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General Method to Increase Carboxylic Acid Content on Nanodiamonds. | LitMetric

General Method to Increase Carboxylic Acid Content on Nanodiamonds.

Molecules

Laboratory of Single Molecule Biophysics, National Heart Lung and Blood Institute, National Institutes of Health, Building 50, Room 2134, Bethesda, MD 20892, USA.

Published: January 2022

AI Article Synopsis

  • Carboxylic acids are important in attaching to carbon nanoparticles, but traditional methods also create unwanted oxygen groups.
  • A new method enhances carboxylic acid levels on fluorescent nanodiamond surfaces by selectively reducing the extra oxygen groups to alcohols before converting them back to acids.
  • This process improves the consistency of the nanodiamonds and allows them to effectively function as single-molecule fluorescence and optical trapping tools, particularly with biotin attachments.

Article Abstract

Carboxylic acid is a commonly utilized functional group for covalent surface conjugation of carbon nanoparticles that is typically generated by acid oxidation. However, acid oxidation generates additional oxygen containing groups, including epoxides, ketones, aldehydes, lactones, and alcohols. We present a method to specifically enrich the carboxylic acid content on fluorescent nanodiamond (FND) surfaces. Lithium aluminum hydride is used to reduce oxygen containing surface groups to alcohols. The alcohols are then converted to carboxylic acids through a rhodium (II) acetate catalyzed carbene insertion reaction with -butyl diazoacetate and subsequent ester cleavage with trifluoroacetic acid. This carboxylic acid enrichment process significantly enhanced nanodiamond homogeneity and improved the efficiency of functionalizing the FND surface. Biotin functionalized fluorescent nanodiamonds were demonstrated to be robust and stable single-molecule fluorescence and optical trapping probes.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838522PMC
http://dx.doi.org/10.3390/molecules27030736DOI Listing

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