Ionic-liquid-based MS probes for the chemo-enzymatic synthesis of oligosaccharides

M. Carmen Galan*, Anh Tuan Tran, Karen Bromfield, Said Rabbani, Beat Ernst

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

20 Citations (Scopus)

Abstract

A new N-benzenesulfonyl-based ionic-liquid mass spectroscopy label (I-Tag2) for covalent attachment to substrates has been prepared. I-Tag2 was used to monitor oligosaccharide elongation and serve as a purification handle. Starting from chemically synthesized I-Tag2-labelled N-acetyl glucosamine (GlcNAc) 1, I-Tag2-LacNAc (Gal beta(1-4)GlcNAc) 2 and I-Tag2-Lewis(X) (Gal beta(1-4)[Fuc alpha(1-3)]GlcNAc) 3, which are oligosaccharides of biological relevance, were enzymatically prepared. The apparent kinetic parameters for the enzyme catalysed transformations with beta-1,4-galactosyltransferase (beta-1,4-GalT) and fucosyltransferase VI (FucT VI) were measured by LC-MS demonstrating the applicability and versatility of the new I-Tags in enzymatic transformations with glycosyltransferases.

Original languageEnglish
Pages (from-to)7091-7097
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number35
DOIs
Publication statusPublished - 21 Sep 2012

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