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dimethylarginine

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Description

dimethylarginine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

dimethylarginine : An arginine derivative that is arginine substituted by two methyl groups. A "closed" class. [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]

Cross-References

ID SourceID
PubMed CID10176589
SCHEMBL ID160690
MeSH IDM0469031

Synonyms (2)

Synonym
SCHEMBL160690
dimethylarginine

Research Excerpts

Bioavailability

renal extraction of asymmetrical (ADMA) and symmetrical (SDMA) dimethylarginine as well as the arginine/ADMA ratio, which defines the bioavailability of nitric oxide, remained intact in group 3 only. Surrogate markers for NO bioavailability are substrates of NO generating synthase (NOS)

ExcerptReferenceRelevance
" A key vascular phenotype observed in hyperhomocysteinemic animals is endothelial dysfunction, manifested by decreased bioavailability of endothelium-derived nitric oxide."( Mechanisms of homocysteine-induced atherothrombosis.
Lentz, SR, 2005
)
0.33
" The consequent endothelial impairment leads to a reduced bioavailability of nitric oxide."( Asymptomatic Helicobacter pylori infection increases asymmetric dimethylarginine levels in healthy subjects.
Boemi, M; Bonazzi, P; Bonfigli, AR; Cenerelli, S; Galeazzi, R; Marra, M; Sirolla, C; Testa, I; Testa, R, 2005
)
0.57
"Endothelial dysfunction due to reduced bioavailability of nitric oxide (NO) is an early step in the course of atherosclerotic cardiovascular disease (CVD)."( A possible involvement of crosstalk between advanced glycation end products (AGEs) and asymmetric dimethylarginine (ADMA), an endogenous nitric oxide synthase inhibitor in accelerated atherosclerosis in diabetes.
Okuda, S; Ueda, S; Yamagishi, S, 2007
)
0.56
"Decreased nitric oxide (NO) production and/or impaired NO bioavailability may occur in patients with chronic kidney disease (CKD), and could contribute to the elevation of blood pressure, cardiovascular disease (CVD) and the progression of renal injury in these patients."( Asymmetric dimethylarginine may be a missing link between cardiovascular disease and chronic kidney disease.
Kaida, Y; Okuda, S; Ueda, S; Yamagishi, S, 2007
)
0.73
" N-acetylcysteine (NAC) is a thiol molecule that has direct and indirect antioxidant effects which decrease reactive oxidant species and increase the bioavailability of the DDAH enzyme."( Intravenous N-acetylcysteine during hemodialysis reduces asymmetric dimethylarginine level in end-stage renal disease patients.
Pranawa, W; Thaha, M; Tomino, Y; Yogiantoro, M, 2008
)
0.58
"Chronic kidney disease (CKD) and hypertension have been associated with decreased bioavailability of nitric oxide (NO) and endothelial dysfunction."( Plasma asymmetric dimethylarginine, symmetric dimethylarginine, l-arginine, and nitrite/nitrate concentrations in cats with chronic kidney disease and hypertension.
Elliott, J; Jepson, RE; Syme, HM; Vallance, C,
)
0.47
"Metabolic syndrome (MetS) denotes a clustering of risk factors that may affect nitric oxide (NO) bioavailability and predispose to cardiovascular diseases, which are delayed by exercise training."( Enhanced concentrations of relevant markers of nitric oxide formation after exercise training in patients with metabolic syndrome.
Casella-Filho, A; Chagas, AC; Gomes, VA; Tanus-Santos, JE, 2008
)
0.35
" We examined the relationship of global arginine bioavailability ratio (GABR) (defined as arginine/[ornithine + citrulline]) versus arginine and its catabolic metabolites to prevalence of significantly obstructive coronary artery disease (CAD) and incidence of major adverse cardiovascular events (MACE) (death, myocardial infarction, stroke) over a 3-year follow-up in 1,010 subjects undergoing elective cardiac catheterization."( Diminished global arginine bioavailability and increased arginine catabolism as metabolic profile of increased cardiovascular risk.
Brennan, DM; Cho, L; Hazen, SL; Tang, WH; Wang, Z, 2009
)
0.35
" Moreover, small interfering RNA-mediated down-regulation of DDAH-1 and DDAH-2 reduced NO bioavailability by 27 and 57%, respectively."( Role of dimethylarginine dimethylaminohydrolases in the regulation of endothelial nitric oxide production.
Cardounel, AJ; Karrupiah, K; Kearns, PN; Pope, AJ; Xia, Y, 2009
)
0.79
