title: Controlled synthesis of phosphorylcholine derivatives of poly(serine) and poly(homoserine).
abstract: We report methods for the synthesis of polypeptides that are fully functionalized with desirable phosphorylcholine, PC, groups. Because of the inherent challenges in the direct incorporation of the PC group into α-amino acid N-carboxyanhydride (NCA) monomers, we developed a synthetic approach that combined functional NCA polymerization with efficient postpolymerization modification. While poly(L-phosphorylcholine serine) was found to be unstable upon synthesis, we successfully prepared poly(L-phosphorylcholine homoserine) with controlled chain lengths and found these to be water-soluble with disordered chain conformations.
authors: †Department of Chemistry and Biochemistry and ‡Department of Bioengineering, University of California, Los Angeles, California 90095, United States.
authors: Ilya
authors: I
authors: Yakovlev
authors: †Department of Chemistry and Biochemistry and ‡Department of Bioengineering, University of California, Los Angeles, California 90095, United States.
authors: Timothy J
authors: TJ
authors: Deming
mesh_terms: D006714:Homoserine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D010767:Phosphorylcholine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D058105:Polymerization; D012694:Serine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
chemical_list: D010455:Peptides; D010767:Phosphorylcholine; D012694:Serine; D006714:Homoserine