Source:http://linkedlifedata.com/resource/pubmed/id/10425637
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
1999-11-22
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pubmed:abstractText |
A simple and efficient synthesis of novel 14-membered macrocycles from a resin-bound orthogonally protected lysine residue is described. Reductive alkylation of the lysine alpha-nitrogen introduces the first diversity element. Acylation of the resultant secondary amine with an Fmoc-amino acid introduces the second diversity element providing a resin-bound protected di-peptide precursor. Removal of the Fmoc-group is followed by acylation with a succinic anhydride to introduce the final diversity elements. Removal of the methyltrityl-group from the amino group followed by macrocyclization provides the desired macrocycles, after TFA cleavage, in excellent yield and purity.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:issn |
1381-1991
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
4
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
149-53
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pubmed:dateRevised |
2006-7-19
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pubmed:meshHeading |
pubmed-meshheading:10425637-Indicators and Reagents,
pubmed-meshheading:10425637-Magnetic Resonance Spectroscopy,
pubmed-meshheading:10425637-Models, Molecular,
pubmed-meshheading:10425637-Molecular Structure,
pubmed-meshheading:10425637-Oligonucleotides,
pubmed-meshheading:10425637-Peptides, Cyclic,
pubmed-meshheading:10425637-Spectrometry, Mass, Secondary Ion,
pubmed-meshheading:10425637-Structure-Activity Relationship
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pubmed:articleTitle |
The solid-phase synthesis of novel 14-membered macrocycles for high throughput screening.
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pubmed:affiliation |
Hoechst Marion Roussel, Inc., Raritan, NJ 08869, USA.
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pubmed:publicationType |
Journal Article
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