Isolation and characterization of advanced glycation end products derived from the in vitro reaction of ribose and collagen.
An amino acid component, NFC-1, when formed in vitro by the reaction of ribose and protein was shown to comprise a complex mixture of high and low molecular AGE compounds. Two low-molecular-weight components have been successfully isolated and their structure determined. These were alphaNFC-1 [Ndelta-(4-oxo-5-dihydroimidazol-2-yl)-l-ornithine] and betaNFC-1 a 4-imidazolon-2-yl derivative existing in three tautomeric forms. These imidazolone compounds have been shown to originate from the reaction of arginine with glyoxal and methylglyoxal, respectively. A third ninhydrin-positive AGE, gammaNFC-1, was shown to be composed of a number of chromatographically similar compounds which have not yet been characterized.
Paul
R G
RG
Collagen Research Group, Division of Molecular and Cellular Biology, University of Bristol, Langford, Bristol BS18 7DU, U.K.
Avery
N C
NC
Slatter
D A
DA
Sims
T J
TJ
Bailey
A J
AJ
D000818:Animals; D002845:Chromatography; D002852:Chromatography, Ion Exchange; D003094:Collagen / Q000737:chemistry*; D017886:Durapatite; D017127:Glycation End Products, Advanced / Q000737:chemistry* / Q000302:isolation & purification; D013058:Mass Spectrometry; D015394:Molecular Structure; D008970:Molecular Weight; D009952:Ornithine / Q000031:analogs & derivatives; D051381:Rats; D012266:Ribose / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013237:Stereoisomerism; D013710:Tendons
D017127:Glycation End Products, Advanced; D012266:Ribose; D003094:Collagen; D017886:Durapatite; D009952:Ornithine