6-Amino-6-deoxy-b-cyclodextrin hydrochloride ; Heptakis-(6-amino-6-deoxy)-b-cyclodextrin heptahydrochloride; HABCD,

6-Amino-6-deoxy-b-cyclodextrin hydrochloride ;?Heptakis-(6-amino-6-deoxy)-b-cyclodextrin heptahydrochloride; HABCD?;Per-6-amino-beta-cyclodextrin (P6A?CD) is a derivative of cyclodextrins that has gained considerable attention in the scientific community due to its unique physical and chemical properties. In this paper, we will discuss the definition and background of P6A?CD, its physical and chemical properties, synthesis and characterization of P6A?CD, analytical methods used to study P6A?CD, biological properties of P6A?CD, toxicity and safety in scientific experiments, applications of P6A?CD in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background
Cyclodextrins are a group of cyclic oligosaccharides that are composed of six to twelve glucose units linked by ?-1,4-glycosidic bonds. These molecules have a hydrophilic outer surface and a hydrophobic inner cavity, making them useful for the molecular encapsulation and solubilization of hydrophobic compounds. Per-6-amino-beta-cyclodextrin (P6A?CD) is a modified form of beta-cyclodextrin that has an amino group at each of the six positions on its outer surface. This modification increases the water solubility of P6A?CD and makes it more reactive towards other compounds.Physical and Chemical Properties
P6A?CD has a molecular weight of approximately 1228.98 g/mol and a molecular formula of C42H71N6O34. The structure of P6A?CD consists of a central cavity that is approximately 7 ? in diameter and surrounded by six amino groups on the outer surface. The amino groups can form hydrogen bonds with water molecules, making P6A?CD more water-soluble than other cyclodextrins. P6A?CD is stable under acidic and basic conditions but can be degraded by enzymes such as cyclodextrin glycosyltransferase.Synthesis and Characterization
P6A?CD can be synthesized through a variety of methods, including direct amination of beta-cyclodextrin, amination of 6-monotosyl-beta-cyclodextrin, and click chemistry. The direct amination of beta-cyclodextrin involves the reaction of beta-cyclodextrin with an excess of primary amine under basic conditions. The amination of 6-monotosyl-beta-cyclodextrin involves the reaction of 6-monotosyl-beta-cyclodextrin with primary amine in the presence of a base. Click chemistry involves the reaction of azide-modified beta-cyclodextrin with alkyne-modified amine.Characterization of P6A?CD can be performed using a variety of techniques, including nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR), and mass spectrometry (MS). These techniques can provide information on the structure, purity, and molecular weight of P6A?CD.Analytical Methods
Analytical methods are used to study the behavior of P6A?CD in various scientific experiments. These methods include HPLC, UV-Vis spectroscopy, and fluorescence spectroscopy. HPLC is used to separate and quantify P6A?CD from other compounds, while UV-Vis spectroscopy measures the absorbance of P6A?CD at different wavelengths. Fluorescence spectroscopy is used to measure the fluorescence emission of P6A?CD in the presence of other compounds.
Biological Properties
P6A?CD has been shown to have various biological properties, including anti-inflammatory and antioxidant activities. It also has the ability to form inclusion complexes with drugs, peptides, and other bioactive compounds. These inclusion complexes can improve the solubility, stability, and bioavailability of the encapsulated compounds.Toxicity and Safety in Scientific Experiments
Studies have shown that P6A?CD is non-toxic and safe for use in scientific experiments. However, it is important to consider the potential side effects and interactions of P6A?CD with other compounds.Applications in Scientific Experiments
P6A?CD has been used in a variety of scientific experiments, including drug delivery, gene therapy, and analytical chemistry. It has been shown to improve the solubility, stability, and bioavailability of drugs and other bioactive compounds. P6A?CD has also been used in gene therapy to enhance the transfection efficiency of DNA and RNA.Current State of Research
Recent research has focused on the synthesis of new derivatives of P6A?CD with improved physical and chemical properties. Studies have also investigated the use of P6A?CD in a variety of medical and industrial applications.Potential Implications in Various Fields of Research and Industry
The unique properties of P6A?CD have potential implications in various fields of research and industry, including drug delivery, gene therapy, analytical chemistry, and food science. P6A?CD has the potential to improve the solubility, stability, and bioavailability of drugs and other bioactive compounds, leading to the development of more effective and safer therapies.Limitations and Future Directions
One limitation of P6A?CD is its high cost, which may limit its use in certain applications. Future research should focus on the development of more cost-effective and efficient methods for the synthesis of P6A?CD. Other future directions include the investigation of the potential applications of P6A?CD in food science, agriculture, and environmental science.In conclusion, P6A?CD is a modified form of beta-cyclodextrin that has gained considerable attention in the scientific community due to its unique physical and chemical properties. The synthesis, characterization, analytical methods, biological properties, toxicity and safety, applications, current state of research, potential implications, limitations, and future directions of P6A?CD have been discussed in this paper. The continued research on P6A?CD may lead to the development of new and innovative approaches in various fields of research and industry.CAS Number30754-24-6Product NamePer-6-amino-beta-cyclodextrinIUPAC Name(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(aminomethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecolMolecular FormulaC42H77N7O28Molecular Weight1128.1 g/molInChIInChI=1S/C42H77N7O28/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-42,50-63H,1-7,43-49H2/t8-,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-,37-,38-,39-,40-,41-,42-/m1/s1InChI KeyGOPKBPURTDZYDJ-FOUAGVGXSA-NSMILESC(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(C(C7O)O)OC8C(OC(O2)C(C8O)O)CN)CN)CN)CN)CN)CN)O)O)NSynonymsper-6-ABCD, per-6-amino-beta-cyclodextrinCanonical SMILESC(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(C(C7O)O)OC8C(OC(O2)C(C8O)O)CN)CN)CN)CN)CN)CN)O)O)NIsomeric SMILESC([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@H](O2)[C@@H]([C@H]8O)O)CN)CN)CN)CN)CN)CN)O)O)N