Modified norcyanines enable ratiometric pH imaging beyond 1000 nm.
Biosens Bioelectron
; 217: 114610, 2022 Dec 01.
Article
in En
| MEDLINE
| ID: mdl-36137483
Activatable fluorophores with emission beyond 1000 nm have the potential to enable high contrast imaging in complex in vivo settings. However, there are few scaffolds that can be applied to this challenge. Here we detail the synthesis and evaluation of benzo[c,d]indole-substituted norcyanines that enable pH responsive fluorescence imaging in the long wavelength (>1150 nm) range. A key component of our molecular design is the installation of a hydrophilic substituted quaternary amine in the central dihydropyridine ring system. A compound with a C4'-phenyl substituent, but not the C4'-protio homologue, exhibits absorbance maxima of 740 nm and 1130 nm in basic and acidic media, respectively, with evidence of J-aggregate-like properties. These two distinct absorbances enabled ratiometric imaging of probe internalization in a tumor model. Overall, these studies provide a new class of activatable long-wavelength responsive fluorophores with promising photophysical properties.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Dihydropyridines
/
Biosensing Techniques
Language:
En
Journal:
Biosens Bioelectron
Journal subject:
BIOTECNOLOGIA
Year:
2022
Document type:
Article
Affiliation country:
United States
Country of publication:
United kingdom