Recent progress in artificial receptors for phosphate anions in aqueous solution.
Phosphate esters exist ubiquitously in nature in the form of nucleoside phosphates (nucleotides) as components of RNA (or DNA), sugar nucleotides for glycosylation of oligosaccharides or proteins, activated form of proteins responding to extracellular signals, and chemical mediators playing central roles in intracellular signaling signals. Phosphorylation of anti-viral nucleoside analogues by intracellular kinases yields nucleoside phosphates (nucleotide) as biologically active forms as anti-viral agents. Development of artificial phosphate receptors would afford new methodologies for detection, separation, or transport of biologically important phosphates. Herein, a recent progress of artificial phosphate receptors is reviewed with special focus on macrocyclic polyamines and their metal complexes as a new prototype. In comparison to most of the previous artificial receptors (most of them are organic molecules), our system characteristically works in aqueous solution at neutral pH with extremely strong affinities with phosphate anions. Moreover, zinc(II)-macrocyclic tetraamine (cyclen) complexes were discovered to selectively bind thymine and uracil, so that nucleotides of these bases are specifically recognized by the bis(Zn2+-cyclen) complexes.
Aoki
Shin
S
Department of Medicinal Chemistry, Faculty of Medicine, Hiroshima University, Kasumi, Japan.
Kimura
Eiichi
E
D000838:Anions / Q000737:chemistry; D001665:Binding Sites; D008956:Models, Chemical; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D010710:Phosphates / Q000737:chemistry*; D011073:Polyamines / Q000737:chemistry*; D012996:Solutions; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D014867:Water / Q000737:chemistry; D015032:Zinc / Q000737:chemistry; D017967:Zinc Compounds / Q000737:chemistry*
D000838:Anions; D010710:Phosphates; D011073:Polyamines; D012996:Solutions; D017967:Zinc Compounds; D014867:Water; D015032:Zinc