Synthesis of aromatic C-xylosides by position inversion of glucose

Jesper Malmberg, Katrin Mani, Elin Säwén, Anders Wiren, Ulf Ellervik

Research output: Contribution to journalArticlepeer-review

9 Citations (SciVal)

Abstract

Two formally C-xylosylated analogs to 2-naphthyl beta-D-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position I becomes position 5). The D-C-xyloside showed priming, while the L-C-xyloside did not initiate priming. (c) 2006 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)6659-6665
JournalBioorganic & Medicinal Chemistry
Volume14
Issue number19
DOIs
Publication statusPublished - 2006

Bibliographical note

The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Glycobiology (013212006)

Subject classification (UKÄ)

  • Medicinal Chemistry

Keywords

  • structure-activity relationships
  • C-glycosides
  • carbohydrates
  • xylose

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