Page last updated: 2024-12-07

pyridinoline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Pyridinoline is a fluorescent cross-linking compound found in collagen, a major protein in connective tissue. It is formed through a complex enzymatic reaction involving the amino acids lysine and hydroxylysine. Pyridinoline formation increases with age and is associated with collagen maturation and stability. It is an important biomarker for bone turnover and collagen degradation, and its levels are elevated in various diseases, including osteoporosis, osteoarthritis, and rheumatoid arthritis. Research into pyridinoline focuses on understanding its role in collagen structure and function, its utility as a diagnostic marker for various diseases, and its potential as a therapeutic target.'

pyridinoline: 3-hydroxypyridinium derivative collagen crosslink; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID105068
CHEBI ID88539
MeSH IDM0064780

Synonyms (12)

Synonym
pyridinoline
63800-01-1
pyridinium, 4-((2s)-2-amino-2-carboxyethyl)-1-((2r,5s)-5-amino-5-carboxy-2-hydroxypentyl)-3-((3s)-3-amino-3-carboxypropyl)-5-hydroxy-, inner salt
hydroxylysylpyridinoline
pyridinium, 4-(2-amino-2-carboxyethyl)-1-(5-amino-5-carboxy-2-hydroxypentyl)-3-(3-amino-3-carboxypropyl)-5-hydroxy-, hydroxide, inner salt
4-[(2s)-2-amino-2-carboxyethyl]-3-[(3s)-3-amino-3-carboxypropyl]-1-[(2r,5s)-5-amino-5-carboxylato-2-hydroxypentyl]-5-hydroxypyridin-1-ium
CHEBI:88539
4-((2s)-2-amino-2-carboxyethyl)-1-((2r,5s)-5-amino-5-carboxy-2-hydroxypentyl)-3-((3s)-3-amino-3-carboxypropyl)-5-hydroxy-pyridinium inner salt
1-(2s)-(+)-pyridinoline
Q7263584
(2s,5r)-2-amino-6-[4-[(2s)-2-amino-2-carboxyethyl]-3-[(3s)-3-amino-3-carboxypropyl]-5-hydroxypyridin-1-ium-1-yl]-5-hydroxyhexanoate
4-[(2s)-2-amino-2-carboxyethyl]-1-[(2r,5s)-5-amino-5-carboxy-2-hydroxypentyl]-5-[(3s)-3-amino-3-carboxypropyl]pyridin-1-ium-3-olate

Research Excerpts

Overview

Pyridinoline is a crosslinking amino acid isolated from collagen. It is a stable and nonreducible crosslink of collagen.

ExcerptReferenceRelevance
"Pyridinoline (Pyr) is a stable and nonreducible crosslink of collagen."( The changes in crosslink contents in tissues after formalin fixation.
Abe, M; Horiuchi, K; Nagano, A; Takahashi, M, 2003
)
1.04
"Pyridinoline is a mature collagen cross-link formed from three hydroxylysine residues, deoxypyridinoline is formed from two hydroxylysine and one lysine residue."( Vitamin C and bone markers: investigations in a Gambian population.
Munday, K, 2003
)
1.04
"Pyridinoline is a crosslinking amino acid isolated from collagen. "( Electrochemical behaviour of pyridinoline, a crosslinking amino acid of collagen.
Fujimoto, D; Sakura, S, 1981
)
2
"Pyridinoline is a non-reducible crosslink of collagen. "( Synthesis of pyridinoline during in vitro aging of bone collagen.
Fujimoto, D; Inoue, T; Uchiyama, A, 1981
)
2.07

Compound-Compound Interactions

ExcerptReferenceRelevance
" In the present study, mature female rats were treated with prednisolone (Pred) or vehicle, in combination with ovariectomy (ovx), dietary calcium deficiency (LoCa), or right hind limb immobilization (IM)."( Prednisolone alone, or in combination with estrogen or dietary calcium deficiency or immobilization, inhibits bone formation but does not induce bone loss in mature rats.
Birchman, R; Dempster, DW; Liang, XG; Lindsay, R; Shen, V; Wu, DD, 1997
)
0.3
"This study aimed to explore whether and how anti-lysyl oxidase (anti-LOX) combined with a vacuum device (VD) could promote penile lengthening and to evaluate the effect on erectile function."( Anti-lysyl oxidase combined with a vacuum device induces penile lengthening by remodeling the tunica albuginea.
Fu, FD; Li, T; Qin, F; Wang, R; Wu, CJ; Yuan, JH,
)
0.13

Bioavailability

ExcerptReferenceRelevance
"To study the effect of pralnacasan, the orally bioavailable pro-drug of a potent, non-peptide inhibitor of interleukin-1beta converting enzyme (ICE), RU 36384/VRT-18858, on joint damage in two mouse models of knee osteoarthritis (OA)."( Pralnacasan, an inhibitor of interleukin-1beta converting enzyme, reduces joint damage in two murine models of osteoarthritis.
Gerwin, N; Rudolphi, K; van den Berg, W; van der Kraan, P; Verzijl, N, 2003
)
0.32

Dosage Studied

The day before the first calcium dosing (day -1) and the day of the last calcium doses (day 4) total and ionized serum calcium and intact PTH were measured at multiple time-points up to 24 h. calcium, C-terminal telopeptide (CTX), pyridinoline (PYD) and deoxypyrid inoline (DPD) were measured in urine collected every six h.

