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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
20
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pubmed:dateCreated |
2004-9-16
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pubmed:abstractText |
Four new acinetoferrin homologues were synthesized using a modular synthetic approach. Two linear and two cyclic imide derivatives were generated and evaluated for growth stimulating behavior in Mycobacterium avium subsp paratuberculosis. The yield for the tandem coupling of a functionalized aminohydroxamic acid motif (2 equiv) to a tert-butyl citrate derivative was significantly improved using DCC and N-hydroxysuccinimide. (1)H NMR spectroscopy (CD(3)OD) provided a convenient method for monitoring the final imidization step in TFA using the doublet patterns between 2.5 and 3.06 ppm. New protocols demonstrated that only a 20% growth enhancement was observed with M. avium subsp. paratuberculosis using the imide of acinetoferrin. Last, a siderophore from Streptomyces pilosus, deferrioxamine B, was shown to cross-feed M. avium subsp. paratuberculosis with the same efficiency as the more costly, native chelator, mycobactin J.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
0022-2623
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
23
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pubmed:volume |
47
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4933-40
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pubmed:dateRevised |
2007-11-15
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pubmed:meshHeading |
pubmed-meshheading:15369397-Biochemistry,
pubmed-meshheading:15369397-Biological Transport,
pubmed-meshheading:15369397-Cell Division,
pubmed-meshheading:15369397-Citrates,
pubmed-meshheading:15369397-Deferoxamine,
pubmed-meshheading:15369397-Drug Evaluation, Preclinical,
pubmed-meshheading:15369397-Hydroxamic Acids,
pubmed-meshheading:15369397-Iron,
pubmed-meshheading:15369397-Iron Chelating Agents,
pubmed-meshheading:15369397-Magnetic Resonance Spectroscopy,
pubmed-meshheading:15369397-Mycobacterium,
pubmed-meshheading:15369397-Mycobacterium avium,
pubmed-meshheading:15369397-Mycobacterium avium subsp. paratuberculosis,
pubmed-meshheading:15369397-Oxazoles
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pubmed:year |
2004
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pubmed:articleTitle |
Synthesis and biological evaluation of new acinetoferrin homologues for use as iron transport probes in mycobacteria.
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pubmed:affiliation |
Department of Chemistry and Department of Molecular Biology and Microbiology, University of Central Florida, Orlando, Florida 32816-2366, USA.
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pubmed:publicationType |
Journal Article
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