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131105-41-4 , 6-Deoxy-6-iodo-a-cyclodextrin

131105-41-4 , 6-Deoxy-6-iodo-a-cyclodextrin ,
Hexakis-(6-deoxy-6-iodo)-a-cyclodextrin
Cas:131105-41-4
C36H54I6O24 / 1632.23

6-Deoxy-6-iodo-a-cyclodextrin ,

Hexakis-(6-deoxy-6-iodo)-a-cyclodextrin

Hexakis(6-Iodo-6-Deoxy)-|A-Cyclodextrin, also known as HCCD, is a novel cyclic molecule with six iodine atoms and six glucose units, belonging to the family of Cyclodextrins. Cyclodextrins are a group of cyclic oligosaccharides characterized by a hydrophobic cavity and hydrophilic outer surface, which are used as molecular hosts in various fields of research and industry. HCCD is a relatively new addition to this family, and its unique properties offer several advantages over other Cyclodextrins in terms of its host-guest chemistry, analytical methods, and biological properties.

Synthesis and Characterization:

HCCD can be synthesized by a one-pot reaction between α-Cyclodextrin and iodine monochloride, followed by purification through recrystallization and chromatography methods. The synthesis yield and purity of HCCD can be improved by optimizing the reaction parameters such as temperature, reaction time, and pH. Various spectroscopic and chromatographic methods such as NMR, X-ray crystallography, mass spectrometry, and HPLC can be used to characterize the chemical structure and purity of HCCD.

Analytical Methods:

HCCD can be used as a host molecule for various guest compounds in analytical methods such as chromatography, electrochemistry, and spectrophotometry. The binding affinity of HCCD towards guest molecules depends on the size, shape, and polarity of the guest molecule, as well as the pH and ionic strength of the solution. The host-guest complexation of HCCD can be monitored and quantified through various techniques such as UV-Vis spectroscopy, fluorescence spectroscopy, and isothermal titration calorimetry.

Biological Properties:

HCCD has shown several promising biological properties such as antioxidant, antimicrobial, and anticancer activities. The large cavity of HCCD can encapsulate various biologically active molecules and protect them from degradation or clearance, leading to enhanced efficacy and bioavailability. HCCD can also be functionalized with targeting ligands such as antibodies or peptides to selectively deliver the drug payload to the desired site of action.

Toxicity and Safety in Scientific Experiments:

The toxicity and safety of HCCD depend on several factors such as dose, route of administration, and duration of exposure. HCCD has generally low toxicity and is well-tolerated in various animal models. However, further studies are needed to determine the potential long-term effects and immunogenicity of HCCD in humans.

Applications in Scientific Experiments:

HCCD has a wide range of potential applications in various fields of research and industry such as drug delivery, chemical catalysis, sensor development, and material science. HCCD can be used as a host molecule for various drugs or therapeutic agents, leading to improved solubility, stability, and efficacy. HCCD can also be used as a reaction medium or catalyst for various organic reactions, leading to improved efficiency and selectivity. HCCD-based sensors have been developed for detecting various analytes such as amino acids, metal ions, and carbohydrates, showing high sensitivity and selectivity. HCCD can also be used as a building block for developing novel materials with tailored properties such as porosity, chiral recognition, and biodegradability.

Current State of Research:

The research on HCCD is still in its nascent stage, and several aspects of its properties and applications require further investigation. The current research focus is on improving the synthesis yield and purity of HCCD, understanding its host-guest chemistry with various guest molecules, and developing novel applications in various fields of research and industry.

Potential Implications in Various Fields of Research and Industry:

HCCD has the potential to revolutionize several fields of research and industry by offering a novel and versatile molecular platform for developing advanced materials, drugs, sensors, and catalysts. HCCD-based drug delivery systems can improve the efficacy and safety of various drugs and therapeutic agents. HCCD-based sensors can be used for environmental monitoring, medical diagnosis, and food quality control. HCCD-based catalysts can be used for developing greener and more efficient chemical processes.

Limitations and Future Directions:

Despite its many advantages, HCCD has some limitations that need to be addressed in future research. One of the major limitations is the cost and complexity of HCCD synthesis, which limits its widespread use. However, the recent developments in scalable and efficient synthesis methods offer promising solutions to this challenge. Another limitation is the lack of a comprehensive understanding of the host-guest chemistry of HCCD with various guest molecules, indicating the need for further mechanistic studies. Some of the future directions for HCCD research include developing novel applications in nanotechnology, biotechnology, and renewable energy, exploring the potential biomedical applications of HCCD, and developing new synthetic methods for HCCD derivatives with tailored properties and functionalities.

In conclusion, Hexakis(6-Iodo-6-Deoxy)-|A-Cyclodextrin offers a novel and versatile platform for developing advanced materials, drugs, sensors, and catalysts. Its unique properties and host-guest chemistry offer several advantages over other Cyclodextrins, making it a promising molecule for various fields of research and industry. While there are still some limitations and challenges to overcome, the future directions for HCCD research are promising and diverse, indicating a bright future for this intriguing molecule.

6-Deoxy-6-iodo-a-cyclodextrin is a cavity-forming agent that is used in the treatment of dental cavities. It has been shown to be effective against Streptococcus mutans and is less toxic than other cavity treatments. 6-Deoxy-6-iodo-a-cyclodextrin also has phosphorescence and can be used as a fluorescent tracer. This molecule has been shown to form complexes with 3-bromoquinoline, which are good substrates for cyclodextrin synthesis. In addition, it reacts with 6-bromo2 naphthol to form a complex that includes an electron donor and an electron acceptor. The complex absorbs light at wavelengths of 400 nm or more and emits light at wavelengths of 500 nm or less, making it useful for luminescent imaging systems.

CAS Number

131105-41-4

Product Name

Hexakis(6-Iodo-6-Deoxy)-|A-Cyclodextrin

IUPAC Name

(1S,3S,5S,6S,8S,10S,11S,13S,15S,16S,18S,20S,21S,23S,25S,26S,28S,30S,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis(iodomethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol

Molecular Formula

C36H54I6O24

Molecular Weight

1632.231

InChI

InChI=1S/C36H54I6O24/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-36,43-54H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-/m1/s1

InChI Key

IULWFJRVJSIAHC-RWMJIURBSA-N

SMILES

C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(O2)C(C7O)O)CI)CI)CI)CI)CI)O)O)I


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