ExcerptRelevanceReference
" Accordingly, definite dose-response studies can now be done in a reasonable time."( Biochemical markers of bone turnover for the clinical assessment of bone metabolism.
Baylink, DJ; Libanati, C; Lueken, SA; Taylor, AK, 1994
)
0.29
" Since they are not site-specific, pyridinium crosslink dosage has recently been reported as a specific bone resorption marker in several non neoplastic diseases."( Usefulness of pyridinium crosslinks and CA 15-3 as markers in metastatic bone breast carcinoma.
Aloi, MB; Bruder, F; Foddi, MR; Giannoni, MN; Ionta, MT; Mascia, L; Massidda, B; Meleddu, C,
)
0.13
" During the 12-month study period, the signs and symptoms of the disease were evaluated, as well as the dosage of the urinary pyridinoline."( [The efficacy and safety of glucosamine sulfate in the treatment of gonarthritis].
Battisti, E; Campagna, MS; Franci, B; Gennari, C; Giordano, N; Gonnelli, S; Nardi, P; Palumbo, F; Senesi, M, 1996
)
0.5
" As the steroid dosage was reduced, bone mass improved."( Effects of inflammation and treatment on bone turnover and bone mass in polymyalgia rheumatica.
Corrigall, V; Dasgupta, B; Dolan, AL; Li, F; Mackintosh, C; Moniz, C; Panayi, GS; Todd, P, 1997
)
0.3
" These findings suggest that similar to the pill containing 30 microg EE2, the lower dosage of the EE2 pill (20 microg) is also capable of reducing bone resorption."( Evidence that treatment with monophasic oral contraceptive formulations containing ethinylestradiol plus gestodene reduces bone resorption in young women.
Ajossa, S; Floris, S; Guerriero, S; Mannias, M; Melis, GB; OrrĂ¹, M; Paoletti, AM; Vacca, AM, 2000
)
0.31
" These findings suggest that similar to the pill containing 30 mcg EE2, the lower dosage of the EE2 pill (20 mcg) is also capable of reducing bone resorption."( Evidence that treatment with monophasic oral contraceptive formulations containing ethinylestradiol plus gestodene reduces bone resorption in young women.
Ajossa, S; Floris, S; Guerriero, S; Mannias, M; Melis, GB; OrrĂ¹, M; Paoletti, AM; Vacca, AM, 2000
)
0.31
" Individual L-T4 replacement (mean dosage 85."( Restoration of euthyroidism accelerates bone turnover in patients with subclinical hypothyroidism: a randomized controlled trial.
Beat, M; Christ-Crain, M; Guglielmetti, M; Kraenzlin, M; Meier, C; Staub, JJ, 2004
)
0.32
" Our data show that ED at a dosage that suppresses bone metabolism markedly inhibits vascular calcification in rats with renal failure."( Effect of etidronate on aortic calcification and bone metabolism in calcitriol-treated rats with subtotal nephrectomy.
Aizawa, S; Hashiba, H; Kogo, H; Suzuki, Y; Tamura, H; Tamura, K, 2005
)
0.33
" The dosing period was 4 weeks."( Additive effect of vitamin K2 and risedronate on long bone mass in hypophysectomized young rats.
Iwamoto, J; Sato, Y; Takeda, T; Yeh, JK, 2007
)
0.34
" When searching for markers of bone remodeling, biochemists have focused mainly on skeletal molecules that can be dosed in plasma and/or urine, as indicators of osteoblast function (i."( Role of biochemical markers of bone remodeling in clinical practice.
Camozzi, V; Francucci, CM; Moro, L; Pagani, F; Simoni, E; Tossi, A, 2007
)
0.34
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
organooxygen compoundAn organochalcogen compound containing at least one carbon-oxygen bond.
organonitrogen compoundAny heteroorganic entity containing at least one carbon-nitrogen bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (976)

TimeframeStudies, This Drug (%)All Drugs %
pre-199057 (5.84)18.7374
1990's477 (48.87)18.2507
2000's327 (33.50)29.6817
2010's109 (11.17)24.3611
2020's6 (0.61)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.99

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.99 (24.57)
Research Supply Index7.05 (2.92)
Research Growth Index5.29 (4.65)
Search Engine Demand Index53.49 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.99)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials132 (12.98%)5.53%
Reviews42 (4.13%)6.00%
Case Studies14 (1.38%)4.05%
Observational1 (0.10%)0.25%
Other828 (81.42%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]