Synthesis of Microcin SF608
- 7 June 2002
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 67 (14) , 4945-4950
- https://doi.org/10.1021/jo025709y
Abstract
The first total synthesis of aquatic peptide microcin SF608 is described. Coupling of l-Hpla with the dipeptide l-Phe-l-Choi followed by coupling with agmatine and a deprotection step gave microcin SF608. In addition, the levorotatory character of l-Hpla (5) was thoroughly established, and the conformational analysis of l-Choi containing peptides 1 and 8−10 was performed using NMR spectroscopy to examine the cis−trans isomer equilibrium of the l-Phe-l-Choi amide bond.Keywords
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