554409-14-2Relevant articles and documents
Convergent Total Synthesis of the Siderophore Piscibactin as Its Ga3+Complex
De La Fuente, M. Carmen,Jiménez, Carlos,Rodríguez, Jaime,Segade, Yuri,Valderrama, Katherine
supporting information, p. 340 - 345 (2021/01/13)
The siderophore piscibactin is a key virulence factor involved in the iron uptake of pathogenic bacteria Photobacterium damselae subsp. piscicida and Vibrio anguillarum, responsible for the fish diseases photobacterioisis (pasteurellosis) and vibriosis, respectively. A convergent total synthesis of its Ga3+ complex using l-/d-cysteine as chiral agents and Meldrum's acid is described. A Staudinger reduction/Aza-Wittig process in the synthesis of the acid-sensitive β-hydroxy-2,4-disubstituted thiazoline moiety and the convenient protecting groups was a key step in this synthesis.
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
supporting information, p. 5820 - 5823 (2015/02/19)
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
Synthesis of fluorescent probes based on the pyochelin siderophore scaffold
Noel, Sabrina,Guillon, Laurent,Schalk, Isabelle J.,Mislin, Gaetan L. A.
supporting information; experimental part, p. 844 - 847 (2011/04/27)
Pyochelin is a siderophore common to several pathogenic bacterial strains. Two conjugates, 1 and 2, between the NBD (4-nitro-benzo[1,2,5]oxadiazole) fluorophore and an N3′′-functionalized pyochelin were synthesized. These fluorescent probes unexpectedly increased their fluorescence in an aqueous medium in the presence of iron(III) and were transported into bacterial cells.(Figure Presented)
