rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
14
|
pubmed:dateCreated |
2002-7-5
|
pubmed:abstractText |
The first total synthesis of exochelin MN is described along with rationally designed analogues. The required L-threo-beta-hydroxyamino acid components were constructed using either Sharpless asymmetric aminohydroxylation reactions or an aldol reaction of imidazolidinone 19. A new concise procedure for the preparation of the constituent six-membered cyclic hydroxamate was developed. In addition, a plausible mechanism for exochelin MN-mediated iron(III) transport was proposed. Biological studies of these compounds will be used to evaluate this hypothesis.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Jul
|
pubmed:issn |
0022-3263
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
12
|
pubmed:volume |
67
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
4759-70
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:12098286-Amino Acids,
pubmed-meshheading:12098286-Catalysis,
pubmed-meshheading:12098286-Chemistry, Organic,
pubmed-meshheading:12098286-Iron,
pubmed-meshheading:12098286-Mass Spectrometry,
pubmed-meshheading:12098286-Molecular Structure,
pubmed-meshheading:12098286-Mycobacterium,
pubmed-meshheading:12098286-Nuclear Magnetic Resonance, Biomolecular,
pubmed-meshheading:12098286-Peptides, Cyclic,
pubmed-meshheading:12098286-Siderophores,
pubmed-meshheading:12098286-Stereoisomerism
|
pubmed:year |
2002
|
pubmed:articleTitle |
Total synthesis of exochelin MN and analogues.
|
pubmed:affiliation |
Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, Indiana 46556-5670, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|