engleski

Susceptibility of the tetrapeptide LSKL to glycation

The tetrapeptide LSKL occurs in the inactive form of the transforming growth factor β (TGF-β ), as part of the latency-associated protein (LAP). For the activation of TGF-β , the formation of a complex between LSKL peptide fragment of LAP and KRFK peptide component of an activator, which is usually trombospondin-1, is necessary. It was found that diabetes disturbs the function of TGF-β . One possible change of the LSKL peptide under the conditions of hyperglycemia is the formation of glycation products. A number of glycated products of the tetrapeptide LSKL were prepared as model compounds. As reducing sugars, glucose and fructose were used. The glycation first took place on the amino group of the side chain of Lys affording a monosubstituted Amadori or Heyns compound (1 or 3) and, subsequently, on the amino group of the N-terminal Leu residue giving the corresponding disubstituted compound (2 or 4). LSKL showed different susceptibility to glycation with aldose (glucose) or ketose (fructose) sugars.

glycation; Maillard; Amadori; Heyns; tetrapeptide

nije evidentirano