" Severe malaria (SM) is associated with decreased NO bioavailability, but the contribution of ADMA to the pathogenesis of impaired NO bioavailability and adverse outcomes in malaria is unknown."( Increased asymmetric dimethylarginine in severe falciparum malaria: association with impaired nitric oxide bioavailability and fatal outcome.
Anstey, NM; Celermajer, DS; Darcy, CJ; Duffull, SB; Gitawati, R; Granger, DL; Jones, C; Kenangalem, E; Lampah, DA; Lopansri, BK; McNeil, YR; Price, RN; Tjitra, E; Weinberg, JB; Yeo, TW, 2010
)
0.68
"An abnormal production of reactive oxygen species (ROS) and the subsequent decrease in vascular bioavailability of nitric oxide (NO) have long been proposed to be the common pathogenetic mechanism of the endothelial dysfunction, resulting from diverse cardiovascular risk factors such as hypercholesterolaemia, diabetes mellitus, chronic smoking, metabolic syndrome, and hypertension."( Is oxidative stress a therapeutic target in cardiovascular disease?
Bruno, RM; Gori, T; Münzel, T; Taddei, S, 2010
)
0.36
"Reduced bioavailability of endogenous nitric oxide (NO) is a central pathophysiological event in hypertension and other cardiovascular diseases."( Dietary nitrate attenuates oxidative stress, prevents cardiac and renal injuries, and reduces blood pressure in salt-induced hypertension.
Carlström, M; Hezel, M; Larsson, E; Lundberg, JO; Persson, AE; Scheffer, PG; Teerlink, T; Weitzberg, E, 2011
)
0.37
" In vitro data suggest that ADMA bioavailability is regulated by proinflammatory stimuli, but it is unclear whether ADMA is a link between inflammation and endothelial dysfunction in humans."( Role of asymmetrical dimethylarginine in inflammation-induced endothelial dysfunction in human atherosclerosis.
Antoniades, C; Antonopoulos, AS; Bakogiannis, C; Demosthenous, M; Koumallos, N; Koutsilieris, M; Lazaros, G; Lymperiadis, D; Marinou, K; Mavragani, K; Stefanadis, C; Tousoulis, D; Toutouza, M; Triantafyllou, C; Vlachopoulos, C, 2011
)
0.69
"These data imply that NO bioavailability within the myocardium modulates earliest stages of LVH development and facilitates development of diastolic dysfunction at a given LV mass."( The endogenous NOS inhibitor asymmetric dimethylarginine (ADMA) predicts LV mass independent of afterload.
Frenneaux, MP; Heresztyn, T; Horowitz, JD; Marwick, TH; Mishra, K; Ngo, DT; Nightingale, AK; Rajendran, S; Ritchie, RH; Sverdlov, AL, 2011
)
0.64
" These results suggested that HDMPPA could maintain NO bioavailability through an increasing eNOS expression and preventing NO degradation by ROS."( Beneficial effects of the active principle component of Korean cabbage kimchi via increasing nitric oxide production and suppressing inflammation in the aorta of apoE knockout mice.
Choi, YH; Noh, JS; Song, YO, 2013
)
0.39
" They include the enhanced production of reactive oxygen species and diminished bioavailability of nitric oxide (NO)."( Asymmetric dimethylarginine regulates the lipopolysaccharide-induced nitric oxide production in macrophages by suppressing the activation of NF-kappaB and iNOS expression.
Ambrozova, G; Bino, L; Kadlec, J; Klinke, A; Kolarova, H; Kubala, L; Kuchta, R; Kuchtova, Z; Lojek, A; Martiskova, H; Pekarova, M; Rudolph, TK; Twarogova, M, 2013
)
0.78
"Nitric oxide (NO) bioavailability is impaired in children and adults with severe falciparum malaria (SM)."( Dimethylarginines: endogenous inhibitors of nitric oxide synthesis in children with falciparum malaria.
Anstey, NM; Chen, Y; Florence, SM; Granger, DL; Mukemba, JP; Mwaikambo, ED; Rubach, M; Volkheimer, AD; Wang, H; Weinberg, JB; Yeo, TW, 2014
)
1.85
" Arginine bioavailability (reflected by low arginine:ADMA ratios) is therefore comparably low in SM in children as in adults."( Dimethylarginines: endogenous inhibitors of nitric oxide synthesis in children with falciparum malaria.
Anstey, NM; Chen, Y; Florence, SM; Granger, DL; Mukemba, JP; Mwaikambo, ED; Rubach, M; Volkheimer, AD; Wang, H; Weinberg, JB; Yeo, TW, 2014
)
1.85
" We demonstrate that 1) plasma indexes of L-arginine bioavailability and impairment of nitric oxide synthase function correlate with airway responsiveness to methacholine; 2) plasma levels of L-ornithine predict in vivo pulmonary arginase activity and airway function; and 3) acute arginase inhibition reduces in vivo pulmonary arginase activity to control levels and normalizes plasma L-ornithine, but not L-arginine, bioavailability in this model."( Plasma arginine metabolites reflect airway dysfunction in a murine model of allergic airway inflammation.
