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Title: Covalent Surface Modification Effects on Single‐Walled Carbon Nanotubes for Targeted Sensing and Optical Imaging

Journal Article · · Advanced Functional Materials
ORCiD logo [1];  [1];  [1];  [1];  [2]
  1. Department of Chemical and Biomolecular Engineering University of California, Berkeley Berkeley CA 94720 USA
  2. Department of Chemical and Biomolecular Engineering University of California, Berkeley Berkeley CA 94720 USA, Chan‐Zuckerberg Biohub San Francisco CA 94158 USA, California Institute for Quantitative Biosciences (qb3) University of California, Berkeley Berkeley CA 94720 USA

Abstract Optical nanoscale technologies often implement covalent or noncovalent strategies for the modification of nanoparticles, whereby both functionalizations are leveraged for multimodal applications but can affect the intrinsic fluorescence of nanoparticles. Specifically, single‐walled carbon nanotubes (SWCNTs) can enable real‐time imaging and cellular delivery; however, the introduction of covalent SWCNT sidewall functionalizations often attenuates SWCNT fluorescence. Recent advances in SWCNT covalent functionalization chemistries preserve the SWCNT's pristine graphitic lattice and intrinsic fluorescence, and here, such covalently functionalized SWCNTs maintain intrinsic fluorescence‐based molecular recognition of neurotransmitter and protein analytes. The covalently modified SWCNT nanosensor preserves its fluorescence response towards its analyte for certain nanosensors, presumably dependent on the intermolecular interactions between SWCNTs or the steric hindrance introduced by the covalent functionalization that hinders noncovalent interactions with the SWCNT surface. These SWCNT nanosensors are further functionalized via their covalent handles with a targeting ligand, biotin, to self‐assemble on passivated microscopy slides, and these dual‐functionalized SWCNT materials are explored for future use in multiplexed sensing and imaging applications.

Sponsoring Organization:
USDOE
Grant/Contract Number:
DE‐AC02‐05CH11231
OSTI ID:
1602907
Journal Information:
Advanced Functional Materials, Journal Name: Advanced Functional Materials Vol. 30 Journal Issue: 17; ISSN 1616-301X
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Germany
Language:
English
Citation Metrics:
Cited by: 33 works
Citation information provided by
Web of Science

References (42)

Controlled Formation of Carbon Nanotube Junctions via Linker-Induced Assembly in Aqueous Solution journal May 2013
Single-molecule detection of protein efflux from microorganisms using fluorescent single-walled carbon nanotube sensor arrays journal January 2017
A carbon nanotube reporter of microRNA hybridization events in vivo journal March 2017
Nanobody-Conjugated Nanotubes for Targeted Near-Infrared In Vivo Imaging and Sensing journal July 2019
Dual Near-Infrared Two-Photon Microscopy for Deep-Tissue Dopamine Nanosensor Imaging journal August 2017
Electrostatic Assemblies of Single-Walled Carbon Nanotubes and Sequence-Tunable Peptoid Polymers Detect a Lectin Protein and Its Target Sugars journal April 2019
Near-infrared fluorescence: application to in vivo molecular imaging journal February 2010
Self-Assembly of Lipids and Single-Walled Carbon Nanotubes: Effects of Lipid Structure and PEGylation journal April 2012
Structure-Assigned Optical Spectra of Single-Walled Carbon Nanotubes journal November 2002
Molecularly Tunable Fluorescent Quantum Defects journal May 2016
Site-Specific One-to-One Click Coupling of Single Proteins to Individual Carbon Nanotubes: A Single-Molecule Approach journal November 2017
Insulin Detection Using a Corona Phase Molecular Recognition Site on Single-Walled Carbon Nanotubes journal February 2018
Recombinant NeutraLite Avidin: a non-glycosylated, acidic mutant of chicken avidin that exhibits high affinity for biotin and low non-specific binding properties journal February 2000
Functional Covalent Chemistry of Carbon Nanotube Surfaces journal February 2009
Advances in nanomaterials for brain microscopy journal August 2018
Functionalized Single-Walled Carbon Nanotubes as Rationally Designed Vehicles for Tumor-Targeted Drug Delivery journal December 2008
Control of the Near Infrared Photoluminescence of Locally Functionalized Single-Walled Carbon Nanotubes via Doping by Azacrown-Ether Modification journal June 2018
Through-skull fluorescence imaging of the brain in a new near-infrared window journal August 2014
Preserving π-conjugation in covalently functionalized carbon nanotubes for optoelectronic applications journal January 2017
Shortwave infrared fluorescence imaging with the clinically approved near-infrared dye indocyanine green journal April 2018
Impact of Redox-Active Molecules on the Fluorescence of Polymer-Wrapped Carbon Nanotubes journal January 2016
One-Pot, Large-Scale Synthesis of Organic Color Center-Tailored Semiconducting Carbon Nanotubes journal July 2019
Photoswitchable single-walled carbon nanotubes for super-resolution microscopy in the near-infrared journal September 2019
The role of surface charge in cellular uptake and cytotoxicity of medical nanoparticles journal November 2012
Thermal Stability and Reducibility of Oxygen-Containing Functional Groups on Multiwalled Carbon Nanotube Surfaces: A Quantitative High-Resolution XPS and TPD/TPR Study journal October 2008
Protein-targeted corona phase molecular recognition journal January 2016
In vivo biosensing via tissue-localizable near-infrared-fluorescent single-walled carbon nanotubes journal November 2013
A Ratiometric Sensor Using Single Chirality Near-Infrared Fluorescent Carbon Nanotubes: Application to In Vivo Monitoring journal May 2015
A Low Energy Route to DNA-Wrapped Carbon Nanotubes via Replacement of Bile Salt Surfactants journal September 2017
The unique role of nanoparticles in nanomedicine: imaging, drug delivery and therapy journal January 2012
Noninvasive ovarian cancer biomarker detection via an optical nanosensor implant journal April 2018
Molecular recognition using corona phase complexes made of synthetic polymers adsorbed on carbon nanotubes journal November 2013
Direct visualization of ligand-protein interactions using atomic force microscopy journal April 2002
Single walled carbon nanotubes as drug delivery vehicles: Targeting doxorubicin to tumors journal February 2012
Advances in the clinical translation of nanotechnology journal August 2017
A high-performance VEGF aptamer functionalized polypyrrole nanotube biosensor journal June 2010
Covalent Surface Chemistry of Single-Walled Carbon Nanotubes journal January 2005
Ultralarge Modulation of Fluorescence by Neuromodulators in Carbon Nanotubes Functionalized with Self-Assembled Oligonucleotide Rings journal October 2018
High aspect ratio nanomaterials enable delivery of functional genetic material without DNA integration in mature plants journal February 2019
Neurotransmitter Detection Using Corona Phase Molecular Recognition on Fluorescent Single-Walled Carbon Nanotube Sensors journal January 2014
Molecular dynamics study of dipalmitoylphosphatidylcholine lipid layer self-assembly onto a single-walled carbon nanotube journal December 2009
Imaging striatal dopamine release using a nongenetically encoded near infrared fluorescent catecholamine nanosensor journal July 2019