6533b831fe1ef96bd1299788
RESEARCH PRODUCT
Synthesis of the Glycopeptide Partial Sequence A80-A84 of Human Fibroblast Interferon
Herbert WaldmannHorst Kunzsubject
TrisChemistryStereochemistryOrganic Chemistryfood and beverageschemistry.chemical_elementNuclear magnetic resonance spectroscopyBiochemistryPentapeptide repeatCatalysisGlycopeptideCatalysisRhodiumInorganic Chemistrychemistry.chemical_compoundDrug DiscoveryPhysical and Theoretical ChemistryTriphenylphosphinePalladiumdescription
The glycopentapeptide H-(GlcNAcβ1-)Asn-Glu-Thr-Ile-Val-OH (10) representing the partial sequence A80–A84 of human fibroblast interferon was synthesized using the newly developed allyl-ester protection of carboxy functions. The allyl esters, which are stable to acids and to bases, can be cleaved under very mild, neutral conditions using tris(triphenylphosphine)rhodium(I) chloride or tetrakis(triphenylphosphine)palladium(0) as a catalyst. This synthetic method opens up a preparative route to glycopeptide model structures of glycoproteins of high biological interest.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1985-05-15 | Helvetica Chimica Acta |