Isolations and Structure Elucidations of Microcystin and Depsipeptides from Microcystis aeruginosa M.TY-1 / 銅綠微囊藻M.TY-1藻株之微囊藻毒與大環內酯肽化合物的提純與結構鑑定

碩士 / 國立中央大學 / 生命科學系 / 104 / Microcystis aeruginosa, a cyanbacteria, has been known rich in polypeptides nature products. In the past, our lab in NTU has been working on cultures of the toxic colones of this species and the structure identification of toxins isolated from these clones, and comparably less attentions on other natural products. This study continued the research of Yu, 2013 in recovering the bioactive micropeptin TY1042、TY1046 from the nontoxic fractions of M.TY-1, clone for Microcystin-LR production. Through the mass culture of this species in enriched medium, solvent extractions of the harvested cell masses, solvent partitions, fractionations of a flash column chromatography, and subsequent purifications of a high performance column chromatography (HPLC), we isolated five components. Four of them were identified by the comparisons of chramtographic data, 1D Nuclear Magnetic Resornance (NMR) spectra of previous studies as microcystin-LR, 3-demethylmicrocystin-LR, micropeptin TY1046, micropeptin TY1042 and the rest, micropeptin TY992, a new compound ever published. Structures of these compounds were further confirmed by 2D NMR, including HSQC, HMBC, and 1H-1H COSY where the advanced experiments were needed. We made some corrections on the micropeptin structures determined by Yu, 2013 and we also determined the stereochemistry of the chiral carbons of micropeptins by HPLC analysis of the chiral products from Marfey’s reaction of the mcropeptin hdrolysates through the collaboration with Tsao, 2015. These three micropeptins, namely TY992, TY1042, and TY1046 conatin different L-amino acid, leucine, tyrosine, p-hydroxy cyclohexenyl alanine (HcAla) respectively at the 5 position of their polypeptide chain.

Identiferoai:union.ndltd.org:TW/104NCU05105007
Date January 2016
CreatorsShiang-Ching Tzeng, 曾翔罄
Contributors周宏農
Source SetsNational Digital Library of Theses and Dissertations in Taiwan
Languagezh-TW
Detected LanguageEnglish
Type學位論文 ; thesis
Format88

Page generated in 0.0149 seconds