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Synthesis of N-acetyllactosamine containing a -[6-3H]galactopyranosyl group

dc.contributor.authorPlessas, Nike R.en_US
dc.contributor.authorBlake, Diane A.en_US
dc.contributor.authorGoldstein, Irwin J.en_US
dc.date.accessioned2006-04-07T18:26:04Z
dc.date.available2006-04-07T18:26:04Z
dc.date.issued1984-07-01en_US
dc.identifier.citationPlessas, Nike R., Blake, Diane A., Goldstein, Irwin J. (1984/07/01)."Synthesis of N-acetyllactosamine containing a -[6-3H]galactopyranosyl group." Carbohydrate Research 129(): 143-147. <http://hdl.handle.net/2027.42/24763>en_US
dc.identifier.urihttp://www.sciencedirect.com/science/article/B6TFF-42NJHCH-2B/2/5856f435a6487e22654a398fd7c6efa4en_US
dc.identifier.urihttps://hdl.handle.net/2027.42/24763
dc.identifier.urihttp://www.ncbi.nlm.nih.gov/sites/entrez?cmd=retrieve&db=pubmed&list_uids=6467246&dopt=citationen_US
dc.description.abstractA simple and convenient method for the introduction of radiolabel onto C-6' of N-acetyllactosamine is described. 1-N-Benzyl-3-O-[beta]--galactopyranosyl--arabinosylamine (1) was synthesized from 3-O-[beta]--galactopyranosyl--arabinose as described by Lee and Lee. Compound 1 was oxidized with -galactose oxidase, and the product reduced with KB3H4 to introduce the label at C-6'. After dilution with unlabeled material, the N-benzyl-3-O-[beta]--[6-3H]galactopyranosyl--arabinosylamine was converted into 2-(benzylamino)-2-deoxy-4-O--[6-3H]galactopyranosyl--glucononitrile, which was subjected to simultaneous hydrogenolysis of the benzylamino and nitrile groups. N-Acetylation of the amino group as described by Alais and Veyrieres afforded the crystalline title compound in 63% yield.en_US
dc.format.extent297589 bytes
dc.format.extent3118 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypetext/plain
dc.language.isoen_US
dc.publisherElsevieren_US
dc.titleSynthesis of N-acetyllactosamine containing a -[6-3H]galactopyranosyl groupen_US
dc.typeArticleen_US
dc.rights.robotsIndexNoFollowen_US
dc.subject.hlbsecondlevelMolecular, Cellular and Developmental Biologyen_US
dc.subject.hlbsecondlevelMaterials Science and Engineeringen_US
dc.subject.hlbsecondlevelChemistryen_US
dc.subject.hlbsecondlevelChemical Engineeringen_US
dc.subject.hlbsecondlevelBiological Chemistryen_US
dc.subject.hlbtoplevelEngineeringen_US
dc.subject.hlbtoplevelScienceen_US
dc.subject.hlbtoplevelHealth Sciencesen_US
dc.description.peerreviewedPeer Revieweden_US
dc.contributor.affiliationumDepartment of Biological Chemistry, University of Michigan, Ann Arbor, Michigan 48109 U.S.A.en_US
dc.contributor.affiliationumDepartment of Biological Chemistry, University of Michigan, Ann Arbor, Michigan 48109 U.S.A.en_US
dc.contributor.affiliationotherDepartment of Biochemistry, Meharry Medical College, Nashville, Tennesee 37208 U.S.A.en_US
dc.identifier.pmid6467246en_US
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/24763/1/0000186.pdfen_US
dc.identifier.doihttp://dx.doi.org/10.1016/0008-6215(84)85306-9en_US
dc.identifier.sourceCarbohydrate Researchen_US
dc.owningcollnameInterdisciplinary and Peer-Reviewed


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