Peyton
E Tanoury
Synthesis of Cationic Alpha-Cyclodextrin to Aid in Layer-by- Layer Elastin-like Polypeptide Nucleic Acid Nanoparticle Materials STEM
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Authors:
Peyton E Tanoury
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About Paper:
Alpha-cyclodextrin is a natural sugar made of 6 glucopyranose molecules in a ring known for its hydrophobic inner cavity and a hydrophilic exterior. This project focuses on synthesizing cationic alpha- cyclodextrin derivatives with polyarginine chains for nucleic acid delivery. These products are formed by reacting the peptides with cyclodextrin by a carbonyl coupling agent. Though the reaction has been proven with other cyclodextrins, purification remains challenging. The importance of synthesizing a pure cationic alpha-cyclodextrin is to aid in layer-by-layer elastin-like polypeptide nucleic acid nanoparticle (LENN) as targeted RNA carriers for non-immunogenic cancer therapy. The initial phase involves creating alpha-cyclodextrin amine derivatives through several steps that allow for selective activation of a hydroxyl group on the cyclodextrin ring. The intermediate is then reacted to form the amine starting material necessary for linking to the chosen peptides. Preliminary work has established that dialysis can be used to separate the product based on molecular mass differences, which has been successful for beta-cyclodextrin-polyarginine-10-mer, though other derivatives have yet to be purified using this method. This project will highlight synthesis of cationic alpha-cyclodextrin molecules that are used to formulate LENN. By developing reliable methods for synthesizing and purifying this molecule we can help aid in the development of targeted RNA delivery. Continued work in purification will be essential for producing a high-quality product. Keywords: [no keywords provided]
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Purdue University / 2025
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Peyton E Tanoury