PUBLICATION

NIR-emitting styryl dyes with large Stokes' shifts for imaging application: From cellular plasma membrane, mitochondria to Zebrafish neuromast

Authors
Dahal, D., Ojha, K.R., Pokhrel, S., Paruchuri, S., Konopka, M., Liu, Q., Pang, Y.
ID
ZDB-PUB-210810-10
Date
2021
Source
Dyes and pigments : an international journal   194: (Journal)
Registered Authors
Liu, Qin
Keywords
ESIPT, fluorescence imaging, mitochondria, near-infrared, neuromast, plasma membrane
MeSH Terms
none
PubMed
34366501 Full text @ Dyes Pigm
Abstract
Near-infrared (NIR) emitting probes with very large Stokes' shifts play a crucial role in bioimaging applications, as the optical signals in this region exhibit high signal to background ratio and allow deeper tissue penetration. Herein we illustrate NIR-emitting probe 2 with very large Stokes' shifts (Δλ ≈ 260 - 272 nm) by integrating the excited-state intramolecular proton transfer (ESIPT) unit 2-(2'-hydroxyphenyl)benzoxazole (HBO) into a pyridinium derived cyanine. The ESIPT not only enhances the Stokes' shifts but also improves the quantum efficiency of the probe 2fl = 0.27 - 0.40 in DCM). The application of 2 in live cells imaging reveals that compound 2 stains mitochondria in eukaryotic cells, normal human lungs fibroblast (NHLF), Zebrafish's neuromast hair cells, and support cells, and inner plasma membrane in prokaryotic cells, Escherichia coli (E. coli).
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