| Preparation of N-acetyl, tert-butyl amide derivatives of the 20 natural amino acids. | |
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MedLine Citation:
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PMID: 19333720 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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N-Acetyl-AA(amino acid)-NHtBu derivatives of all 20 naturally occurring amino acids have been synthesized. Syntheses were performed via solution-phase methodology with yields that allow for access to gram quantities of substrates, in most cases. Syntheses include the coupling of a hindered amine, tert-butylamine, with each amino acid, either directly or in two steps using an activated ester isolated as an intermediate. The introduction of protecting groups was necessary in some cases. The development of synthetic sequences to access challenging substrates, such as the one derived from asparagine, are discussed. |
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Authors:
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A R Ekkati; A A Campanali; A I Abouelatta; M Shamoun; S Kalapugama; M Kelley; Jeremy J Kodanko |
Publication Detail:
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Type: Journal Article Date: 2009-03-31 |
Journal Detail:
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Title: Amino acids Volume: 38 ISSN: 1438-2199 ISO Abbreviation: Amino Acids Publication Date: 2010 Mar |
Date Detail:
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Created Date: 2010-03-16 Completed Date: 2010-07-01 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9200312 Medline TA: Amino Acids Country: Austria |
Other Details:
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Languages: eng Pagination: 747-51 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Wayne State University, 5101 Cass Ave., Detroit, MI 48202, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acids
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chemical synthesis*,
chemistry* Butylamines / chemistry Oxidative Stress Proteins / chemistry Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Butylamines; 0/Proteins; 75-64-9/tert-butylamine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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