Dimerization and anion binding of a fluorescent phospholipid analogue.
A diarylacetylene fluorophore featuring spatially separated urea and phosphocholine (PC) groups forms a macrocyclic "head-to-tail" dimer stabilized by NH(urea)···OP(PC) hydrogen bonds. At concentrations above ~2 × 10(-5) M in CH(2)Cl(2), the emission intensity of the dimer is quenched by HCO(3)(-) and H(2)PO(4)(-) but not by Cl(-) and NO(3)(-). Under more dilute conditions, all four anions are bound unselectively with association constants on the order of 10(5) M(-1).
Department of Chemistry, Science and Technology Building, East Carolina University, Greenville, North Carolina 27858-4353, USA.
Danielle M
DM
Jessen
Ashley N
AN
Wercholuk
Ber
B
Xiong
Andrew L
AL
Sargent
William E
WE
Allen
D000838:Anions / Q000737:chemistry; D001639:Bicarbonates / Q000737:chemistry*; D019281:Dimerization; D005453:Fluorescence; D015394:Molecular Structure; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry; D010756:Phosphoric Acids / Q000737:chemistry*
D000838:Anions; D001639:Bicarbonates; D010743:Phospholipids; D010756:Phosphoric Acids; C030242:phosphoric acid