Synthesis and Application of Glycopeptide and Glycoprotein Mimetics

Specker, Daniel; Wittmann, Valentin

Synthesis and Application of Glycopeptide and Glycoprotein Mimetics

Dateien

Synthesis_and_application_2006.pdfGröße: 1.39 MBDownloads: 1187

Datum

2007

Autor:innen

Specker, Daniel

Wittmann, Valentin

Open Access-Veröffentlichung

Open Access Green

Sammlungen

Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Topics in Current Chemistry. 2007, 267, pp. 65-107. Available under: doi: 10.1007/128_2006_104

Zusammenfassung

Glycosylation of proteins is the most complex form of posttranslational modification. Glycan chains of glycoproteins are involved in numerous biological recognition events, such as protein folding, cell cell communication and adhesion, cell growth and differentiation, as well as bacterial and viral infection. As an alternative to glycoprotein synthesis, approaches to the construction of glycopeptide and glycoprotein mimetics have been developed. These so-called neoglycopeptides and neoglycoproteins, respectively, provide insight on the importance of distinct structural elements on biological activity. Furthermore, they may have improved properties, such as increased stability in the case of S- and C-glycopeptides. This article summarizes recent progress in the field of synthetic glycosylated amino acids, peptides, and proteins with non-natural structural elements with a focus on the carbohydrate peptide linkage. Linear and convergent approaches are discussed. Application of chemoselective ligation reactions provides access to pure glycoforms of glycoprotein mimetics.

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Glycopeptides, Glycoproteins, Glycobiology, Neoglycoconjugates, Bioconjugation, Chemoselective ligation

Zitieren

ISO 690

SPECKER, Daniel, Valentin WITTMANN, 2007. Synthesis and Application of Glycopeptide and Glycoprotein Mimetics. In: Topics in Current Chemistry. 2007, 267, pp. 65-107. Available under: doi: 10.1007/128_2006_104

BibTex

@article{Specker2007Synth-9957,
  year={2007},
  doi={10.1007/128_2006_104},
  title={Synthesis and Application of Glycopeptide and Glycoprotein Mimetics},
  volume={267},
  journal={Topics in Current Chemistry},
  pages={65--107},
  author={Specker, Daniel and Wittmann, Valentin}
}

RDF

<rdf:RDF
    xmlns:dcterms="http://purl.org/dc/terms/"
    xmlns:dc="http://purl.org/dc/elements/1.1/"
    xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
    xmlns:bibo="http://purl.org/ontology/bibo/"
    xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
    xmlns:foaf="http://xmlns.com/foaf/0.1/"
    xmlns:void="http://rdfs.org/ns/void#"
    xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > 
  <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/9957">
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:15:34Z</dc:date>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/9957"/>
    <dcterms:abstract xml:lang="eng">Glycosylation of proteins is the most complex form of posttranslational modification. Glycan chains of glycoproteins are involved in numerous biological recognition events, such as protein folding, cell cell communication and adhesion, cell growth and differentiation, as well as bacterial and viral infection. As an alternative to glycoprotein synthesis, approaches to the construction of glycopeptide and glycoprotein mimetics have been developed. These so-called neoglycopeptides and neoglycoproteins, respectively, provide insight on the importance of distinct structural elements on biological activity. Furthermore, they may have improved properties, such as increased stability in the case of S- and C-glycopeptides. This article summarizes recent progress in the field of synthetic glycosylated amino acids, peptides, and proteins with non-natural structural elements with a focus on the carbohydrate peptide linkage. Linear and convergent approaches are discussed. Application of chemoselective ligation reactions provides access to pure glycoforms of glycoprotein mimetics.</dcterms:abstract>
    <dc:contributor>Wittmann, Valentin</dc:contributor>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9957/1/Synthesis_and_application_2006.pdf"/>
    <dc:rights>Attribution-NonCommercial-NoDerivs 2.0 Generic</dc:rights>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dcterms:bibliographicCitation>First publ. in: Topics in Current Chemistry 267 (2007), pp. 65-107</dcterms:bibliographicCitation>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:contributor>Specker, Daniel</dc:contributor>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9957/1/Synthesis_and_application_2006.pdf"/>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:issued>2007</dcterms:issued>
    <dc:creator>Specker, Daniel</dc:creator>
    <dc:creator>Wittmann, Valentin</dc:creator>
    <dc:language>eng</dc:language>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:15:34Z</dcterms:available>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:format>application/pdf</dc:format>
    <dcterms:title>Synthesis and Application of Glycopeptide and Glycoprotein Mimetics</dcterms:title>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc-nd/2.0/"/>
  </rdf:Description>
</rdf:RDF>

Universitätsbibliographie

Ja