Novel pyridoxal based molecular sensor for selective turn-on fluorescent switching functionality towards Zn(II) in live cells was written by Karthick, Kettalu Ananthan;Kaleeswari, Kalairajan;Uma Maheswari, C.;Sivaraman, Gandhi;Shankar, Bhaskaran;Tamilselvi, Arunachalam. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2022.Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride The following contents are mentioned in the article:
A new facile mol. sensor (HL), 4-((3-(cyclohexylamino)propylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol, constructed with pyridoxal moiety, selectively detects Zn2+ ion in solid and solution medium. The structure of this newly synthesized sensor is confirmed by single crystal X-ray diffraction study. The rapid selective fluorescence ′turn-on′ response of Zn2+ ion in aqueous ethanolic (9:1, volume/volume) HEPES buffer (pH = 7.0) medium was studied. The synthesized mol. sensor shows the lowest limit of detection (LOD) for Zn2+ ion (9.5850 ± 0.3835 nM). The sensing behavior of the mol. sensor towards Zn2+ can be ascribed to the formation of complex. D. functional theory (DFT) and time dependent d. functional theory (TD-DFT) calculations were carried out to support the proposed tetrahedral geometry of zinc(II) complex and to explore the electronic properties of HL and its zinc complex (ZnL2). The mol. sensor shows the practical application to detect zinc(II) qual. on TLC plate based test strips. In addition to that, it also gives insight into the design of protocols required for successful imaging of intracellular zinc(II) ions in HeLa cells. This study involved multiple reactions and reactants, such as 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride).
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts