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Nonprotecting Group Synthesis of a Phospholipase C Activatable Probe with an Azo-Free Quencher
Author(s) -
Benjamin K. Liebov,
Alejandro D. Arroyo,
Natalia I. Rubtsova,
Sofya A. Osharovich,
Edward J. Delikatny,
Anatoliy V. Popov
Publication year - 2018
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b00635
Subject(s) - phosphatidylethanolamine , fluorescence , moiety , quenching (fluorescence) , chemistry , phosphatidylcholine , biophysics , biochemistry , phospholipid , stereochemistry , biology , physics , quantum mechanics , membrane
The near-infrared fluorescent activatable smart probe Pyro-phosphatidylethanolamine (PtdEtn)-QSY was synthesized and observed to selectively fluoresce in the presence of phosphatidylcholine-specific phospholipase C (PC-PLC). PC-PLC is an important biological target as it is known to be upregulated in a variety of cancers, including triple negative breast cancer. Pyro-PtdEtn-QSY features a QSY21 quenching moiety instead of the Black Hole Quencher-3 (BHQ-3) used previously because the latter contains an azo bond, which could lead to biological instability.

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