The rational design of nitric oxide selectivity in single-walled carbon nanotube near-infrared fluorescence sensors for biological detection

A major challenge in the synthesis of nanotube or nanowire sensors is to impart selective analyte binding through means other than covalent linkages, which compromise electronic and optical properties. We synthesized a 3,4-diaminophenyl-functionalized dextran (DAP-dex) wrapping for single-walled car...

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Veröffentlicht in:Nature chemistry 2009-09, Vol.1 (6), p.473-481
Hauptverfasser: Strano, Michael S, Kim, Jong-Ho, Heller, Daniel A, Jin, Hong, Barone, Paul W, Song, Changsik, Zhang, Jingqing, Trudel, Laura J, Wogan, Gerald N, Tannenbaum, Steven R
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container_end_page 481
container_issue 6
container_start_page 473
container_title Nature chemistry
container_volume 1
creator Strano, Michael S
Kim, Jong-Ho
Heller, Daniel A
Jin, Hong
Barone, Paul W
Song, Changsik
Zhang, Jingqing
Trudel, Laura J
Wogan, Gerald N
Tannenbaum, Steven R
description A major challenge in the synthesis of nanotube or nanowire sensors is to impart selective analyte binding through means other than covalent linkages, which compromise electronic and optical properties. We synthesized a 3,4-diaminophenyl-functionalized dextran (DAP-dex) wrapping for single-walled carbon nanotubes (SWNTs) that imparts rapid and selective fluorescence detection of nitric oxide (NO), a messenger for biological signalling. The near-infrared (nIR) fluorescence of SWNT DAP-dex is immediately and directly bleached by NO, but not by other reactive nitrogen and oxygen species. This bleaching is reversible and shown to be caused by electron transfer from the top of the valence band of the SWNT to the lowest unoccupied molecular orbital of NO. The resulting optical sensor is capable of real-time and spatially resolved detection of NO produced by stimulating NO synthase in macrophage cells. We also demonstrate the potential of the optical sensor for in vivo detection of NO in a mouse model. Single-walled carbon nanotubes wrapped with a carbohydrate-based polymer bearing diaminophenyl groups can be used to detect nitric oxide (NO) — an important messenger molecule for biological signalling. These polymer–nanotube hybrids are capable of real-time and spatially resolved sensing of NO in living cells, and could ultimately prove useful for in vivo detection.
doi_str_mv 10.1038/nchem.332
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subjects Analytical Chemistry
Animals
Biochemistry
Bioengineering
Bleaching
Carbon
Cell Line
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Electrons
Engineering
Fluorescence
Fluorescent Dyes - analysis
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Inorganic Chemistry
Luminescent Measurements - methods
Macrophages - chemistry
Mice
Molecular Structure
Nanotechnology
Nanotubes, Carbon - chemistry
Nitric oxide
Nitric Oxide - analysis
Nitrogen
Optical properties
Organic Chemistry
Physical Chemistry
Sensors
Stereoisomerism
title The rational design of nitric oxide selectivity in single-walled carbon nanotube near-infrared fluorescence sensors for biological detection
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