ISSN:
0170-2041
Keywords:
Ornibactin
;
Siderophore
;
Iron complex
;
Gallium complex
;
Pseudomonas strain TVV 69
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
From a Pseudomonas strain novel hydroxamate/carboxylate siderophores were isolated which were named ornibactins representing the modified tetrapeptide L-Orn1(Nδ-OH,Nδ-acyl)-D-threo-Asp(β-OH)-L-Ser-L-Orn4(Nδ-OH,N δ-formyl)-1,4-diaminobutane. The side-chain amino function of Orn1(Nδ-OH,Nδ-acyl) is acylated by 3-hydroxyoctanoic acid in the most lipophilic component of the microheterogeneous siderophore mixture. The structure elucidation was based on GC amino acid analysis, GC-MS and electrospray mass spectrometry of the iron complex. The 3-hydroxyoctanoic acid and the primary sequence were established on the basis of 1H and inverse detected 13C two-dimensional NMR spectra (COSY, TOCSY, NOESY, HMQC, HMBC) of the gallium-ornibactin-F complex which allowed the complete assignment of all 1H and 13C signals.
Additional Material:
10 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199319930108
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