90195-00-9Relevant articles and documents
ANTIBACTERIAL SIDEROMYCINS
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Page/Page column 68, (2016/03/13)
A compound, comprising: an Fe(III)-binding and/or Fe(III)-bound siderophore; one or more optional linker covalently bound to the siderophore; and daptomycin covalently bound to the linker, or, if no linker is present, then to the siderophore; or pharmaceu
Siderophore Analogues. Synthesis and Chelating Properties of a New Macrocyclic Trishydroxamate Ligand
Esteves, M. Alexandra,Vaz, M. Candida T.,Goncalves, M. L. S. Simoes,Farkas, Etelka,Santos, M. Amelia
, p. 2565 - 2574 (2007/10/03)
A new iron(III)-specific ligand, 1,5,9-triazacyclododecane-N,N',N''-tris(N-methylacetohydroxamic acid) H3L, containing three hydroxamic acid groups as pendant arms on a macrocyclic triamine backbone, has been synthesized and characterized.Its acid-base an
Constituents of Microbial Iron Chelators. Alternate Syntheses of δ-N-Hydroxy-L-ornithine Derivatives and Applications to the Synthesis of Rhodotorulic Acid
Lee, Byung Hyun,Gerfen, Gary J.,Miller, Marvin J.
, p. 2418 - 2423 (2007/10/02)
δ-N-Hydroxy-L-ornithine derivatives, the key constituents of several microbial iron chelators, have been prepared from protected forms of L-glutamic acid.Reduction of α-tert-butyl N-Boc-glutamate (3) provided α-tert-butyl L-N-Boc-δ-hydroxynorvaline (4).Direct treatment of 4 with Cbz-O-benzylhydroxylamine (5) or trOC-O-benzylhydroxylamine (6) gave the protected δ-N-hydroxyornithine derivatives 7 and 8, respectively. δ-N-Deprotection followed by acetylation provided α-tert-butyl-L-N-Boc-δ-N-acetyl-δ-N-benzyloxyornithine (9).Appropriate α-amino and α-carboxyl deprotections of 8 and 9 provided derivatives of δ-N-hydroxy-L-ornithine suitable for the synthesis of rhodotorulic acid (24) by two routes.The first route employed conventional peptide synthesis methods.The second synthesis or rhodotorulic acid involved the direct dimerization of Leuch's anhydrides 25 and 26 derived from the δ-N-acetyl- and δ-N-trOC-δ-N-benzyloxyornithines 11 and 16.