Show simple item record

dc.contributor.authorvon Itzstein, Marken_US
dc.contributor.authorFlorio, Pas.en_US
dc.contributor.authorThomson, Robinen_US
dc.contributor.authorThomson, J.en_US
dc.date.accessioned2017-04-24T10:38:34Z
dc.date.available2017-04-24T10:38:34Z
dc.date.issued2000en_US
dc.identifier.issn00086215en_US
dc.identifier.doi10.1016/S0008-6215(00)00228-7en_US
dc.identifier.urihttp://hdl.handle.net/10072/2980
dc.description.abstractIn order to prepare 3-aminopropyl glycosides of Neu5Ac-a-(2?6')-lactosamine trisaccharide 1, and its N-glycolyl containing analogue Neu5Gc-a-(2?6')-lactosamine 2, a series of lactosamine acceptors with two, three, and four free OH groups in the galactose residue was studied in glycosylations with a conventional sialyl donor phenyl [methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio--glycero-a- and ߭-galacto-2-nonulopyranosid]onates (3) and a new donor phenyl [methyl 4,7,8,9-tetra-O-acetyl-5-(N-tert-butoxycarbonylacetamido)-3,5-dideoxy-2-thio--glycero-a- and ߭-galacto-2-nonulopyranosid]onates (4), respectively. The lactosamine 4',6'-diol acceptor was found to be the most efficient in glycosylation with both 3 and 4, while imide-type donor 4 gave slightly higher yields with all acceptors, and isolation of the reaction products was more convenient. In the trisaccharides, obtained by glycosylation with donor 4, the 5-(N-tert-butoxycarbonylacetamido) moiety in the neuraminic acid could be efficiently transformed into the desired N-glycolyl fragment, indicating that such protected oligosaccharide derivatives are valuable precursors of sialo-oligosaccharides containing N-modified analogues of Neu5Ac.en_US
dc.description.peerreviewedYesen_US
dc.description.publicationstatusYesen_US
dc.languageEnglishen_US
dc.language.isoen_US
dc.publisherPergamonen_US
dc.publisher.placeUKen_US
dc.relation.ispartofpagefrom445en_US
dc.relation.ispartofpageto448en_US
dc.relation.ispartofjournalCarbohydrate Researchen_US
dc.relation.ispartofvolume328en_US
dc.subject.fieldofresearchHISTORY AND ARCHAEOLOGYen_US
dc.subject.fieldofresearchcode210000en_US
dc.titleRapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6,3-lactoneen_US
dc.typeJournal articleen_US
dc.type.descriptionC1 - Peer Reviewed (HERDC)en_US
dc.type.codeC - Journal Articlesen_US
gro.facultyOffice of the Snr Dep Vice Chancellor, Institute for Glycomicsen_US
gro.date.issued2015-05-04T22:04:29Z
gro.hasfulltextNo Full Text


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

  • Journal articles
    Contains articles published by Griffith authors in scholarly journals.

Show simple item record