Pyridinoline

Pyridinoline
Identifiers
77464-35-8
ChemSpider 94798
PubChem 105068
Properties
C18H28N4O8
Molar mass 428.43692 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pyridinoline, also known as Hydroxylysylpyridinoline, is a fluorescent cross-linking compound of collagen fibers. Crosslinks in collagen and elastin are derived from lysyl and hydroxylysyl residues,[1] a process catalyzed by lysyl oxidase. Fujimoto and colleagues first described the isolation and characterization of a fluorescent material in bovine Achilles tendon collagen and termed it pyridinoline.[2] It is reported to be present in collagen of bone and cartilage, but is absent in collagen of skin. It is not present in newly synthesized collagen and is formed from aldimine cross-links during maturation of collagen fibers.[3]

Pyridinoline and deoxypyridinoline were found to be released into the blood during bone degradation and rapidly exereted in the urine. In a preliminary study, both these compounds were proposed as a marker for metastatic bone tumor in patients with prostate cancer.[4]

References

  1. Gallop PM, Blumenfeld OO, Seifter S (1972). "Structure and metabolism of connective tissue proteins". Annual Review of Biochemistry 41 (1): 617–72. doi:10.1146/annurev.bi.41.070172.003153. PMID 4343456.
  2. Fujimoto D, Akiba K, Nakamura N (June 1977). "Isolation and characterization of a fluorescent material in bovine achilles tendon collagen". Biochemical and Biophysical Research Communications 76 (4): 1124–9. doi:10.1016/0006-291X(77)90972-X. PMID 901463.]
  3. Uchiyama A, Inoue T, Fujimoto D (December 1981). "Synthesis of pyridinoline during in vitro aging of bone collagen". Journal of Biochemistry 90 (6): 1795–8. PMID 7334012.
  4. Samma S, Kagebayashi Y, Yasukawa M, et al. (February 1997). "Sequential changes of urinary pyridinoline and deoxypyridinoline as markers of metastatic bone tumor in patients with prostate cancer: a preliminary study". Japanese Journal of Clinical Oncology 27 (1): 26–30. doi:10.1093/jjco/27.1.26. PMID 9070337.
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