title: Total synthesis and stereochemical reassignment of tasiamide.
abstract: The total synthesis of a marine acyclic peptide tasiamide and three diastereomers was reported for the first time. The synthesis has led to a reassignment of the N(alpha)-Me-L-Gln of tasiamide to be N(alpha)-Me-D-Gln, which was supported by 1H NMR, 13C NMR, COSY, HMQC, HMBC, and optical rotation.
authors.affiliation: Key laboratory of Marine Drugs, the Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, China.
authors.forename: Zhen-Hua
authors.initials: ZH
authors.lastname: Ma
authors.forename: Ni
authors.initials: N
authors.lastname: Song
authors.forename: Chun-Xia
authors.initials: CX
authors.lastname: Li
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.forename: Peng
authors.initials: P
authors.lastname: Wang
authors.forename: Ying-Xia
authors.initials: YX
authors.lastname: Li
mesh_terms: D000458:Cyanobacteria / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D009842:Oligopeptides; C470799:tasiamide