## Abstract The first total synthesis of tasiamide B, an octapeptide bearing 4βaminoβ3βhydroxyβ5βphenylpentanoic acid unit isolated from the marine cyanobacteria __Symploca__ sp. is described. A simple and efficient way was found to avoid the pyroglutamylation of __N__^Ξ±^βMeβGln and led to a reassi
β¦ LIBER β¦
Total synthesis and stereochemical reassignment of tasiamide
β Scribed by Zhen-Hua Ma; Ni Song; Chun-Xia Li; Wei Zhang; Peng Wang; Ying-Xia Li
- Book ID
- 105359687
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 180 KB
- Volume
- 14
- Category
- Article
- ISSN
- 1075-2617
- DOI
- 10.1002/psc.1051
No coin nor oath required. For personal study only.
β¦ Synopsis
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^Ξ±^βMeβLβGln of tasiamide to be N^Ξ±^βMeβDβGln, which was supported by ^1^H NMR, ^13^C NMR, COSY, HMQC, HMBC, and optical rotation. Copyright Β© 2008 European Peptide Society and John Wiley & Sons, Ltd.
π SIMILAR VOLUMES
Total synthesis and stereochemical reass
β
Tiantian Sun; Wei Zhang; Chengli Zong; Peng Wang; Yingxia Li
π
Article
π
2010
π
John Wiley and Sons
π
English
β 287 KB
Total Synthesis and Stereochemical Reass
β
Willmen Youngsaye; Jasonβ
T. Lowe; Frauke Pohlki; Paul Ralifo; Jamesβ
S. Panek
π
Article
π
2007
π
John Wiley and Sons
π
English
β 451 KB
π 2 views
Total Synthesis and Stereochemical Reass
β
Willmen Youngsaye; Jasonβ
T. Lowe; Frauke Pohlki; Paul Ralifo; Jamesβ
S. Panek
π
Article
π
2007
π
John Wiley and Sons
π
English
β 451 KB
π 2 views
Total Synthesis and Stereochemical Reass
β
Oliver F. Jeker; Prof.β
Dr. Erick M. Carreira
π
Article
π
2012
π
John Wiley and Sons
π
English
β 393 KB
Total Synthesis and Stereochemical Reass
β
Paterson, Ian; Findlay, Alison D.; Florence, Gordon J.
π
Article
π
2006
π
American Chemical Society
π
English
β 112 KB
Total Synthesis and Stereochemical Reass
β
Lei, Honghui; Yan, Jialei; Yu, Jie; Liu, Yuqing; Wang, Zhuo; Xu, Zhengshuang; Ye
π
Article
π
2014
π
John Wiley and Sons
π
English
β 547 KB