98169-85-8
Chemical Structure
6A-Azido-6A-deoxy-β-cyclodextrin
Synonym(s): β-CDN3; 6A-deoxy-6A-azido-β-cyclodextrin
- CAS No.: 98169-85-8
- Formula:C42H69N3O34
- Molecular Weight:1160.00
InChIKey: CNXCXSMYMLPAMS-FOUAGVGXSA-N
SMILES: [N-]=[N+]=NC[C@@H](O[C@@](O[C@]([C@@H]1O)([H])[C@H](O[C@@](O[C@]([C@@H]2O)([H])[C@H](O[C@@](O[C@]([C@@H]([C@H]3O)O)([H])[C@H]4CO)([H])[C@@H]2O)CO)([H])[C@@H]1O)CO)([H])[C@H](O)[C@H]5O)[C@@]5([H])O[C@@]([C@@H]([C@@H](O)[C@]6([H])O[C@@]([C@@H]([C@@H](O)[C@]7([H])O[C@@]([C@@H]([C@@H](O)[C@]8([H])O[C@@]3([H])O4)O)([H])O[C@@H]8CO)O)([H])O[C@@H]7CO)O)([H])O[C@@H]6CO
Biological Activity: 6A-Azido-6A-deoxy-β-cyclodextrin (β-CDN3) is a site-specifically modified β-cyclodextrin with a single azido group replacing the hydroxyl group at the C6 position. 6A-Azido-6A-deoxy-β-cyclodextrin forms a host-guest inclusion complex with Dexamethasone (HY-14648), localizing the drug within its hydrophobic cavity, which restricts the rotational mobility of the drug and places Dexamethasone in a less polar environment. 6A-Azido-6A-deoxy-β-cyclodextrin acts as a coupling agent to graft β-cyclodextrin onto thermosensitive nanogels via strain-promoted alkyne-azide cycloaddition (SPAAC). 6A-Azido-6A-deoxy-β-cyclodextrin also serves as a click chemistry reagent. It contains an azide group and undergoes copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules bearing an alkyne group. It also undergoes strain-driven alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups[1][2].
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6A-Azido-6A-deoxy-β-cyclodextrin | 98.0% | 6A-Azido-6A-deoxy-β-cyclodextrin (β-CDN3) is a site-specifically modified β-cyclodextrin with a single azido group replacing the hydroxyl group at the C6 position. 6A-Azido-6A-deoxy-β-cyclodextrin forms a host-guest inclusion complex with Dexamethasone (HY-14648), localizing the drug within its hydrophobic cavity, which restricts the rotational mobility of the drug and places Dexamethasone in a less polar environment. 6A-Azido-6A-deoxy-β-cyclodextrin acts as a coupling agent to graft β-cyclodextrin onto thermosensitive nanogels via strain-promoted alkyne-azide cycloaddition (SPAAC). 6A-Azido-6A-deoxy-β-cyclodextrin also serves as a click chemistry reagent. It contains an azide group and undergoes copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules bearing an alkyne group. It also undergoes strain-driven alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups. | ||||||||||||||||||||
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References
- [1]. Dauchy M, et al. New water-soluble Schiff base ligands based on β-cyclodextrin for aqueous biphasic hydroformylation reaction[J]. Pure and Applied Chemistry, 2018, 90(5): 845-855.
- [2]. Giulbudagian M, et al. Enhanced topical delivery of dexamethasone by β-cyclodextrin decorated thermoresponsive nanogels. Nanoscale. 2017 Dec 21;10(1):469-479. [Content Brief]
