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

Abstract

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. Thismore » 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.« less

Authors:
; ; ;  [1]; ; ;  [1]; ;
  1. Department of Physiology, Johns Hopkins University, School of Medicine, Baltimore, Maryland 21205, United States
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); National Institutes of Health (NIH); Fannie and John Hertz Foundation
OSTI Identifier:
1415261
Alternate Identifier(s):
OSTI ID: 1464138
Grant/Contract Number:  
AC02-05CH11231; GM79465; SC0001015; T32 GM066698
Resource Type:
Published Article
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Name: Journal of the American Chemical Society Journal Volume: 138 Journal Issue: 24; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Lee, Sumin, Barin, Gokhan, Ackerman, Cheri M., Muchenditsi, Abigael, Xu, Jun, Reimer, Jeffrey A., Lutsenko, Svetlana, Long, Jeffrey R., and Chang, Christopher J. Copper Capture in a Thioether-Functionalized Porous Polymer Applied to the Detection of Wilson’s Disease. United States: N. p., 2016. Web. doi:10.1021/jacs.6b02515.
Lee, Sumin, Barin, Gokhan, Ackerman, Cheri M., Muchenditsi, Abigael, Xu, Jun, Reimer, Jeffrey A., Lutsenko, Svetlana, Long, Jeffrey R., & Chang, Christopher J. Copper Capture in a Thioether-Functionalized Porous Polymer Applied to the Detection of Wilson’s Disease. United States. doi:10.1021/jacs.6b02515.
Lee, Sumin, Barin, Gokhan, Ackerman, Cheri M., Muchenditsi, Abigael, Xu, Jun, Reimer, Jeffrey A., Lutsenko, Svetlana, Long, Jeffrey R., and Chang, Christopher J. Fri . "Copper Capture in a Thioether-Functionalized Porous Polymer Applied to the Detection of Wilson’s Disease". United States. doi:10.1021/jacs.6b02515.
@article{osti_1415261,
title = {Copper Capture in a Thioether-Functionalized Porous Polymer Applied to the Detection of Wilson’s Disease},
author = {Lee, Sumin and Barin, Gokhan and Ackerman, Cheri M. and Muchenditsi, Abigael and Xu, Jun and Reimer, Jeffrey A. and Lutsenko, Svetlana and Long, Jeffrey R. and Chang, Christopher J.},
abstractNote = {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.},
doi = {10.1021/jacs.6b02515},
journal = {Journal of the American Chemical Society},
number = 24,
volume = 138,
place = {United States},
year = {2016},
month = {6}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1021/jacs.6b02515

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Cited by: 38 works
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Works referencing / citing this record:

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

  • Liang, Yi-Yu; Luo, Li-Juan; Li, Yang
  • European Journal of Inorganic Chemistry, Vol. 2019, Issue 2
  • DOI: 10.1002/ejic.201800945

A luminescent metal organic framework with high sensitivity for detecting and removing copper ions from simulated biological fluids
journal, January 2017

  • Zheng, Tian-Tian; Zhao, Jiao; Fang, Zhou-Wen
  • Dalton Transactions, Vol. 46, Issue 8
  • DOI: 10.1039/c6dt04630d

A difunctional metal–organic framework with Lewis basic sites demonstrating turn-off sensing of Cu 2+ and sensitization of Ln 3+
journal, January 2018

  • Zhou, En-Long; Qin, Chao; Tian, Dan
  • Journal of Materials Chemistry C, Vol. 6, Issue 29
  • DOI: 10.1039/c8tc02425a

Iron detection and remediation with a functionalized porous polymer applied to environmental water samples
journal, January 2019

  • Lee, Sumin; Uliana, Adam; Taylor, Mercedes K.
  • Chemical Science, Vol. 10, Issue 27
  • DOI: 10.1039/c9sc01441a

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

  • Liang, Yi-Yu; Luo, Li-Juan; Li, Yang
  • European Journal of Inorganic Chemistry, Vol. 2019, Issue 2
  • DOI: 10.1002/ejic.201800945

A luminescent metal organic framework with high sensitivity for detecting and removing copper ions from simulated biological fluids
journal, January 2017

  • Zheng, Tian-Tian; Zhao, Jiao; Fang, Zhou-Wen
  • Dalton Transactions, Vol. 46, Issue 8
  • DOI: 10.1039/c6dt04630d

A difunctional metal–organic framework with Lewis basic sites demonstrating turn-off sensing of Cu 2+ and sensitization of Ln 3+
journal, January 2018

  • Zhou, En-Long; Qin, Chao; Tian, Dan
  • Journal of Materials Chemistry C, Vol. 6, Issue 29
  • DOI: 10.1039/c8tc02425a

Iron detection and remediation with a functionalized porous polymer applied to environmental water samples
journal, January 2019

  • Lee, Sumin; Uliana, Adam; Taylor, Mercedes K.
  • Chemical Science, Vol. 10, Issue 27
  • DOI: 10.1039/c9sc01441a

Polar modified dendritic post-cross-linked polymer for Cu 2+ adsorption
journal, December 2019