A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä

Synthesis of Biotinylated Multipodal Glycoclusters on a Solid Support




TekijätKarskela M, von Usedom M, Virta P, Lonnberg H

KustantajaWILEY-V C H VERLAG GMBH

Julkaisuvuosi2012

JournalEuropean Journal of Organic Chemistry

Tietokannassa oleva lehden nimiEUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Lehden akronyymiEUR J ORG CHEM

Numero sarjassa33

Vuosikerta2012

Numero33

Aloitussivu6594

Lopetussivu6605

Sivujen määrä12

ISSN1434-193X

DOIhttps://doi.org/10.1002/ejoc.201200926

Rinnakkaistallenteen osoitehttps://research.utu.fi/converis/portal/detail/Publication/2721374


Tiivistelmä
Trivalent glycoconjugates, each bearing a biotin side arm in addition to three different sugar ligands, have been synthesized on a solid support. The conjugates were assembled on an orthogonally protected pentaerythrityl tetramine core that was anchored to the support through a backbone amide linker. Peptide coupling chemistry was applied to elongate three of the branches with beta-alanine and a fully acylated glycosylacetic acid. The fourth branch was levulinoylated and oximated with aminooxy-derivatized D-biotin, followed by acidolytic release into solution. The acyl protecting groups were removed by methoxide-catalyzed transesterification in methanol.


Research Areas


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