Rhodamine based colorimetric and fluorescent probe for recognition of nucleoside polyphosphates through multi-hydrogen bond

• A novel rhodamine compound was synthesized and confirmed by single crystal.
• The compound contains the aminonaphthyridine as hydrogen bonding platform.
• The colorimetric and fluorescent responses toward ribonucleotide were achieved.
• Fluorescent imaging ribonucleotide in living cells was succeeded.

A novelty rhodamine B based chemosensor containing 2-amino-7-methyl-1, 8-naphthyridine moiety was designed and synthesized for colorimetric and fluorescent response on corresponding nucleoside polyphosphates through multi-hydrogen bond interaction in aqueous solution. The supramolecular recognition between the RBS and Cytidine-5′-diphosphate disodium hydrate (CDP) was investigated carefully: 1H nuclear magnetic resonance confirmed that the formation of multi-hydrogen bonds between naphthyridine moiety and the nucleoside base group could untie the spiro structure of RBS, and the ESI-MS spectra proved the formation of the 1:1 complexation species between RBS and CDP. The strong emission response of the RBS toward CDP and Adenosine-5′-triphosphate disodium trihydrate (ATP) ensures its application in living cells imaging.

New rhodamine compound containing 2-amino-7-methyl-1,8-naphthyridine hydrogen bonding trigger was achieved for sensing ribonucleotide polyphosphates and fluorescent imaging in cell.Figure optionsDownload as PowerPoint slide