Monitoring biosynthetic transformations of N-acetyllactosamine using fluorescently labeled oligosaccharides and capillary electrophoretic separation

Anal Biochem. 1995 May 20;227(2):368-76. doi: 10.1006/abio.1995.1293.

Abstract

Capillary electrophoresis with laser-induced fluorescence detection was used to monitor biosynthetic transformations of a labeled derivative of N-acetyllac-tosamine (beta Gal (1 --> 4) beta GlcNAc, LacNAc) in crude microsomal extracts. For this purpose, six authentic standards including LacNAc-O-TMR itself (-TMR, a linker arm attached to tetramethylrhodamine), the tri-and tetrasaccharides that would form by either alpha (1 --> 2) or alpha (1 --> 3) fucosylation of LacNAc or both (i.e., H-type 2, LeX and LeY sequences) were chemically synthesized. The potential degradation products produced by galactosidase and hexosaminidase were also prepared. All of the standards were kinetically competent substrates for the enzymes present in HT-29 cells and could be baseline separated in a single run requiring 11 min. The action of competing enzymes acting on the common LacNAc sequence could thus be monitored in a single run with sensitivity routinely as low as a few thousand molecules.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Sugars / metabolism*
  • Biodegradation, Environmental
  • Carbohydrate Sequence
  • Electrophoresis / methods*
  • Fluorescent Dyes
  • Fucosyltransferases / analysis
  • Lasers
  • Molecular Sequence Data
  • Oligosaccharides / chemistry*
  • Reference Standards
  • Sensitivity and Specificity
  • Spectrometry, Fluorescence
  • alpha-L-Fucosidase

Substances

  • Amino Sugars
  • Fluorescent Dyes
  • Oligosaccharides
  • N-acetyllactosamine
  • Fucosyltransferases
  • alpha-L-Fucosidase