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Title: Copper Capture in a Thioether-Functionalized Porous Polymer Applied to the Detection of Wilson’s Disease

Journal Article · · Journal of the American Chemical Society
 [1];  [1];  [1];  [2];  [3];  [4];  [2];  [5];  [6]
  1. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry
  2. Johns Hopkins Univ., Baltimore, MD (United States). School of Medicine and Dept. of Physiology
  3. Univ. of California, Berkeley, CA (United States). Chemical and Biomolecular Engineering
  4. Univ. of California, Berkeley, CA (United States). Chemical and Biomolecular Engineering; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division
  5. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry and Chemical and Biomolecular Engineering; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division
  6. Univ. of California, Berkeley, CA (United States). Howard Hughes Medical Inst., Dept. of Chemistry and Dept. of Molecular and Cell Biology; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Chemical Sciences Division

Copper is an essential nutrient for life, but at the same time, hyperaccumulation of this redox-active metal in biological fluids and tissues is a hallmark of pathologies such as Wilson's and Menkes diseases, various neurodegenerative diseases, and toxic environmental exposure. Diseases characterized by copper hyperaccumulation are currently challenging to identify due to costly diagnostic tools that involve extensive technical workup. Motivated to create simple yet highly selective and sensitive diagnostic tools, we have initiated a program to develop new materials that can enable monitoring of copper levels in biological fluid samples without complex and expensive instrumentation. We report the design, synthesis, and properties of PAF-1-SMe, a robust three-dimensional porous aromatic framework (PAF) densely functionalized with thioether groups for selective capture and concentration of copper from biofluids as well as aqueous samples. PAF-1-SMe exhibits a high selectivity for copper over other biologically relevant metals, with a saturation capacity reaching over 600 mg/g. Moreover, the combination of PAF-1-SMe as a material for capture and concentration of copper from biological samples with 8-hydroxyquinoline as a colorimetric indicator affords a method for identifying aberrant elevations of copper in urine samples from mice with Wilson's disease and also tracing exogenously added copper in serum. This divide-and-conquer sensing strategy, where functional and robust porous materials serve as molecular recognition elements that can be used to capture and concentrate analytes in conjunction with molecular indicators for signal readouts, establishes a valuable starting point for the use of porous polymeric materials in noninvasive diagnostic applications.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES); National Institutes of Health (NIH); Fannie and John Hertz Foundation
Grant/Contract Number:
AC02-05CH11231; GM79465; SC0001015; T32 GM066698
OSTI ID:
1415261
Alternate ID(s):
OSTI ID: 1464138
Journal Information:
Journal of the American Chemical Society, Vol. 138, Issue 24; Related Information: © 2016 American Chemical Society.; ISSN 0002-7863
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 126 works
Citation information provided by
Web of Science

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  • Van Humbeck, Jeffrey F.; McDonald, Thomas M.; Jing, Xiaofei
  • Journal of the American Chemical Society, Vol. 136, Issue 6, p. 2432-2440 https://doi.org/10.1021/ja4105478
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Porous Polymers as Multifunctional Material Platforms toward Task-Specific Applications journal October 2018
Emerging Functional Porous Polymeric and Carbonaceous Materials for Environmental Treatment and Energy Storage journal November 2019
A difunctional metal–organic framework with Lewis basic sites demonstrating turn-off sensing of Cu 2+ and sensitization of Ln 3+ journal January 2018
Polar modified dendritic post-cross-linked polymer for Cu 2+ adsorption journal December 2019
A Luminescent Probe for Highly Selective Cu 2+ Sensing Using a Lanthanide-Doped Metal Organic Framework with Large Pores : A Luminescent Probe for Highly Selective Cu journal December 2018
A luminescent metal organic framework with high sensitivity for detecting and removing copper ions from simulated biological fluids journal January 2017
Facile Synthesis of Ultrastable Porous Aromatic Frameworks by Suzuki–Miyaura Coupling Reaction for Adsorption Removal of Organic Dyes journal February 2019
Functionalized Cellulose for Water Purification, Antimicrobial Applications, and Sensors journal April 2018
Thiol-/thioether-functionalized porous organic polymers for simultaneous removal of mercury( ii ) ion and aromatic pollutants in water journal January 2019
A diketopyrrolopyrrole-based fluorescent porous organic polymer as fluoride sensing monolithic device journal January 2018
All-in-One Porous Polymer Adsorbents with Excellent Environmental Chemosensory Responsivity, Visual Detectivity, Superfast Adsorption, and Easy Regeneration journal March 2019
Rapid capture and visual detection of copper ions in aqueous solutions and biofluids using a novel cellulose-Schiff base journal October 2018
Smart probe for simultaneous detection of copper ion, pyrophosphate, and alkaline phosphatase in vitro and in clinical samples journal August 2019
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