| Diastereoselective synthesis and estimation of the conformational flexibility of 6-oxoperhydropyridazine-3-carboxylic acid derivatives. | |
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MedLine Citation:
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PMID: 11975529 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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alpha,beta-Didehydroglutamates have been diastereoselectively transformed into 6-oxoperhydropyridazine-3-carboxylic acid derivatives (OPCAs), which constitute a new class of cyclic amino acid derivatives. Acylation at N-1 renders dipeptides which show considerable conformational rigidity. Semiempirical calculations suggest that OPCAs might force peptide turns with different amplitudes depending on the substitution pattern and relative stereochemistry of the substituents of the pyridazinone ring. |
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Authors:
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Carlos Alvarez-Ibarra; Aurelio G Csákÿ; Cristina Gómez de la Oliva |
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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: 67 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2002 May |
Date Detail:
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Created Date: 2002-04-26 Completed Date: 2002-08-29 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: 2789-97 Citation Subset: IM |
Affiliation:
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Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, 28040-Madrid, Spain. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alkylation Amino Acids / chemistry* Carboxylic Acids / chemical synthesis* Catalysis Chemistry, Organic / methods Cyclization Dipeptides / chemistry* Esters / chemistry Glutamates / chemistry Mass Spectrometry Models, Molecular Molecular Structure Pyridazines / chemical synthesis* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Carboxylic Acids; 0/Dipeptides; 0/Esters; 0/Glutamates; 0/Pyridazines |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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