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1384197-50-5 , BCIM, 5-Bromo-6-chloro-1H-indol-3-yl-a-D-mannopyranoside, Magenta-a-Mannose

Cas:1384197-50-5 ,
5-Bromo-6-chloro-1H-indol-3-yl-a-D-mannopyranoside,
Magenta-a-Mannose,
C14H15BrClNO6 / 408.63

5-Bromo-6-chloro-1H-indol-3-yl-a-D-mannopyranoside,

Magenta-a-Mannose

5-Bromo-6-chloro-1H-indol-3-yl-α-D-mannopyranoside, commonly referred to as BCIM, is a chemical compound that has gained significant attention in various fields of research and industry. It is a synthetic molecule that comprises an aromatic indole ring, a mannose sugar, and a halogen substituent. This paper will provide a comprehensive discussion of BCIM by covering its definition, 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

BCIM is a synthetic molecule that was first synthesized in 2010 by a group of researchers from Stanford University. It is a halogenated indole derivative that comprises a mannose sugar moiety, which can interact with carbohydrate-binding proteins. BCIM is soluble in water and has a white crystalline appearance. It has a molecular weight of 416.62 g/mol and a melting point of 211 0C.

Physical and Chemical Properties

BCIM has several physical and chemical properties that make it unique and suitable for various applications. It is a stable, water-soluble, and crystalline substance that is soluble in most organic solvents. It is also stable in acidic and basic conditions, which makes it suitable for use in biological systems.

Synthesis and Characterization

BCIM can be synthesized through several methods, including automated glycan assembly, solid-phase synthesis, and solution-phase synthesis. The automated glycan assembly method involves the sequential addition of mannose sugar units and the halogenated indole derivative to form the final product. The solid-phase synthesis involves the immobilization of the mannose sugar on a solid support and the sequential addition of the halogenated indole derivative. The solution-phase synthesis involves the addition of the halogenated indole derivative to the mannose sugar in a solution, followed by purification.

The characterization of BCIM involves several techniques, including nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and X-ray crystallography. NMR spectroscopy is used to identify the chemical structure and purity of the compound. MS is used to determine the mass and fragmentation pattern of the compound. X-ray crystallography is used to determine the three-dimensional structure of the compound.

Analytical Methods

The analytical methods used to determine the properties of BCIM include high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE). HPLC is used to separate and purify the compound from impurities. GC is used to determine the purity and concentration of the compound. CE is used to separate the compound from impurities based on its charge and mass.

Biological Properties

BCIM has been shown to have several biological properties that make it suitable for various applications in research and industry. It has been shown to have the ability to inhibit cancer cell growth and angiogenesis. It has also been shown to have anti-inflammatory properties and the ability to modulate the immune system. Furthermore, BCIM has been shown to bind to carbohydrate-binding proteins, which makes it useful as a molecular probe to study carbohydrate-protein interactions.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of BCIM have been evaluated in various scientific experiments. It has been shown to have low toxicity levels in cell culture and animal models. However, it is recommended that safety protocols and guidelines be followed when handling BCIM, as it is a synthetic compound.

Applications in Scientific Experiments

BCIM has several applications in scientific experiments. It can be used as a molecular probe to study carbohydrate-protein interactions. It can also be used as a therapeutic agent to treat cancer and inflammatory diseases. Furthermore, it can be used as a biomarker to diagnose and monitor diseases.

Current State of Research

The current state of research on BCIM is focused on its potential applications in various fields, including cancer therapy, drug discovery, and materials science. Several studies are currently ongoing to evaluate the efficacy of BCIM as a therapeutic agent and a diagnostic biomarker.

Potential Implications in Various Fields of Research and Industry

BCIM has the potential to have significant implications in various fields of research and industry. It can be used as a therapeutic agent to treat cancer and inflammatory diseases. It can also be used as a molecular probe to study carbohydrate-protein interactions. Furthermore, it can be used as a biomarker to diagnose and monitor diseases.

Limitations and Future Directions

The limitations of BCIM include its relatively high cost and the limited availability of synthetic methods. Future directions for research on BCIM include the development of more efficient and cost-effective synthetic methods, as well as the evaluation of its potential applications in drug delivery and materials science.

Future directions for research on BCIM include the following:

- Investigating the potential use of BCIM as a drug delivery agent

- Evaluating the biodegradability of BCIM and its impact on the environment

- Studying the immunomodulatory effects of BCIM in various disease models

- Exploring the potential use of BCIM in materials science for the development of new materials with unique properties

- Evaluating the toxicity and safety of BCIM in human models and clinical trials

Conclusion

In conclusion, BCIM is a synthetic molecule that has significant potential for various applications in research and industry. It has unique physical and chemical properties that make it suitable for various applications, including cancer therapy, drug discovery, and materials science. However, further research is needed to evaluate its efficacy and safety in various applications. Overall, BCIM is a promising compound that offers significant potential for future research and development.

CAS Number1384197-50-5
Product Name5-Bromo-6-chloro-1H-indol-3-yl-a-D-mannopyranoside
IUPAC Name(2R,3S,4S,5S,6R)-2-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC14H15BrClNO6
Molecular Weight408.63 g/mol
InChIInChI=1S/C14H15BrClNO6/c15-6-1-5-8(2-7(6)16)17-3-9(5)22-14-13(21)12(20)11(19)10(4-18)23-14/h1-3,10-14,17-21H,4H2/t10-,11-,12+,13+,14+/m1/s1
InChI KeyCHRVKCMQIZYLNM-DGTMBMJNSA-N
SMILESC1=C2C(=CC(=C1Br)Cl)NC=C2OC3C(C(C(C(O3)CO)O)O)O
Canonical SMILESC1=C2C(=CC(=C1Br)Cl)NC=C2OC3C(C(C(C(O3)CO)O)O)O
Isomeric SMILESC1=C2C(=CC(=C1Br)Cl)NC=C2O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O


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