Synthesis of a plasmenylethanolamine.

A concise synthesis of a plasmenylethanolamine (PlsEtn-[16:0/18:1 n-9]), known as antioxidative phospholipids commonly found in cell membranes, has been achieved from an optically active known diol through 8 steps. The key transformations for the synthesis of PlsEtn-[16:0/18:1 n-9] are (1) regio- and Z-selective vinyl ether formation via the alkylation of a lithioalkoxy allyl intermediate with an alkyl iodide, and (2) a one-pot phosphite esterification-oxidation sequence to construct the ethanolamine phosphonate moiety in the presence of the vinyl ether functionality. The piperidine salt of synthetic PlsEtn-[16:0/18:1 n-9] was desalinated through reversed-phase high-performance liquid chromatography purification.

A C-substituted cyclotriveratrylene derivative with 8-quinolinyl groups as a fluorescence-enhanced probe for the sensing of Cu ions.

C 3-Substituted cyclotriveratrylene (CTV) derivatives were considered suitable candidates for recognition compounds due to their unique structures. In this study, a C3-substituted CTV derivative with three fluorogenic 8-quinolinyl groups (1) was designed and prepared as a fluorescent probe. The synthesized CTV derivative 1 exhibited a selective response of fluorescence enhancement toward Cu2+ ions among the examined cations.

Bis(1-pyrenylmethyl)-2-benzyl-2-methyl-malonate as a Cu Ion-Selective Fluoroionophore.

A new malonate possessing two pyrene moieties was synthesized as a fluoroionophore, and its structure and fluorescence spectroscopic properties were investigated. When excited at 344 nm in acetonitrile/chloroform (9:1, /), the synthesized bispyrenyl malonate has the fluorescence of intramolecular excimer (λ = 467 nm) emissions and not a pyrene monomer emission (λ = 394 nm). A large absolute fluorescence quantum yield was obtained in the solid state (Φ = 0.