title: Crystal structure of ferric-yersiniabactin, a virulence factor of Yersinia pestis.
abstract: Yersiniabactin (Ybt), the siderophore produced by Yersinia pestis, has been crystallized successfully in the ferric complex form and the crystal structure has been determined. The crystals are orthorhombic with a space group of P2(1)2(1)2(1) and four distinct molecules per unit cell with cell dimensions of a=11.3271(+/-0.0003)A, b=22.3556(+/-0.0006)A, and c=39.8991(+/-0.0011)A. The crystal structure of ferric Ybt shows that the ferric ion is coordinated as a 1:1 complex by three nitrogen electron pairs and three negatively charged oxygen atoms with a distorted octahedral coordination. The molecule displays a Delta absolute configuration with chiral centers at N2, C9, C10, C12, C13, and C19 in R, R, R, R, S, S configurations, respectively. Few of the crystal structures of siderophores have been solved, and those which have been are of simple hydroxamate and catechol types such as ferrioxamine B and agrobactin. To our knowledge this is the first report of the ferric crystal structure of 5-member heterocycle siderophore.
authors.affiliation: Department of Chemistry, University of Kentucky Lexington, Chemistry-Physics Building, Room 104, Lexington, Kentucky 40506-0055, USA.
authors.forename: M Clarke
authors.initials: MC
authors.lastname: Miller
authors.forename: Sean
authors.initials: S
authors.lastname: Parkin
authors.forename: Jacqueline D
authors.initials: JD
authors.lastname: Fetherston
authors.forename: Robert D
authors.initials: RD
authors.lastname: Perry
authors.forename: Edward
authors.initials: E
authors.lastname: Demoll
mesh_terms: D003460:Crystallization; D018360:Crystallography, X-Ray; D005290:Ferric Compounds / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D013844:Thiazoles / Q000737:chemistry*; D037521:Virulence Factors / Q000737:chemistry*; D014961:X-Ray Diffraction; D015010:Yersinia pestis / Q000737:chemistry*
chemical_list: D005290:Ferric Compounds; D010636:Phenols; D013844:Thiazoles; D037521:Virulence Factors; C104398:yersiniabactin