TY - JOUR
T1 - A hydrogen sulfide triggered self-immolative fluorescent probe for lysosome labeling in live cells
AU - Velusamy, Nithya
AU - Thirumalaivasan, Natesan
AU - Bobba, Kondapa Naidu
AU - Wu, Shu-Pao
AU - Bhuniya, Sankarprasad
N1 - Publisher Copyright:
© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
PY - 2018
Y1 - 2018
N2 - We developed a naphthalimide-based, lysosome-targeting, and self-immolative fluorescent probe for H2S detection. Probe LS-1 comprises a 2-formylbenzoate derivative of the 1,8-naphthalimide fluorophore. H2S forms a thiohemiacetal intermediate by reacting with the formyl group of the 2-formylbenzoate derivative, which subsequently undergoes intramolecular cyclization with the ester moiety to generate a free naphthalimide fluorophore (FL-1). The UV-vis absorbance (λabs) value of probe LS-1 at 450 nm increased in the presence of H2S. Similarly, with increasing H2S concentrations, the emission band (λem) centered at 560 nm increased gradually. The probe was found to be highly sensitive and chemoselective towards H2S compared with other biological analytes. Probe LS-1 was nontoxic and very stable across the physiological pH range. The probe LS-1 enables the detection of intracellular endogenous H2S formation in HT29 cells in lysosomes.
AB - We developed a naphthalimide-based, lysosome-targeting, and self-immolative fluorescent probe for H2S detection. Probe LS-1 comprises a 2-formylbenzoate derivative of the 1,8-naphthalimide fluorophore. H2S forms a thiohemiacetal intermediate by reacting with the formyl group of the 2-formylbenzoate derivative, which subsequently undergoes intramolecular cyclization with the ester moiety to generate a free naphthalimide fluorophore (FL-1). The UV-vis absorbance (λabs) value of probe LS-1 at 450 nm increased in the presence of H2S. Similarly, with increasing H2S concentrations, the emission band (λem) centered at 560 nm increased gradually. The probe was found to be highly sensitive and chemoselective towards H2S compared with other biological analytes. Probe LS-1 was nontoxic and very stable across the physiological pH range. The probe LS-1 enables the detection of intracellular endogenous H2S formation in HT29 cells in lysosomes.
UR - http://www.scopus.com/inward/record.url?scp=85041340908&partnerID=8YFLogxK
U2 - 10.1039/c7nj04119e
DO - 10.1039/c7nj04119e
M3 - Article
AN - SCOPUS:85041340908
SN - 1144-0546
VL - 42
SP - 1590
EP - 1594
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 3
ER -