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Addressing the complexities in measuring cyclodextrin-sterol binding constants: A multidimensional study.

Amelia M Anderson¹, Ilse Manet², Milo Malanga³

¹Cyclarity Therapeutics, 8001 Redwood Blvd Novato, CA 94945, USA; Departamento de Física Aplicada, Facultade de Física, Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain; Departamento de Química Orgánica, Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Universidade de Santiago de Compostela, Campus Vida s/n, E-15782 Santiago de Compostela, Spain.

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Summary

This summary is machine-generated.

Cyclodextrin dimers show promise for treating atherosclerosis by binding oxysterols. These dimers exhibit significantly stronger binding affinity for 7-ketocholesterol than for cholesterol, aiding plaque reduction.

Keywords:

Affinity constant Circular dichroism Cyclodextrin Inclusion complex Isothermal titration calorimetry Metadynamics simulations

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Last Updated: Jul 11, 2025

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Area of Science:

Biochemistry
Supramolecular Chemistry
Medicinal Chemistry

Background:

Atherosclerosis treatment may involve cyclodextrin (CD) dimers forming complexes with oxysterols.
Characterizing these CD-sterol interactions is challenging due to low solubility and complex binding mechanisms.

Purpose of the Study:

To comprehensively characterize cyclodextrin dimer-oxysterol interactions.
To quantify binding constants and elucidate interaction mechanisms using orthogonal methods.

Main Methods:

Metadynamics simulations
Competitive isothermal titration calorimetry
Circular dichroism spectroscopy

Main Results:

Achieved comprehensive characterization of CD dimer-oxysterol interactions.
Quantified binding constants using three independent techniques.
Demonstrated approximately 1000-fold higher affinity of CD dimer for 7-ketocholesterol versus cholesterol in 1:1 complexes.

Conclusions:

Developed and applied robust methodologies for studying challenging host-guest systems.
Findings advance understanding of CD dimer-sterol interactions relevant to atherosclerosis.
Methodologies are potentially applicable to other complex host-guest systems.