Grasemann, H; Huang, H; North, ML; Pencharz, P; Rafii, M; Scott, JA, 2015
)
0.42
" The mechanisms of endothelial dysfunction seem to evolve throughout kidney disease progression, culminating in reduced L-arginine transport and impaired nitric oxide bioavailability in advanced disease."( The Vascular Endothelium in Chronic Kidney Disease: A Novel Target for Aerobic Exercise.
Edwards, DG; Kirkman, DL; Martens, CR, 2016
)
0.43
" The accurate and precise measurement of arginine and its methylated derivatives is needed for research studies investigating their role(s) in NO bioavailability and development of disease."( Quantification of Arginine and Its Methylated Derivatives in Plasma by High-Performance Liquid Chromatography Tandem Mass Spectrometry (LC-MS/MS).
Haymond, S; Miller, A; Vespa, G; Vicente, FB, 2016
)
0.43
"Increased oxidative stress and disturbance in nitric oxide bioavailability lead to endothelial dysfunction and cardiovascular complication in renal disease."( Vascular function and arginine and dimethylarginines in gentamicin-induced renal failure: a possible effect of heme oxygenase 1 inducer hemin.
Alp-Yıldırım, FI; Aycan-Ustyol, E; Bekpinar, S; Giris, M; Kabasakal, M; Ozluk, Y; Tepe, O; Unlucerci, Y; Uydes-Dogan, BS; Uysal, M, 2017
)
0.73
" Surrogate markers for NO bioavailability are substrates of NO generating synthase (NOS): L-arginine (lArg) and homoarginine (hArg) together with the inhibitory competitive substrate asymmetric dimethylarginine (ADMA)."( Markers of nitric oxide are associated with sepsis severity: an observational study.
Bauer, A; Böger, RH; Goetz, AE; Holzmann, M; Kluge, S; Moritz, E; Nierhaus, A; Priefler, M; Robbe, L; Schwedhelm, E; Winkler, MS; Zahrte, C; Zoellner, C, 2017
)
0.64
" Both metabolites affect NO metabolism and our findings suggest reduced NO bioavailability in sepsis."( Markers of nitric oxide are associated with sepsis severity: an observational study.
Bauer, A; Böger, RH; Goetz, AE; Holzmann, M; Kluge, S; Moritz, E; Nierhaus, A; Priefler, M; Robbe, L; Schwedhelm, E; Winkler, MS; Zahrte, C; Zoellner, C, 2017
)
0.46
" Therefore, our findings suggest reduced NO bioavailability in non-survivors of sepsis."( Symmetrical (SDMA) and asymmetrical dimethylarginine (ADMA) in sepsis: high plasma levels as combined risk markers for sepsis survival.
Böger, RH; Harlandt, O; Kluge, S; Lezius, S; Nierhaus, A; Rösler, G; Schwedhelm, E; Winkler, MS, 2018
)
0.76
" This pre-treatment resulted in full protection of contractility, decreased production of iNOS and ADMA and normalized the bioavailability of NO in the I/R hearts."( A drug cocktail for protecting against ischemia-reperfusion injury.
Bil-Lula, I; Krzywonos-Zawadzka, A; Sawicki, G; Wozniak, M, 2020
)
0.56
"Decreased NO bioavailability is associated with RM."( Decreased nitric oxide content mediated by asymmetrical dimethylarginine and protein l-arginine methyltransferase 3 in macrophages induces trophoblast apoptosis: a potential cause of recurrent miscarriage.
Hao, F; Jin, LP; Li, WX; Sun, JX; Tang, LC; Xu, XH; Zhao, Y, 2021
)
0.87

Dosage Studied

ExcerptRelevanceReference
" DDAH activity had a decreasing dose-response relationship with increasing L-homocysteine concentrations."( Homocysteine increases the production of asymmetric dimethylarginine in cultured neurons.
Selley, ML, 2004
)
0.57
" Each sample was used for glutathione ad lipid peroxidation level dosage and for evaluating the expression of heme oxygenase both after a single subcutaneous administration of BSO and without treatment."( Neuroprotective effects of a glutathione depletor in rat post-ischemic reperfusion brain damage.
Acquaviva, R; Di Giacomo, C; Santangelo, R; Sorrenti, V; Volti, GL, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (491)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's220 (44.81)29.6817
2010's241 (49.08)24.3611
2020's30 (6.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 43.77

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index43.77 (24.57)
Research Supply Index6.35 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index69.84 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (43.77)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials53 (10.21%)5.53%
Reviews47 (9.06%)6.00%
Case Studies0 (0.00%)4.05%
Observational9 (1.73%)0.25%
Other410 (79.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]