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Published November 17, 2020 | Supplemental Material + Published
Journal Article Open

Aldehyde-Functionalized Magnetic Particles to Capture Off-Target Chemotherapeutic Agents

  • 1. ROR icon California Institute of Technology

Abstract

Drug capture is a promising technique to prevent off-target chemotherapeutic agents from reaching systemic circulation and causing severe side effects. The current work examines the viability of using immobilized aldehydes for drug-capture applications via Schiff base formation between doxorubicin (DOX) and aldehydes. Commercially available pyridoxal-5′-phosphate (VB6) was immobilized on iron oxide nanoparticles (IONPs) to capture DOX from human serum. Leaching of VB6 persisted as a primary issue and thus various aldehydes with anchoring groups such as catechol, silatrane, and phosphonate esters have been studied. The phosphonate group-based anchor was the most stable and used for further capture studies. To improve the hydrophilic nature of the aldehydes, sulfonate-containing aldehydes and polyethylene glycols (PEGs) were investigated. Finally, the optimized functionalized iron oxide particles, PEGylated-IONP, were used to demonstrate doxorubicin capture from human serum at biologically relevant temperature (37 °C), time (30 min), and concentrations (μM). The current study sets the stage for the development of potential compact dimension capture device based on surface-anchorable polymers with aldehyde groups.

Additional Information

© 2020 American Chemical Society. This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes. Received: August 10, 2020; Accepted: October 19, 2020; Published: November 3, 2020. The authors gratefully acknowledge the financial support from the NIH (R01CA194533). The authors also would like to thank Prof. Steven Hetts and Prof. Anand Patel for their valuable feedback throughout the project, Dr. Daryl Yee, Dr. William Wolf, and Dr. Jeong Hoon Ko for proofreading the manuscript, and Dr. Christopher Marotta for proof reading and helping with TEM experiments. The authors also acknowledge the support from the Beckman Institute of the California Institute of Technology for the use of the Molecular Materials Research Center. The authors declare the following competing financial interest(s): A provisional patent application has been filed by the technology transfer office of the California Institute of Technology on 3/19/2019.

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Published - acsomega.0c03840.pdf

Supplemental Material - ao0c03840_si_001.pdf

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