A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis

Jianjun Zhang, Shanteri Singh, Ryan R. Hughes, Maoquan Zhou, Manjula Sunkara, Andrew J. Morris, Jon S. Thorson

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

A set of 2-chloro-4-nitrophenyl glucosamino-/xylosaminosides were synthesized and assessed as potential substrates in the context of glycosyltransferase-catalyzed formation of the corresponding UDP/TDP-α-D-glucosamino-/xylosaminosugars and in single-vessel model transglycosylation reactions. This study highlights a robust platform for aminosugar nucleotide synthesis and reveals OleD Loki to be a proficient catalyst for U/TDP-aminosugar synthesis and utilization. 2-Chloro-4-nitrophenyl glucosamine-/xylosaminosides were synthesized and assessed as potential substrates for glycosyltransferase-catalyzed formation of the corresponding UDP/TDP-α-D-glucosamino-/xylosaminosugars and in single-vessel model transglycosylation reactions. This study highlights a robust platform for aminosugar nucleotide synthesis and reveals OleD Loki as a proficient catalyst for U/TDP-aminosugar synthesis.

Original languageEnglish
Pages (from-to)647-651
Number of pages5
JournalChemBioChem
Volume15
Issue number5
DOIs
StatePublished - Mar 21 2014

Funding

FundersFunder number
National Center for Advancing Translational Sciences (NCATS)UL1TR000117
National Institutes of Health (NIH)R37 AI52218
National Center for Research ResourcesS10RR026884

    Keywords

    • carbohydrates
    • enzymes
    • glycobiology
    • glycorandomization
    • glycosides
    • glycosylation

    ASJC Scopus subject areas

    • Biochemistry
    • Molecular Medicine
    • Molecular Biology
    • Organic Chemistry

    Fingerprint

    Dive into the research topics of 'A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis'. Together they form a unique fingerprint.

    Cite this