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Enlarging the Stokes Shift by Weakening the π‐Conjugation of Cyanines for High Signal‐to‐Noise Ratiometric Imaging
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Enlarging the Stokes Shift by Weakening the π‐Conjugation of Cyanines for High Signal‐to‐Noise Ratiometric Imaging
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Journal Article
Enlarging the Stokes Shift by Weakening the π‐Conjugation of Cyanines for High Signal‐to‐Noise Ratiometric Imaging
2023
Overview
The signal‐to‐noise ratio (SNR) is one of the key features of a fluorescent probe and one that often defines its potential utility for in vivo labeling and analyte detection applications. Here, it is reported that introducing a pyridine group into traditional cyanine‐7 dyes in an asymmetric manner provides a series of tunable NIR fluorescent dyes (Cy‐Mu‐7) characterized by enhanced Stokes shifts (≈230 nm) compared to the parent cyanine 7 dye (<25 nm). The observed Stokes shift increase is ascribed to symmetry breaking of the Cy‐Mu‐7 core and a reduction in the extent of conjugation. The fluorescence signals of the Cy‐Mu‐7 dyes are enhanced upon confinement within the hydrophobic cavity of albumin or via spontaneous encapsulation within micelles in aqueous media. Utilizing the Cy‐Mu‐7, ultra‐fast in vivo kidney labeling in mice is realized, and it is found that the liver injury will aggravate the burden of kidney by monitoring the fluorescence intensity ratio of kidney to liver. In addition, Cy‐Mu‐7 could be used as efficient chemiluminescence resonance energy transfer acceptor for the reaction between H2O2 and bisoxalate. The potential utility of Cy‐Mu‐7 is illustrated via direct monitoring fluctuations in endogenous H2O2 levels in a mouse model to mimic emergency room trauma. In this work, it is shown that asymmetric introduction of a pyridine group into a cyanine‐7 core gives rise to a series of tunable NIR fluorescent dyes, Cy‐Mu‐7, characterized by large Stokes shifts (>200 nm) and high SNRs when used for in vivo imaging.
Publisher
John Wiley & Sons, Inc,John Wiley and Sons Inc,Wiley
