Fatty acid oxidation (FAO) produces the majority of ATP used to sustain the cardiac contractile work, while glycolysis is a secondary source of ATP under normal physiological conditions. FAO impairment has been reported in the advanced stages of Heart Failure (HF) and is strongly linked to disease progression and severity. Thus, from a clinical perspective, FAO dysregulation provides prognostic value for HF progression, whose assessment could be used to improve patients’ monitoring and therapy effectiveness. Positron emission tomography (PET) imaging represents a powerful tool for the assessment and quantification of metabolic pathways, in vivo. Several FAO PET tracers have been reported in the literature but none of them is in routine clinical use yet. Metabolically trapped tracers are particularly interesting, because they undergo FAO generating a radioactive metabolite, which is subsequently trapped in the mitochondria, thus providing a quantitative means of measuring FAO in vivo. Herein we describe the design, synthesis, tritium labelling and radiofluorination of 4,4,16‐trifluoro‐palmitate 1 as a novel potential metabolically trapped FAO tracer. Preliminary PET‐CT studies on [18F]1 in rats showed rapid blood clearance, good metabolic stability, confirmed using [3H]1 in vitro, and resistance towards defluorination. However cardiac uptake in rats was modest (0.24 ± 0.04% ID/g) and kinetic analysis showed reversible uptake, indicating that [18F]1 is not irreversibly trapped.