Pyridinoline: Difference between revisions
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'''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,<ref>{{cite journal |author=Gallop PM, Blumenfeld OO, Seifter S |title=Structure and metabolism of connective 801 tissue proteins |journal=Annual Review of Biochemistry |volume=41 |issue= 1|pages=617–72 |year=1972 |pmid=4343456 |doi=10.1146/annurev.bi.41.070172.003153}}</ref> 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.<ref>{{cite journal |doi=10.1016/0006-291X(77)90972-X |author=Fujimoto D |title=Isolation and characterization of a fluorescent material in bovine achilles tendon collagen |journal=Biochemical and Biophysical Research Communications |volume=76 |issue=4 |pages=1124–9 |year=1977 |month=June |pmid=901463}}]</ref> 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.<ref>{{cite journal |author=Uchiyama A, Inoue T, Fujimoto D |title=Synthesis of pyridinoline during in vitro aging of bone collagen |journal=Journal of Biochemistry |volume=90 |issue=6 |pages=1795–8 |year=1981 |month=December |pmid=7334012 |url=http://jb.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=7334012}}</ref> |
'''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,<ref>{{cite journal |author=Gallop PM, Blumenfeld OO, Seifter S |title=Structure and metabolism of connective 801 tissue proteins |journal=Annual Review of Biochemistry |volume=41 |issue= 1|pages=617–72 |year=1972 |pmid=4343456 |doi=10.1146/annurev.bi.41.070172.003153}}</ref> 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.<ref>{{cite journal |doi=10.1016/0006-291X(77)90972-X |author=Fujimoto D, Akiba K, Nakamura N |title=Isolation and characterization of a fluorescent material in bovine achilles tendon collagen |journal=Biochemical and Biophysical Research Communications |volume=76 |issue=4 |pages=1124–9 |year=1977 |month=June |pmid=901463}}]</ref> 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.<ref>{{cite journal |author=Uchiyama A, Inoue T, Fujimoto D |title=Synthesis of pyridinoline during in vitro aging of bone collagen |journal=Journal of Biochemistry |volume=90 |issue=6 |pages=1795–8 |year=1981 |month=December |pmid=7334012 |url=http://jb.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=7334012}}</ref> |
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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]].<ref>{{cite journal |author=Samma S, Kagebayashi Y, Yasukawa M, ''et al.'' |title=Sequential changes of urinary pyridinoline and deoxypyridinoline as markers of metastatic bone tumor in patients with prostate cancer: a preliminary study |journal=Japanese Journal of Clinical Oncology |volume=27 |issue=1 |pages=26–30 |year=1997 |month=February |pmid=9070337 |doi=10.1093/jjco/27.1.26}}</ref> |
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]].<ref>{{cite journal |author=Samma S, Kagebayashi Y, Yasukawa M, ''et al.'' |title=Sequential changes of urinary pyridinoline and deoxypyridinoline as markers of metastatic bone tumor in patients with prostate cancer: a preliminary study |journal=Japanese Journal of Clinical Oncology |volume=27 |issue=1 |pages=26–30 |year=1997 |month=February |pmid=9070337 |doi=10.1093/jjco/27.1.26}}</ref> |
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Revision as of 18:24, 19 July 2013
 Chemical structure
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| Identifiers | |
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| 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).
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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
- ^ Gallop PM, Blumenfeld OO, Seifter S (1972). "Structure and metabolism of connective 801 tissue proteins". Annual Review of Biochemistry. 41 (1): 617–72. doi:10.1146/annurev.bi.41.070172.003153. PMID 4343456.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ^ Fujimoto D, Akiba K, Nakamura N (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.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link)] - ^ Uchiyama A, Inoue T, Fujimoto D (1981). "Synthesis of pyridinoline during in vitro aging of bone collagen". Journal of Biochemistry. 90 (6): 1795–8. PMID 7334012.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - ^ Samma S, Kagebayashi Y, Yasukawa M; et al. (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.
{{cite journal}}: Explicit use of et al. in:|author=(help); Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link)