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Olsalazine-Based Metal–Organic Frameworks as Biocompatible Platforms for H_2 Adsorption and Drug Delivery

Levine, Dana J. and Runčevski, Tomče and Kapelewski, Matthew T. and Keitz, Benjamin K. and Oktawiec, Julia and Reed, Douglas A. and Mason, Jarad A. and Jiang, Henry Z. H. and Colwell, Kristen A. and Legendre, Christina M. and FitzGerald, Stephen A. and Long, Jeffrey R. (2016) Olsalazine-Based Metal–Organic Frameworks as Biocompatible Platforms for H_2 Adsorption and Drug Delivery. Journal of the American Chemical Society, 138 (32). pp. 10143-10150. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20160915-140058475

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Abstract

The drug olsalazine (H_4olz) was employed as a ligand to synthesize a new series of mesoporous metal–organic frameworks that are expanded analogues of the well-known M_2(dobdc) materials (dobdc^4– = 2,5-dioxido-1,4-benzenedicarboxylate; M-MOF-74). The M_2(olz) frameworks (M = Mg, Fe, Co, Ni, and Zn) exhibit high surface areas with large hexagonal pore apertures that are approximately 27 Å in diameter. Variable temperature H_2 adsorption isotherms revealed strong adsorption at the open metal sites, and in situ infrared spectroscopy experiments on Mg_2(olz) and Ni_2(olz) were used to determine site-specific H_2 binding enthalpies. In addition to its capabilities for gas sorption, the highly biocompatible Mg_2(olz) framework was also evaluated as a platform for the delivery of olsalazine and other encapsulated therapeutics. The Mg_2(olz) material (86 wt % olsalazine) was shown to release the therapeutic linker through dissolution of the framework under simulated physiological conditions. Furthermore, Mg_2(olz) was used to encapsulate phenethylamine (PEA), a model drug for a broad class of bioactive compounds. Under simulated physiological conditions, Mg_2(olz)(PEA)_2 disassembled to release PEA from the pores and olsalazine from the framework itself, demonstrating that multiple therapeutic components can be delivered together at different rates. The low toxicity, high surface areas, and coordinatively unsaturated metal sites make these M_2(olz) materials promising for a range of potential applications, including drug delivery in the treatment of gastrointestinal diseases.


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URLURL TypeDescription
http://dx.doi.org/10.1021/jacs.6b03523DOIArticle
http://pubs.acs.org/doi/abs/10.1021/jacs.6b03523PublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/jacs.6b03523PublisherSupporting Information
Additional Information:© 2016 American Chemical Society. Received: April 6, 2016; Published: August 3, 2016. This research was supported through the Department of Energy, Office of Energy Efficiency and Renewable Energy, Fuel Cell Technologies Office under Grant DE-AC02-05CH11231. We thank the 17-BM staff at the Advanced Photon Source at Argonne National Laboratory for assisting with powder X-ray diffraction experiments. Use of the Advanced Photon Source at Argonne National Laboratory was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract DE-AC02-06CH11357. We gratefully acknowledge the NDSEG for providing fellowship support for D.J.L. and the NSF for supporting M.T.K., J.O., D.A.R., and J.A.M. We also thank M. I. Gonzalez for helpful discussions and Dr. K. R. Meihaus for editorial assistance. The authors declare no competing financial interest.
Funders:
Funding AgencyGrant Number
Department of Energy (DOE)DE-AC02-05CH11231
Department of Energy (DOE)DE-AC02-06CH11357
National Defense Science and Engineering Graduate (NDSEG) FellowshipUNSPECIFIED
NSFUNSPECIFIED
Issue or Number:32
Record Number:CaltechAUTHORS:20160915-140058475
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160915-140058475
Official Citation:Olsalazine-Based Metal–Organic Frameworks as Biocompatible Platforms for H2 Adsorption and Drug Delivery Dana J. Levine, Tomče Runčevski, Matthew T. Kapelewski, Benjamin K. Keitz, Julia Oktawiec, Douglas A. Reed, Jarad A. Mason, Henry Z. H. Jiang, Kristen A. Colwell, Christina M. Legendre, Stephen A. FitzGerald, and Jeffrey R. Long Journal of the American Chemical Society 2016 138 (32), 10143-10150 DOI: 10.1021/jacs.6b03523
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:70380
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:28 Sep 2016 19:14
Last Modified:03 Oct 2019 10:30

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