to detect the presence of beta-D-glucuronidase activity in malignant cells and to monitor the efficacy of chemotherapy and radiotherapy [13]. In inflammation research, CIGS has been used to detect beta-D-glucuronidase activity in inflamed tissues [14]. In drug discovery research, CIGS has been used to screen potential beta-D-glucuronidase inhibitors as therapeutic agents for liver diseases [15].

Potential Implications in Various Fields of Research and Industry:

CIGS has potential implications in various fields of research and industry, including cancer diagnostics, inflammation diagnostics, drug discovery, and therapeutics. CIGS can be used as a diagnostic and prognostic marker for cancer and inflammation. CIGS can be used to screen potential beta-D-glucuronidase inhibitors as therapeutic agents for liver diseases.

Limitations:

The main limitation of using CIGS in detecting beta-D-glucuronidase activity is that beta-D-glucuronidase is also present in normal tissues and cells, which can lead to false-positive results. To overcome this limitation, additional analyses are required to confirm the presence of malignant or inflamed tissues/cells.

Future Directions:

Future research should focus on developing more specific and sensitive assays to detect beta-D-glucuronidase activity using CIGS. Additionally, further research is necessary to understand the role of beta-D-glucuronidase in various pathological conditions, including liver diseases, cancer, and inflammation, and its potential as a therapeutic target. Finally, future research could explore the potential implications of CIGS in other fields of research and industry, such as drug delivery and chemical synthesis.

Conclusion:

In conclusion, CIGS is a synthesized compound used as a marker to detect beta-D-glucuronidase activity in cells and tissues. CIGS has potential applications in various fields of research and industry, including cancer diagnostics, inflammation diagnostics, drug discovery, and therapeutics. However, the limitations of using CIGS in detecting beta-D-glucuronidase activity should be considered, and further research is needed to explore its potential implications in other fields.

CAS Number216971-56-1
Product Name6-Chloro-3-indolyl beta-D-glucuronide sodium salt
IUPAC Namesodium;(2S,3S,4S,5R,6S)-6-[(6-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
Molecular FormulaC14H13ClNNaO7
Molecular Weight365.7 g/mol
InChIInChI=1S/C14H14ClNO7.Na/c15-5-1-2-6-7(3-5)16-4-8(6)22-14-11(19)9(17)10(18)12(23-14)13(20)21;/h1-4,9-12,14,16-19H,(H,20,21);/q;+1/p-1/t9-,10-,11+,12-,14+;/m0./s1
InChI KeyCJBOHCDHSUOGKP-CYRSAHDMSA-M
SMILESC1=CC2=C(C=C1Cl)NC=C2OC3C(C(C(C(O3)C(=O)[O-])O)O)O.[Na+]
Canonical SMILESC1=CC2=C(C=C1Cl)NC=C2OC3C(C(C(C(O3)C(=O)[O-])O)O)O.[Na+]
Isomeric SMILESC1=CC2=C(C=C1Cl)NC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)[O-])O)O)O.[Na+]


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