Epitope Imprinting of Phospholipids by Oriented Assembly at the Oil/Water Interface for the Selective Recognition of Plasma Membranes

Abstract

Phospholipids, as fundamental building blocks of the cell membrane, play important roles for molecule transportation, cell recognition, etc. However, due to the structural diversity and amphipathic nature, there are few methods for the specific recognition of lipids as compared to other biomolecules such as proteins and glycans. Herein, we developed a molecular imprinting strategy for controllable imprinting toward the polar head of phospholipid exposed on the surface of cellular membranes for recognition. Phosphatidylserine, as unique lipid on the outer membrane leaflet of exosome and also hallmark for cell apoptosis, was imprinted with the developed method. The phosphatidylserine imprinted materials showed high efficiency and specific targeting capability not only for apoptotic cell imaging but also for the isolation of exosomes. Collectively, the synthesized molecularly imprinted materials have great potential for selective plasma membrane recognition for targeted drug delivery and biomarker discovery.

Highly Ordered Assembly of Templates on Molecular Imprinting toward Phosphorylated Compounds for Improved Performance

“…Traditionally, MIPs are broadly classified into covalent imprinting, , noncovalent imprinting, , and semicovalent imprinting − depending on their interactions with template molecules. In recent years, new imprinting strategies for chemical and biological substance recognition have been developed to enhance the performance of MIPs, such as surface imprinting, postimprinting modification, and oriented imprinting. , In most imprinting systems, the templates were randomly arranged, resulting in limited binding affinity and efficiency. With ordered assembling, oriented imprinting can greatly improve the efficiency for utilization of the template.…”

Glycan-Imprinted Nanoparticle as Artificial Neutralizing Antibody for Efficient HIV-1 Recognition and Inhibition

“…Molecularly imprinted polymers (MIPs), as well-known artificial antibodies, are capable of emulating antigen–antibody interactions through cavities mimicking the spatial structure of template molecule, thereby conferring precise recognition of the targeted molecule . MIPs can be synthesized through the use of functional monomers and templates, including proteins, peptides, glycans, lipids, etc. − Successful imprinting of glycan or monosaccharide has permitted recognition of glycoprotein, mannose, and sialic acid for therapeutic applications, facilitated by the convent binding between boronic acid and the cis -diol group. , …”