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Orthogonally Protected Sugar Diamino Acids as Building Blocks for Oligosaccharide Mimetics

Orthogonally Protected Sugar Diamino Acids as Building Blocks for Oligosaccharide Mimetics

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SICHERL, Frank, Valentin WITTMANN, 2004. Orthogonally Protected Sugar Diamino Acids as Building Blocks for Oligosaccharide Mimetics. In: CHOREV, Michael, ed. and others. Peptide revolution : genomics, proteomics & therapeutics : proceedings of the Eighteenth American Peptide Symposium, July 19 - 23, 2003, Boston, MA, U.S.A. San Diego:American Peptide Society, pp. 161-162. ISBN 0-9715560-1-6

@incollection{Sicherl2004Ortho-9918, title={Orthogonally Protected Sugar Diamino Acids as Building Blocks for Oligosaccharide Mimetics}, year={2004}, isbn={0-9715560-1-6}, address={San Diego}, publisher={American Peptide Society}, booktitle={Peptide revolution : genomics, proteomics & therapeutics : proceedings of the Eighteenth American Peptide Symposium, July 19 - 23, 2003, Boston, MA, U.S.A}, pages={161--162}, editor={Chorev, Michael}, author={Sicherl, Frank and Wittmann, Valentin} }

<rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:dcterms="http://purl.org/dc/terms/" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/9918"> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/9918"/> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:15:18Z</dcterms:available> <dcterms:title>Orthogonally Protected Sugar Diamino Acids as Building Blocks for Oligosaccharide Mimetics</dcterms:title> <dcterms:bibliographicCitation>First publ. in: Peptide Revolution: Genomics, Proteomics + Therapeutics / Michael Chorev (ed.). - Boston: American Peptide Society, 2003, pp. 161-162</dcterms:bibliographicCitation> <dc:format>application/pdf</dc:format> <dc:contributor>Wittmann, Valentin</dc:contributor> <dc:creator>Wittmann, Valentin</dc:creator> <dc:rights>deposit-license</dc:rights> <dc:contributor>Sicherl, Frank</dc:contributor> <dcterms:abstract xml:lang="eng">Sugar amino acids (SAAs) have received considerable interest as building blocks for oligosaccharide and peptide mimetics and as pharmacophor-presenting scaffolds. Used as monomers with a rigid pyran ring, functional pharmacophoric groups attached to the hydroxy, amino, and carboxyl groups can be presented in a distinct spatial arrangement following seminal studies by Hirschmann et al. Linear and cyclic oligomers of SAAs have been synthesized taking advantage of well-established peptide chemistry, and in certain cases adopting defined secondary structures. Branched structures employing sugar diamino acids, however, are not known. Here we introduce the protected derivative 1 of 2,6-diamino-2,6-dideoxy-β-Dglucopyranosyl carboxylic acid, the first example of a sugar diamino acid (SDA) amenable to solid-phase synthesis. Compared to SAAs, the additional amino group can be used to increase diversity by selective functionalization and to form branched oligomers. Oligomeric SDAs with unprotected amino groups, on the other hand, are potential aminoglycoside mimetics.</dcterms:abstract> <dc:creator>Sicherl, Frank</dc:creator> <dc:language>eng</dc:language> <dcterms:issued>2004</dcterms:issued> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:15:18Z</dc:date> <dcterms:rights rdf:resource="https://creativecommons.org/licenses/by-nc-nd/2.0/legalcode"/> </rdf:Description> </rdf:RDF>

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