Carnosine protects proteins against methylglyoxal-mediated modifications

Biochem Biophys Res Commun. 1998 Jul 9;248(1):28-32. doi: 10.1006/bbrc.1998.8806.

Abstract

Methylglyoxal (MG) (pyruvaldehyde) is an endogenous metabolite which is present in increased concentrations in diabetics and implicated in formation of advanced glycosylation end-products (AGEs) and secondary diabetic complications. Carnosine (beta-alanyl-L-histidine) is normally present in long-lived tissues at concentrations up to 20 mM in humans. Previous studies showed that carnosine can protect proteins against aldehyde-containing cross-linking agents such as aldose and ketose hexose and triose sugars, and malon-dialdehyde, the lipid peroxidation product. Here we examine whether carnosine can protect protein exposed to MG. Our results show that carnosine readily reacts with MG thereby inhibiting MG-mediated protein modification as revealed electrophoretically. We also investigated whether carnosine could intervene when proteins were exposed to an MG-induced AGE (i.e. lysine incubated with MG). Our results show that carnosine can inhibit protein modification induced by a lysine-MG-AGE; this suggests a second intervention site for carnosine and emphasizes its potential as a possible non-toxic modulator of diabetic complications.

MeSH terms

  • Carnosine / chemistry
  • Carnosine / pharmacology*
  • Crystallins / chemistry*
  • Electrophoresis, Polyacrylamide Gel
  • Glycation End Products, Advanced / chemistry
  • Glycation End Products, Advanced / pharmacology
  • Lysine / chemistry
  • Lysine / pharmacology
  • Ovalbumin / chemistry*
  • Pyruvaldehyde / antagonists & inhibitors*
  • Pyruvaldehyde / chemistry

Substances

  • Crystallins
  • Glycation End Products, Advanced
  • Pyruvaldehyde
  • Carnosine
  • Ovalbumin
  • Lysine