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Usage

Uses

Used in Pharmaceutical Industry:
MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN is used as a pharmaceutical excipient for enhancing the solubility and bioavailability of poorly water-soluble drugs. Its unique structure allows it to form inclusion complexes with various drug molecules, improving their dissolution and absorption in the body.
Used in Chemical Synthesis:
In the field of chemical synthesis, MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN serves as a versatile building block for the preparation of alkylamine-modified cyclodextrins. These modified cyclodextrins have potential applications in the inhibition of quorum sensing in gram-negative bacteria, which can help control bacterial infections and biofilm formation.
Used in Analytical Chemistry:
MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN is also utilized in analytical chemistry as a chiral selector for the separation and analysis of enantiomers. Its ability to form inclusion complexes with chiral molecules allows for the efficient separation of enantiomers, which is crucial in the development and quality control of chiral drugs.
Used in Food Industry:
In the food industry, MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN is employed as a flavor and fragrance encapsulation agent. Its ability to form inclusion complexes with volatile compounds helps to protect and stabilize flavors and fragrances, enhancing their shelf life and performance in various food products.
Used in Cosmetics Industry:
In the cosmetics industry, MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN is used as a stabilizing and solubilizing agent for various cosmetic ingredients. Its ability to form inclusion complexes with active ingredients helps to improve their solubility, stability, and bioavailability in cosmetic formulations, enhancing their efficacy and performance.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 17465-86-0 cyclomaltooctaose 
• 2232-08-8 N-tosylimidazole 

Relevant academic research and scientific papers

Synthesis of C6A-to-C6A and C3A-to-C3A diamide linked γ-cyclodextrin dimers

The syntheses of three new diamide-linked γ-cyclodextrin dimers joined by substitution at either a glucopyranose C6A or C3A carbon are reported. The syntheses involve the reaction of either C6A or C3A amino-substituted γ-cyclodextrin with bis(4-nitrophenyl)succinate to form succinamide linked γ-cyclodextrin dimers or reaction of C6A azide-substituted γ-cyclodextrin with carbon dioxide to form a urea linked γ-cyclodextrin dimer.

Synthesis and characterisation of the 3-amino-derivative of γ-cyclodextrin, showing receptor ability and metal ion coordination properties

The 3-hydroxy group of one glucopyranosinic ring of γ-cyclodextrin was selectively substituted with an amino moiety to obtain a new compound able to complex copper(II). Indeed, the new ligand, an altro-γ-CD, forms stable complexes with Cu(II), as the analogous 3-amino derivative β-CD previously exploited for the chiral separation of some amino acids by ligand exchange mechanism in capillary electrophoresis. Furthermore, the ligand forms a stable inclusion complex with anthraquinone-2-sulfonate.

Efficient regioselective functionalizations of cyclodextrins carried out under microwaves or power ultrasound

Regioselective syntheses of differently functionalized cyclodextrins (CDs) were efficiently carried out under ultrasound or microwave irradiation. 6I-Deoxy-6I-thio-β-CD, 6I-deoxy-6I-formyl-β-CD, and 6A,6D-dideoxy-6A,6D-dithio-β-CD were prepared under microwave irradiation. A new rapid and efficient ultrasound-assisted protocol is described for the synthesis of 3I-azido-3I-deoxy-α, -β, and -γ-CD by selective tosylation followed by azide substitution.

REGIOSELECTIVE SULFONATION OF A SECONDARY HYDROXYL GROUP OF CYCLODEXTRINS

A new and convenient procedure has been developed for the regioselective tosylation of a C-2 hydroxyl group of cyclodextrins via cyclic tin intermediate.