Compounds and methods for forming ion channels in biological membranes
AssigneesWashington University, Wisconsin Alumni Research Foundation
InventorsBaron Chanda, Willy Carrasquel Ursulaez, Jennifer Schomaker, Corey Jones, Mahzad Dehghany
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Abstract
Self-assembling compounds for the formation of ion channels in biological membranes include monoacylated benzo(crown-ether) (MAcBCE) compounds and monoalkylated benzo(crown-ether) (MAkBCE) compounds. Methods of preparing the MAcBCE and MAkBCE compounds and methods of forming an ion channel in a biological membrane are also disclosed.
Claims20
A self-assembling compound for the formation of ion channels in biological membranes, the self-assembling compound being one of a monoacylated benzo(crown-ether) (MAcBCE) compound and a monoalkylated benzo(crown-ether) (MAkBCE) compound.
A method of preparing benzo(crown-ether) compounds being monosubstituted with one of an acyl group and an alkyl group, the method comprising:
- reacting a carboxylic acid having a formula (III):
- R being a straight chain or branched C1-20alkyl, optionally containing unsaturation, that is not substituted with a hydrogen bond donor;
- with a benzo(crown-ether) having a formula (IV):
- m being an integer from 1 to 3;
- in the presence of an acylation acid catalyst to obtain a monoacylated benzo(crown-ether) having a formula (IA):
- R being a straight chain or branched C1-20alkyl, optionally containing unsaturation, that is not substituted with a hydrogen bond donor, and
- m being an integer from 1 to 3.
A method of forming an ion channel in a biological membrane, the method comprising combining the membrane with monoacylated benzo(crown-ether) (MAcBCE) compounds, monoalkylated benzo(crown-ether) (MAkBCE) compounds, or a combination thereof, such that the MAcBCE compounds, the MAkBCE compounds, or a combination of the MAcBCE and MAkBCE compounds self-assemble to form the ion channel in the membrane.
Dependencies are inferred from the claim text.