Comparative analysis of INLIGHT™-labeled enzymatically depolymerized heparin by reverse-phase chromatography and high-performance mass spectrometry

Anal Bioanal Chem. 2017 Jan;409(2):499-509. doi: 10.1007/s00216-016-0055-2. Epub 2016 Nov 25.

Abstract

Structural characterization of the microheterogeneity of heparin, heparan sulfate, and other glycosaminoglycans is a major analytical challenge. We present the use of a stable isotope-labeled hydrazide tag (INLIGHT™) with high-resolution/accurate mass (HRAM) reverse-phase LC-MS/MS, which was recently introduced for detailed study of N-glycan heterogeneity, to characterize heparinase-digested heparin (digHep) products without the use of semi-volatile ion pairing reagents. Using both full scan LC-MS and data-dependent LC-MS/MS, we identified 116 unique digHep species, a feat possible because of INLIGHT™ labeling. Of these, 83 digHep products were structurally identified, including the 12 standard disaccharides as well as 34 tetra- (DP4), 26 hexa- (DP6), 21 octa- (DP8), and 2 decasaccharides (DP10). Each of the 116 digHep species co-eluted with both light and heavy INLIGHT™ tags (L/Havg = 1.039 ± 0.163); thus enhancing confidence in their identification via MS and MS/MS. This work sets the foundation for INLIGHT™-based comparative analyses of different forms of heparin, heparan sulfate, and other GAGs with high quantitative precision using mainstay reverse-phase HRAM LC-MS/MS. Graphical Abstract Reducing end labeling strategy for mapping depolymerized heparin/heparan sulfate products by reverse-phase LC-MS/MS.

Keywords: Chemical derivatization; Glycosaminoglycan; Heparin; Mass spectrometry/ICP-MS.

Publication types

  • Comparative Study

MeSH terms

  • Chromatography, Reverse-Phase*
  • Glycosaminoglycans / chemistry
  • Heparin / analysis
  • Heparin / chemistry*
  • Heparin Lyase / chemistry
  • Heparitin Sulfate / chemistry
  • Polymerization
  • Tandem Mass Spectrometry*

Substances

  • Glycosaminoglycans
  • Heparin
  • Heparitin Sulfate
  • Heparin Lyase