Synthesis of a novel ester analog of nucleic acids bearing a serine backbone.
A novel analog of nucleic acids bearing an optically active serine ester backbone, serine-based nucleobase-linked polyester (SNE), was synthesized. Monomers containing a thymine base were synthesized from L- and D-serines. Furthermore, reaction conditions were thoroughly examined for the ester bond formation by using a new phosphonium-type condensing reagent on a solid support without racemization. The release of the dimer from the resin was also investigated using a new type of linker, which could be cleaved under neutral conditions.
Murata
Asako
A
Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Bldg. 702, 5-1-5 Kashiwanoha, Kashiwa, Chiba 277-8562, Japan.
Wada
Takeshi
T
D002851:Chromatography, High Pressure Liquid; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009696:Nucleic Acids / Q000737:chemistry*; D011091:Polyesters / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry; D012694:Serine / Q000737:chemistry*
D004952:Esters; D009696:Nucleic Acids; D011091:Polyesters; D011804:Quinolines; D012694:Serine; C037219:quinoline