Takajo, Tokuko; Kurihara, Yoshinori; Iwase, Kodai; Miyake, Daiki; Tsuchida, Kazunori; Anzai, Kazunori published their research in Chemical & Pharmaceutical Bulletin on February 29 ,2020. The article was titled 《Basic investigations of singlet oxygen detection systems with ESR for the measurement of singlet oxygen quenching activities》.Reference of Triacetonamine The article contains the following contents:
Singlet oxygen (1O2) is highly oxidative and exerts strong cytotoxic effects. We tried to establish the best combination of a singlet oxygen generation system and a detection method with ESR, for measurement of the quenching activities of various substances. The photosensitizing reaction of rose bengal or thermal decomposition of 4-methyl-1,4-etheno-2,3-benzodioxin-1(4H)-propanoic acid (endoperoxide, EP) was used for the generation of 1O2, and a sterically hindered secondary amine, 2,2,6,6-tetramethyl-4-piperidone (TEMPD) or 2,2,6,6-tetramethyl-4-piperidinol (TEMP-OH), was used as the 1O2 detection probe. These secondary amines were oxidized by 1O2 to form stable nitroxide radicals, which were detectable by ESR. TEMPD was found to be readily oxidized by air, causing large background signals in comparison with TEMP-OH. The ESR signal obtained by the irradiation of rose bengal with visible light in the presence of TEMP-OH consisted of two kinds of nitroxide radical overlapping. In contrast, only a single nitroxide signal was observed when TEMP-OH was reacted with 1O2 generated from EP. Therefore, the best combination should be EP as the 1O2 generator and TEMP-OH as the detection probe. When using this combination, we found that the concentrations of some organic solvents such as DMSO and acetonitrile should be kept constant for reliable quantification, because the concentrations of organic solvents affect the ESR signal intensity. The results came from multiple reactions, including the reaction of Triacetonamine(cas: 826-36-8Reference of Triacetonamine)
Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Reference of Triacetonamine
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem