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Title: Chemiluminescent Probes for Activity-Based Sensing of Formaldehyde Released from Folate Degradation in Living Mice.

Authors: Bruemmer, Kevin J; Green, Ori; Su, Timothy A; Shabat, Doron; Chang, Christopher J

Published In Angew Chem Int Ed Engl, (2018 06 18)

Abstract: Formaldehyde (FA) is a common environmental toxin that is also produced naturally in the body through a wide range of metabolic and epigenetic processes, motivating the development of new technologies to monitor this reactive carbonyl species (RCS) in living systems. Herein, we report a pair of first-generation chemiluminescent probes for selective formaldehyde detection. Caging phenoxy-dioxetane scaffolds bearing different electron-withdrawing groups with a general 2-aza-Cope reactive formaldehyde trigger provides chemiluminescent formaldehyde probes 540 and 700 (CFAP540 and CFAP700) for visible and near-IR detection of FA in living cells and mice, respectively. In particular, CFAP700 is capable of visualizing FA release derived from endogenous folate metabolism, providing a starting point for the use of CFAPs and related chemical tools to probe FA physiology and pathology, as well as for the development of a broader palette of chemiluminescent activity-based sensing (ABS) probes that can be employed from in vitro biochemical to cell to animal models.

PubMed ID: 29635731 Exiting the NIEHS site

MeSH Terms: Animals; Folic Acid/metabolism*; Formaldehyde/analysis*; HEK293 Cells; Humans; Luminescence; Mice; Molecular Probes/chemistry*; Spectroscopy, Near-Infrared

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