Display options
Share it on

J Am Soc Mass Spectrom. 1996 Feb;7(2):182-8. doi: 10.1016/1044-0305(95)00635-4.

High-energy collision-induced dissociation mass spectrometry of synthetic mannose-6-phosphate oligosaccharides.

Journal of the American Society for Mass Spectrometry

P H Lipniunas, R R Townsend, A L Burlingame, O Hindsgaul

Affiliations

  1. Department of Pharmaceutical Chemistry, University of California, San Francisco, California, USA.

PMID: 24203240 DOI: 10.1016/1044-0305(95)00635-4

Abstract

The high-energy collision-induced dissociation spectra of a series of linear and branched synthetic mannosyl oligosaccharides that contain 6-phosphate substituents on either or both non-reducing terminal or penultimate residues have been studied. These phosphorylated structures were designed to mimic those of naturally derived N-glycans (Man-6-PO4) on lysosomal enzymes and to probe the minimally required binding motif for the Man-6-PO4 receptors. When a phosphate group was present, the spectra were dominated by ions that arise from cleavages at the glycosidic bonds (single and double) with charge retention on the phosphate-containing fragments. The spectra of linear structures that bear the nonreducing terminal Man-6-phosphate residues were devoid of Y-type ions, unlike those with similar phosphorylation at the penultimate residue. The location of the phosphorylated residue was deduced from the presence or absence of unique B and Y ions. In neutral branched structures, the ions were formed by cleavage at the glycosidic bond at either one or both of the branch points and the aglycon, which was attached to the disubstituted mannosyl residue. Branched oligosaccharides that contained one or two terminal Man-6-PO4 residues also showed double cleavages with charge retention on the phosphate-containing fragment. Our investigation shows that positive mode high energy collision-induced dissociation mass spectrometry can determine the location-terminal or penultimate-of Man-6-PO4 residues in N-linked type oligosaccharides.

References

  1. Biochemistry. 1993 Mar 2;32(8):2003-12 - PubMed
  2. J Biol Chem. 1991 Nov 15;266(32):21687-92 - PubMed
  3. Biol Mass Spectrom. 1991 May;20(5):313-23 - PubMed
  4. Anal Biochem. 1990 Jan;184(1):151-64 - PubMed
  5. Anal Biochem. 1989 Nov 1;182(2):432-7 - PubMed
  6. Cell. 1988 Feb 12;52(3):329-41 - PubMed
  7. Biomed Mass Spectrom. 1985 Jun;12(6):288-95 - PubMed
  8. Annu Rev Biochem. 1986;55:167-93 - PubMed
  9. Carbohydr Res. 1987 Apr 1;161(2):195-210 - PubMed
  10. Anal Biochem. 1990 Nov 15;191(1):174-82 - PubMed
  11. Methods Enzymol. 1990;193:480-501 - PubMed
  12. J Biol Chem. 1983 Mar 10;258(5):2808-18 - PubMed
  13. Methods Enzymol. 1990;193:689-712 - PubMed
  14. J Biol Chem. 1982 Sep 10;257(17):9938-43 - PubMed
  15. J Biol Chem. 1980 Nov 25;255(22):10847-58 - PubMed

Publication Types