Functional self-assembling bolaamphiphilic polydiacetylenes as colorimetric sensor scaffolds

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Conjugated polymers capable of responding to external stimuli by changes in optical, electrical or electrochemical properties can be used for the construction of direct sensing devices. Polydiacetylene-based systems are attractive for sensing applications due to their colorimetric response to changes in the local environment. Here we present the design, preparation and characterization of self-assembling functional bolaamphiphilic polydiacetylenes (BPDAs) inspired by Nature's strategy for membrane stabilization. We show that by placing polar headgroups on both ends of the diacetylene lipids in a transmembranic fashion, and altering the chemical nature of the polar surface residues, the conjugated polymers can be engineered to ... continued below

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27 pages

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Song, Jie; Cisar, Justin S. & Bertozzi, Carolyn R. May 28, 2004.

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Conjugated polymers capable of responding to external stimuli by changes in optical, electrical or electrochemical properties can be used for the construction of direct sensing devices. Polydiacetylene-based systems are attractive for sensing applications due to their colorimetric response to changes in the local environment. Here we present the design, preparation and characterization of self-assembling functional bolaamphiphilic polydiacetylenes (BPDAs) inspired by Nature's strategy for membrane stabilization. We show that by placing polar headgroups on both ends of the diacetylene lipids in a transmembranic fashion, and altering the chemical nature of the polar surface residues, the conjugated polymers can be engineered to display a range of radiation-, thermal- and pH-induced colorimetric responses. We observed dramatic nanoscopic morphological transformations accompanying charge-induced chromatic transitions, suggesting that both side chain disordering and main chain rearrangement play important roles in altering the effective conjugation lengths of the poly(ene-yne). These results establish the foundation for further development of BPDA-based colorimetric sensors.

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27 pages

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OSTI as DE00841311

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  • Journal Name: Journal of the American Chemical Society; Journal Volume: 126; Journal Issue: 27; Other Information: Submitted to Journal of the American Chemical Society: Volume 126, No.27; Journal Publication Date: 07/14/2004

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  • Report No.: LBNL--53889
  • Grant Number: AC03-76SF00098
  • Office of Scientific & Technical Information Report Number: 841311
  • Archival Resource Key: ark:/67531/metadc776998

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Office of Scientific & Technical Information Technical Reports

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  • May 28, 2004

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  • Dec. 3, 2015, 9:30 a.m.

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  • April 4, 2016, 1 p.m.

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Song, Jie; Cisar, Justin S. & Bertozzi, Carolyn R. Functional self-assembling bolaamphiphilic polydiacetylenes as colorimetric sensor scaffolds, article, May 28, 2004; Berkeley, California. (digital.library.unt.edu/ark:/67531/metadc776998/: accessed November 19, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.