A novel pyrroleninone cross-link from bovine dentine.
The aim was to identify suspect collagen cross-links in dentine, eluting close to known cross-links in ion-exchange HPLC. Bovine tooth roots as source of dentine were powdered, demineralised, reduced, and acid-hydrolysed. Cross-linking amino acids were isolated from the acid hydrolysate by size exclusion, adsorption, and sequential ion exchange chromatography. In addition to dihydroxylysinonorleucine and hydroxylysylpyridinoline, an unknown cross-link was isolated (V-2). The ultraviolet, mass, and nuclear magnetic resonance spectra support the proposed structure of V-2, a trimeric amino acid with a pyrroleninone nucleus.
Department of Cariology Endodontology Pedodontology, Academic Centre for Dentistry Amsterdam (ACTA), Louwesweg 1, NL-1066 EA Amsterdam, Netherlands.
G A
GA
Kleter
J J
JJ
Damen
J J
JJ
Kettenes-van den Bosch
R A
RA
Bank
J M
JM
te Koppele
J R
JR
Veraart
J M
JM
ten Cate
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification; D000818:Animals; D002417:Cattle; D002852:Chromatography, Ion Exchange; D003094:Collagen / Q000737:chemistry; D003432:Cross-Linking Reagents; D003804:Dentin / Q000737:chemistry*; D019075:Electrophoresis, Capillary; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry / Q000302:isolation & purification
D000596:Amino Acids; D003432:Cross-Linking Reagents; D011758:Pyrroles; D003094:Collagen