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MDTEB, a new fluorescent label for carbohydrate nanomaterial in vivo studies

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Abstract

Typical studies of gastral toxicity of nanoparticles are conducted using radio labeling. This tends to be quite expensive and difficult owing to both the required protocols for working with these materials and also the expense of both the chemical reagents and dedicated instrumentation. A possible alternative is fluorescence labeling. Fluorescence is just as sensitive as scintillation, given that scintillation is itself a fluorescence measurement and subject to the same limitations. However, most fluorophores are sensitive to changes in pH and hydrolysis reactions present in most mammalian digestive tracts. Here we report the synthesis of a new pH insensitive and hydrolitically stable fluorophore, 10-(4-(3,5-dichlorophenoxy)phenyl)-2,8-diethyl-5,5-difluoro-1,3,7,9-tetramethyl-5 H-4l4,5l4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinine (mDTEB). This fluorophore is based on the high quantum yield Boron-dipyrromethene (BODIPY) fluorescent center and is equipped with a reactive handle for convenient attachment to polysaccharides. We validate its effectiveness by labelling cellulose nano fibers (CNFs) to produce homogeneously labelled bright nanofibrils for toxicity studies.

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The work was done under the auspices of NIST. No external funding contributed to this specfic work.

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Correspondence to Jeffrey W. Gilman.

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Official contribution of the National Institute of Standards and Technology (NIST); not subject to copyright in the United States. Description of commercial products herein is for information only; it does not imply recommendation or endorsement by NIST.

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Woodcock, J.W., Fox, D.M., Patel, I. et al. MDTEB, a new fluorescent label for carbohydrate nanomaterial in vivo studies. Cellulose 30, 6099–6107 (2023). https://doi.org/10.1007/s10570-023-05152-5

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  • DOI: https://doi.org/10.1007/s10570-023-05152-5

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