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Quantum Defects as a Toolbox for the Covalent Functionalization of Carbon Nanotubes with Peptides and Proteins

Florian A. Mann, Niklas Herrmann, Felipe Opazo, Sebastian Kruss

2020Angewandte Chemie International Edition92 citationsDOIOpen Access PDF

Abstract

Abstract Single‐walled carbon nanotubes (SWCNTs) are a 1D nanomaterial that shows fluorescence in the near‐infrared (NIR, >800 nm). In the past, covalent chemistry was less explored to functionalize SWCNTs as it impairs NIR emission. However, certain sp 3 defects (quantum defects) in the carbon lattice have emerged that preserve NIR fluorescence and even introduce a new, red‐shifted emission peak. Here, we report on quantum defects, introduced using light‐driven diazonium chemistry, that serve as anchor points for peptides and proteins. We show that maleimide anchors allow conjugation of cysteine‐containing proteins such as a GFP‐binding nanobody. In addition, an Fmoc‐protected phenylalanine defect serves as a starting point for conjugation of visible fluorophores to create multicolor SWCNTs and in situ peptide synthesis directly on the nanotube. Therefore, these quantum defects are a versatile platform to tailor both the nanotube's photophysical properties as well as their surface chemistry.

Topics & Concepts

Carbon nanotubeCovalent bondNanomaterialsFluorescenceSurface modificationMaleimideNanotechnologyChemistryQuantum dotPeptideMaterials sciencePhotochemistryCombinatorial chemistryOrganic chemistryPhysical chemistryBiochemistryPhysicsQuantum mechanicsCarbon Nanotubes in CompositesGraphene research and applicationsFullerene Chemistry and Applications
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