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Synthesis and stereochemical assignment of brasilibactin A.
|Publication Type||Journal Article|
|Authors||Mitchell, JM, and Shaw JT|
|Abstract||[structure: see text] Brasilibactin A, a naturally occurring siderophore related to the mycobactins, has been synthesized in six steps. Use of asymmetric titanium-mediated aldol reactions allowed the preparation of both diastereomers from a common synthetic intermediate, thus allowing the relative stereochemistry of the natural product to be assigned. Brasilibactin A exhibits no inhibition of histone deacetylases (HDACs) in spite of the N-formyl-N-hydroxy lysine moiety that is expected to affect the activity of these metal-dependent lysine-modifying enzymes.|
|Year of Publication||2007|
|Date Published (YYYY/MM/DD)||2007/04/26|