Dissecting Ascaris glycosphingolipids for immunomodulatory moieties - The use of synthetic structural glycosphingolipid analogues

D. E. Kean, I. Ohtsuka, K. Sato, N. Hada, T. Takeda, G. Lochnit, R. Geyer, M. M. Harnett, W. Harnett

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)


We have previously shown glycosphingolipids of Ascaris suum to have phosphorylcholine (PC) and non-PC immunomodulatory moieties. In the present study we further investigated the nature of the immunomodulatory moieties by employing three synthetic glycosphingolipids each possessing features of the original molecule to examine effects on macrophage and dendritic cell (DC) cytokine production and surface co-stimulatory molecule expression. Compound 2, which lacked PC but contained ceramide, had no effect on either macrophages or DCs. Surprisingly however, Compound 1, which contained PC and hence arguably most resembled the native material, had, with the exception of a small increase in surface antigen expression, no immunomodulatory properties. Conversely, Compound 3, which contained PC but was otherwise least like the native molecule, demonstrated a number of effects on both macrophages and DCs, including induction of Th-1/pro-inflammatory cytokines, inhibition of such cytokines induced by IFN-γ/LPS and increased expression of co-stimulatory molecules. Taken together these results indicate: (i) that although PC is an immunomodulatory component of the native molecule other structural feature are necessary to allow it to act; (ii) that carbohydrate rather than ceramide is likely to represent a non-PC immunomodulatory moiety; and (iii) that synthetic PC-containing molecules have the potential to act as immunomodulatory drugs.

Original languageEnglish
Pages (from-to)69-76
Number of pages8
JournalParasite Immunology
Issue number3
Publication statusPublished - 2006 Mar
Externally publishedYes


  • Ascaris
  • Glycosphingolipid
  • Immunomodulation
  • Phosphorylcholine

ASJC Scopus subject areas

  • Parasitology
  • Immunology


Dive into the research topics of 'Dissecting Ascaris glycosphingolipids for immunomodulatory moieties - The use of synthetic structural glycosphingolipid analogues'. Together they form a unique fingerprint.

Cite this