53958-47-7

Basic information

• Product Name: HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95
• Synonyms: HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95;Heptakis-6-azido-6-deoxy-beta-cyclodextrin,1:1 DMF complex;HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-CYCLODEXTRIN 1:1 DMF COMPLEX 95%;HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN 1:1 DMF COMPLEX 95%;β-Cyclodextrin,6A,6B,6C,6D,6E,6F,6G-heptaazido-6A,6B,6C,6D,6E,6F,6G-heptadeoxy;Heptakis-(6-azido-6-deoxy)-β-cyclodextrin
• CAS NO: 53958-47-7
• Molecular Formula: C₄₂H₆₃N₂₁O₂₈
• Molecular Weight: 1310.07352
• Mol File: 53958-47-7.mol
• Article Data: 49

Chemical Properties

• Melting Point: 240°C
• Boiling Point: 944.25°C (rough estimate)
• Appearance: Off-white/Solid powder
• Density: 1.3700 (rough estimate)
• Refractive Index: 1.6200 (estimate)
• Solubility: Soluble in DMF, DMSO.Insoluble in water, methanol, chloroform.
• CAS DataBase Reference: HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95(CAS DataBase Reference)
• NIST Chemistry Reference: HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95(53958-47-7)
• EPA Substance Registry System: HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95(53958-47-7)

Safety Data

• Hazardous Substances Data: 53958-47-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95 is used as a reactant for the preparation of cyclodextrin amino acid derivatives. These derivatives have potential applications in drug delivery and enhancement of drug solubility, stability, and bioavailability.
Used in Chemical Synthesis:
In the field of chemical synthesis, HEPTAKIS-6-AZIDO-6-DEOXY-BETA-CYCLODEXTRIN, 1:1 DMF COMPLEX, 95 can be utilized as a versatile building block for the development of novel molecules with various applications, such as in supramolecular chemistry, materials science, and medicinal chemistry.
Used in Research and Development:
This complex molecule is also valuable in research and development, where it can be employed to study the interactions between cyclodextrin derivatives and various guest molecules, leading to a better understanding of molecular recognition and host-guest chemistry.

Upstream product

• 30754-23-5 heptakis(6-deoxy-6-iodo)cyclomaltoheptaose 
• 7585-39-9 β‐cyclodextrin 
• 155953-27-8 heptakis-(6-chloro-6-deoxy)-β-cyclodextrin 
• 53784-83-1 heptakis(6-bromo-6-deoxy)-β-cyclodextrin 

Downstream Products

• 1610587-75-1 C₁₃₃H₁₆₁N₂₁O₄₂ 
• 30754-24-6 heptakis(6-amino-6-deoxy)-β-cyclodextrin 

Relevant articles and documents

Self-assembling systems of the amphiphilic cationic per-6-amino-β-cyclodextrin 2,3 di-O-alkyl ethers

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6-Hydroxymethyltriazolyl-6-deoxy-β-cyclodextrin: A highly water soluble and structurally well-defined β-cyclodextrin click cluster

The structural, physical, and biological properties of heptakis{6-(4- hydroxymethyl-1H-[1,2,3]triazol-1-yl)-6-deoxy}-β-cyclodextrin (HTβCD) were investigated by a variety of methods, including NMR, UV/vis, circular dichroism spectroscopy, computer modeling, turbidity testing, Ka measurements, and the MTT assay. The experimental results suggest that HTβCD is structurally well-defined, highly water-soluble, and has low cytotoxicity. These advantages of HTβCD versus β-CD indicate that β-cyclodextrin click clusters may function both as host molecules and as potential, alternative excipients to β-CD.

6-Triazolyl-6-deoxy-β-cyclodextrin derivatives: synthesis, cellular toxicity, and phase-solubility study

Heptakis{6-(4-hydroxymethyl-1H-[1,2,3]triazol-1-yl)-6-deoxy} -β-cyclodextrin (HTβCD) and heptakis{6-(4-sulfonylmethyl-1H-[1,2,3] triazol-1-yl)-6-deoxy}-β-cyclodextrin (STβCD) were prepared using copper(I)-catalyzed azide-alkyne cycloaddition between 6-azido-6-deoxy-β-CD and one of two alkynes, propargyl alcohol, and sodium propargyl sulfonate, respectively. The structures of HTβCD and STβCD were characterized by NMR techniques. NMR interpretations and computer modeling suggested that the limited freedom of rotation of the triazole moieties keeps HTβCD and STβCD rigid and compact. Water solubility tests of HTβCD and STβCD showed that the minimum water solubility of HTβCD and STβCD is at least 20 times higher than that of β-CD. MTT assay showed that HTβCD and STβCD did not influence the cell viability under 1 mM. A phase-solubility study of prednisolone with the CD derivatives showed increased solubility of prednisolone in the presence of increasing concentrations of HTβCD and STβCD.

Mannosylated Poly(ethylene imine) Copolymers Enhance saRNA Uptake and Expression in Human Skin Explants

Messenger RNA (mRNA) is a promising platform for both vaccines and therapeutics, and self-amplifying RNA (saRNA) is particularly advantageous, as it enables higher protein expression and dose minimization. Here, we present a delivery platform for targeted delivery of saRNA using mannosylated poly(ethylene imine) (PEI) enabled by the host-guest interaction between cyclodextrin and adamantane. We show that the host-guest complexation does not interfere with the electrostatic interaction with saRNA and observed that increasing the degree of mannosylation inhibited transfection efficiency in vitro, but enhanced the number of cells expressing GFP by 8-fold in human skin explants. Besides, increasing the ratio of glycopolymer to saRNA also enhanced the percentage of transfected cells ex vivo. We identified that these mannosylated PEIs specifically increased protein expression in the epithelial cells resident in human skin in a mannose-dependent manner. This platform is promising for further study of glycosylation of PEI and targeted saRNA delivery.

INHIBITION OF GALECTIN 3 BINDING TO THE AIRWAY EPITHELIAL SURFACE TO TREAT OR PREVENT SEPTIC SHOCK RESULTING FROM INFLUENZA AND SUBSEQUENT PNEUMOCOCCAL PNEUMONIA INFECTION

Galectin 3 inhibitors and methods for treating sepsis using the same are provided herein.