Helical polymer carrying helical grafts from peptide-based acetylene macromonomers: synthesis.
N-Propargylamide-terminated peptide-based macromonomers with a degree of polymerization ranging from 4 to 40 were synthesized by the polymerization of gamma-benzyl and gamma-stearyl-L-glutamate-N-carboxy anhydrides initiated with propargylamine. The macromonomers took an alpha-helical structure, which was confirmed by signals at 208 and 220 nm in CD spectra. The macromonomers were subjected to polymerization and copolymerization with an alanine-derived N-propargylamide [N-(tert-butoxycarbonyl)-L-alanine-N'-propargylamide] catalyzed with (2,5-norbornadiene)Rh+[eta6-C6H5B- (C6H5)3]. It was confirmed through a CD spectroscopic study that the copolymer obtained from the copolymerization of the gamma-stearyl-L-glutamate-based macromonomer with the alanine-derived N-propargylamide had a helical polyacetylene main chain and helical polypeptide side chains.
Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan. sanda@adv.polym.kyoto-u.ac.jp
Fumio
F
Sanda
Guangzheng
G
Gao
Toshio
T
Masuda
D000114:Acetylene / Q000737:chemistry*; D000409:Alanine / Q000737:chemistry; D000812:Anhydrides / Q000737:chemistry; D002942:Circular Dichroism; D018698:Glutamic Acid / Q000737:chemistry; D008752:Methylene Chloride; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis*; D011437:Propylamines / Q000737:chemistry; D012997:Solvents
D000812:Anhydrides; D010455:Peptides; D011108:Polymers; D011437:Propylamines; D012997:Solvents; C009054:propargylamine; D018698:Glutamic Acid; D008752:Methylene Chloride; D010293:Pargyline; D000114:Acetylene; D000409:Alanine