Identification of the loci of the collagen-associated Ehrlich chromogen in type I collagen confirms its role as a trivalent cross-link

Biochem J. 1992 Apr 1;283 ( Pt 1)(Pt 1):129-36. doi: 10.1042/bj2830129.

Abstract

Collagenous peptides containing the Ehrlich chromogen (EC) were selectively isolated from a tryptic digest of bovine tendon by coupling to a diazotized polyacrylamide support. The isolated p-phenol-azo-EC peptides were purified and characterized by amino acid and sequence analyses. EC occurred in stoichiometric amounts in trimeric cross-linked chains originating from the known cross-link regions of type-I collagen. The major locus of the EC was alpha 2(I)Hyl-933 x alpha 1(I)Lys(Hyl)-9N x alpha 2(I)Lys(Hyl)-5N but it was also shown to occur at the loci alpha 1(I)Hyl-87 x alpha 1(I)Lys(Hyl)-16C x alpha 1(I)Lys(Hyl)-16C and alpha 1(I)Hyl-930 x alpha 1(I)Lys(Hyl)-9N x alpha 2(I)Lys(Hyl)-5N. After sequence analyses of the C-terminal helical cross-link region alpha 2(I)928-963, corrections are presented for residues 927, 930, 932 and 933 of the bovine alpha 2(I) chain. The collagen-associated EC is postulated to be a trisubstituted pyrrole formed by the reaction of the aldehyde form of a telopeptidyl lysine residue with a bifunctional keto amino cross-link. It is also proposed that when the telopeptidyl lysine residue is hydroxylated the above reaction will result in pyridinoline formation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Azo Compounds / analysis*
  • Azo Compounds / metabolism
  • Cattle
  • Chromatography, High Pressure Liquid / methods
  • Chromogenic Compounds / analysis*
  • Chromogenic Compounds / metabolism
  • Collagen / analysis*
  • Collagen / metabolism
  • Cross-Linking Reagents
  • Molecular Sequence Data
  • Molecular Weight
  • Peptides / isolation & purification
  • Peptides / metabolism
  • Trypsin / metabolism

Substances

  • Azo Compounds
  • Chromogenic Compounds
  • Cross-Linking Reagents
  • Peptides
  • Collagen
  • Trypsin