338461-21-5Relevant academic research and scientific papers
A Short stereoselective synthesis of prepiscibactin using a SmI2-mediated reformatsky reaction and zn2+-induced asymmetric thiazolidine formation
Segade, Yuri,Montaos, Marcos A.,Rodrguez, Jaime,Jimnez, Carlos
, p. 5820 - 5823 (2014)
Prepiscibactin (1) is a possible intermediate in the biosynthesis of piscibactin, the siderophore responsible for the iron uptake of the bacterium Photobacterium damselae subsp. piscicida, the aethiological agent of fish pasteurellosis. Compound 1 was syn
Synthetic studies of thiazoline and thiazolidine-containing natural products. Part 3: Total synthesis and absolute configuration of the siderophore yersiniabactin
Ino, Akira,Murabayashi, Akira
, p. 1897 - 1902 (2007/10/03)
Total synthesis of yersiniabactin, a siderophore from cultures of the bacterium Yersinia enterocolitica, was accomplished. Chirality at the readily racemizable C-9 carbon was preserved during cyclization of β-hydroxythioamide by means of Burgess reagent leading to thiazoline. Based on its synthesis, the absolute configuration of natural yersiniabactin has been determined as 9R, 10RS, 12R, 13S and 19S.
