250215-07-7

Basic information

• Product Name: N₂-benzyloxycarbonyl-N₅-benzylidene-L-ornithine
• Synonyms: N₂-benzyloxycarbonyl-N₅-benzylidene-L-ornithine
• CAS NO: 250215-07-7
• Molecular Weight: 354.406
• Mol File: 250215-07-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N₂-benzyloxycarbonyl-N₅-benzylidene-L-ornithine(CAS DataBase Reference)
• NIST Chemistry Reference: N₂-benzyloxycarbonyl-N₅-benzylidene-L-ornithine(250215-07-7)
• EPA Substance Registry System: N₂-benzyloxycarbonyl-N₅-benzylidene-L-ornithine(250215-07-7)

Safety Data

• Hazardous Substances Data: 250215-07-7(Hazardous Substances Data)

Upstream product

• 2640-58-6 Nα-benzyloxycarbonyl-L-ornithine 
• 100-52-7 benzaldehyde 

Downstream Products

• 125049-95-8 α-N-Cbz-δ-N-(Benzyloxy)-D-cycloornithine 
• 250215-11-3 N²-benzyloxycarbonyl-N⁵-acetyl-N⁵-O-acetyl-L-ornithine 
• 250215-09-9 C₂₀H₂₂N₂O₅ 
• 762227-03-2 N²-benzyloxycarbonyl-N⁵-hydroxy-L-ornithine 
• 250215-08-8 N²-benzyloxycarbonyl-N⁵-(3-phenyloxaziridinyl)-L-ornithine 

Relevant articles and documents

BACTERIAL SIDEROPHORE GRAMIBACTIN

The invention relates to a peptide siderophore, comprising one or more N-nitroso-hydroxylamine ligands. In a preferred embodiment, the peptide siderophore comprises two side chains, each with a N-nitroso-hydroxylamine ligand, and a further side chain with one or more hydroxy carboxylic acid, hydroxamate, catecholate and/or salicylate ligands, wherein the siderophore is preferably cyclic. The invention further relates to a bacterial cell expressing a peptide siderophore of the invention and a composition comprising a peptide siderophore of the invention, for example in the form of its corresponding iron-complex, or bacteria of the invention. The invention further relates to a method for promoting plant growth, promoting root growth or development, improving stress tolerance in a plant and/or for increasing crop yields of a plant, and/or for delivering nitric oxide (NO) to a plant and/or for enhancing chlorophyll production in a plant by administering the peptide siderophore, bacteria expressing the peptide siderophore or a composition comprising the peptide siderophore to said plant.

Practical synthesis of hydroxamate-derived siderophore components by an indirect oxidation method and syntheses of a DIG-siderophore conjugate and a biotin-siderophore conjugate

A practical large-scale synthesis of hydroxamate-derived siderophore components (30 and 40) that utilizes an efficient indirect oxidation method is described and applied to the syntheses of nonradioactive labeled siderophores. Oxidation of imines derived from L-ornithine (17) and its tripeptide (19) afforded oxaziridines that were isomerized to stable nitrones (16 and 18). Acid-catalyzed hydrolysis of nitrones provided hydroxylamines that were converted to the desired hydroxamic acids (30 and 40) suitable for constructing siderophore-drug conjugates (2). The entire synthetic sequence required no chromatographic separation. DIG- and biotin-labeled ferrichrome analogues designed to detect and isolate ferrichrome receptors in various microbes were also synthesized.