| Synthesis and application of carbohydrate-derived morpholine amino acids. | |
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MedLine Citation:
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PMID: 15549804 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The synthesis of series of diversely functionalized epsilon-morpholine amino acids (MAAs, 5a-h) starting from an epsilon-sugar amino acid and following a two-step oxidative glycol cleavage/reductive amination strategy, is described. In an alternative synthetic scheme, diastereoisomerically pure delta-MAAs (12a,b) were obtained. Oligopeptides containing MAAs were prepared either by direct incorporation of a MAA building block or by subjecting a fully assembled SAA-containing peptide to the two-step glycol cleavage/reductive amination procedure. |
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Authors:
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Gijsbert M Grotenbreg; Alphert E Christina; Annelies E M Buizert; Gijsbert A van der Marel; Herman S Overkleeft; Mark Overhand |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 69 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2004 Nov |
Date Detail:
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Created Date: 2004-11-19 Completed Date: 2005-01-13 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 8331-9 Citation Subset: IM |
Affiliation:
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Leiden Institute of Chemistry, Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acids
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chemical synthesis*,
chemistry Carbohydrates / chemical synthesis, chemistry* Molecular Conformation Morpholines / chemical synthesis, chemistry* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Carbohydrates; 0/Morpholines |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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