General Linker Diversification Approach to Bivalent Ligand Assembly: Generation of an Array of Ligands for the Cation-Independent Mannose 6-Phosphate Receptor

Xiang Fei, Megan E. Zavorka, Guillaume Malik, Christopher M. Connelly, Richard G. MacDonald, David B. Berkowitz

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A generalized strategy is presented for the rapid assembly of a set of bivalent ligands with a variety of linking functionalities from a common monomer. Herein, an array of phosphatase-inert mannose-6-phosphonate-presenting ligands for the cation-independent-mannose 6-phosphate receptor (CI-MPR) is constructed. Receptor binding affinity varies with linking functionality - the simple amide and 1,5-triazole(tetrazole) being preferred over the 1,4-triazole. This approach is expected to find application across chemical biology, particularly in glycoscience, wherein multivalency often governs molecular recognition.

Original languageEnglish (US)
Pages (from-to)4267-4270
Number of pages4
JournalOrganic Letters
Volume19
Issue number16
DOIs
StatePublished - Aug 18 2017

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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