Stimulation of liver-directed cholesterol flux in mice by novel N-acetylgalactosamine-terminated glycolipids with high affinity for the asialoglycoprotein receptor

Arterioscler Thromb Vasc Biol. 2006 Jan;26(1):169-75. doi: 10.1161/01.ATV.0000193620.98587.40. Epub 2005 Oct 27.

Abstract

Objective: Interventions that promote liver-directed cholesterol flux can suppress atherosclerosis, as demonstrated for scavenger receptor-BI overexpression in hypercholesterolemic mice. In analogy, we speculate that increasing lipoprotein flux to the liver via the asialoglycoprotein receptor (ASGPr) may be of therapeutic value in hypercholesterolemia.

Methods and results: A bifunctional glycolipid (LCO-Tyr-GalNAc3) with a high-nanomolar affinity for the ASGPr (inhibition constant 2.1+/-0.2 nmol/L) was synthesized that showed rapid association with lipoproteins on incubation with serum. Prior incubation of LCO-Tyr-GalNAc3 with radiolabeled low-density lipoprotein or high-density lipoprotein (0.5 microg/microg of protein) resulted in a dramatic induction of the liver uptake of these lipoproteins when injected intravenously into mice (70+/-3% and 78+/-1%, respectively, of the injected dose at 10 minutes of low-density lipoprotein and high-density lipoprotein), as mediated by the ASGPr on hepatocytes. Intravenously injected LCO-Tyr-GalNAc3 quantitatively incorporated into serum lipoproteins and evoked a strong and persistent (> or =48 hour) cholesterol-lowering effect in normolipidemic mice (37+/-2% at 6 hours) and hyperlipidemic apoE(-/-) mice (32+/-2% at 6 hours). The glycolipid was also effective on subcutaneous administration.

Conclusions: LCO-Tyr-GalNAc3 is very effective in promoting cholesterol uptake by hepatocytes and, thus, may be a promising alternative for the treatment of those hyperlipidemic patients who do not respond sufficiently to conventional cholesterol-lowering therapies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylgalactosamine / analogs & derivatives*
  • Acetylgalactosamine / chemical synthesis
  • Animals
  • Apolipoproteins E / genetics
  • Asialoglycoprotein Receptor / metabolism*
  • Atherosclerosis / drug therapy*
  • Atherosclerosis / metabolism
  • Cholesterol / metabolism*
  • Glycolipids / chemical synthesis
  • Glycolipids / pharmacology*
  • Glycolipids / toxicity
  • Hyperlipidemias / drug therapy*
  • Hyperlipidemias / metabolism
  • Lipoproteins, HDL / blood
  • Lipoproteins, HDL / pharmacokinetics
  • Lipoproteins, LDL / blood
  • Lipoproteins, LDL / pharmacokinetics
  • Liver / drug effects
  • Liver / metabolism
  • Macrophages / metabolism
  • Male
  • Mice
  • Mice, Inbred C57BL
  • Mice, Mutant Strains
  • Spleen / drug effects
  • Spleen / metabolism

Substances

  • Apolipoproteins E
  • Asialoglycoprotein Receptor
  • Glycolipids
  • LCO-Tyr-GalNAc3
  • Lipoproteins, HDL
  • Lipoproteins, LDL
  • Cholesterol
  • Acetylgalactosamine