1-Methylguanidine (BioDeep_00000003906)

 

Secondary id: BioDeep_00000399906

natural product human metabolite Endogenous blood metabolite Toxin BioNovoGene_Lab2019


代谢物信息卡片


1-Methylguanidine hydrochloride

化学式: C2H7N3 (73.064)
中文名称: 甲胍, 1-甲基胍, 甲基胍 盐酸盐
谱图信息: 最多检出来源 Homo sapiens(not specific) 19.01%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

1-Methylguanidine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/1-methylguanidine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000003906). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN=C(N)N
InChI: InChI=1S/C2H7N3/c1-5-2(3)4/h1H3,(H4,3,4,5)

描述信息

Methylguanidine (MG) is a guanidine in which one of the amino hydrogens of guanidine itself is substituted by a methyl group. Methylguanidine is a guanidine compound deriving from protein catabolism. It is also a product of putrefaction. Methylguanidine has a role as a metabolite, an EC 1.14.13.39 (nitric oxide synthase) inhibitor and as a uremic toxin. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). It accumulates in renal failure, however it also exhibits anti-inflammatory effects. Methylguanidine is synthesized from creatinine concomitant with the synthesis of hydrogen peroxide from endogenous substrates in peroxisomes. Recent evidence suggests that methylguanidine significantly inhibits iNOS activity and TNF- release. This means that methylguandine can attenuate the degree of inflammation and tissue damage associated with endotoxic shock.
Methylguanidine (MG) is a guanidine compound deriving from protein catabolism. It is also a product of putrefaction. Methylguanidine is a suspected uraemic toxin that accumulates in renal failure, however it also exhibits anti-inflammatory effects. Methylguanidine is synthesized from creatinine concomitant with the synthesis of hydrogen peroxide from endogenous substrates in peroxisomes. Recent evidence suggests that methylguanidine significantly inhibits iNOS activity and TNF- release. This means that methylguandine can attenuate the degree of inflammation and tissue damage associated with endotoxic shock. Methylguanidine is found in loquat and apple.

Methylguanidine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=471-29-4 (retrieved 2024-07-16) (CAS RN: 471-29-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

12 个代谢物同义名

1-Methylguanidine hydrochloride; Monomethyl guanidin; Monomethylguanidine; N1-Methylguanidine; N-methylguanidine; 1-METHYLGUANIDINE; METHYLGUANIDINE; Methylguanidin; MGX; Methylguanidine; Methylguanidine; Methylguanidine



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

15 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ALB, ANXA5, CAT, ELANE, NOS2, NOS3, PKM, XDH
Peripheral membrane protein 2 ANXA5, AOC1
Nucleus 6 ALB, MPO, NOS2, NOS3, PARP1, PKM
cytosol 13 ALB, ANXA5, CAT, ELANE, GPT, IL1B, LIPE, NOS2, NOS3, PARP1, PKM, PRKCQ, XDH
nuclear body 1 PARP1
phagocytic vesicle 1 ELANE
centrosome 1 ALB
nucleoplasm 5 MPO, NOS2, NOS3, PARP1, SCNN1G
Cell membrane 3 AOC1, LIPE, TNF
Multi-pass membrane protein 1 SCNN1G
cell surface 2 ELANE, TNF
Golgi apparatus 2 ALB, NOS3
Golgi membrane 2 INS, NOS3
neuronal cell body 1 TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 4 IL1B, LIPE, NOS2, PARP1
Lysosome 2 IL1B, MPO
plasma membrane 6 AOC1, NOS2, NOS3, PRKCQ, SCNN1G, TNF
Membrane 4 ANXA5, CAT, LIPE, PARP1
apical plasma membrane 1 SCNN1G
caveola 2 LIPE, NOS3
extracellular exosome 9 ALB, ANXA5, AOC1, CAT, ELANE, GPT, MPO, PKM, SCNN1G
endoplasmic reticulum 1 ALB
extracellular space 10 ALB, AOC1, ELANE, IL1B, IL6, INS, MPO, PTH, TNF, XDH
perinuclear region of cytoplasm 2 NOS2, NOS3
bicellular tight junction 1 AOC1
mitochondrion 3 CAT, PARP1, PKM
protein-containing complex 3 ALB, CAT, PARP1
intracellular membrane-bounded organelle 2 CAT, MPO
Secreted 4 ALB, IL1B, IL6, INS
extracellular region 12 ALB, ANXA5, AOC1, CAT, ELANE, IL1B, IL6, INS, MPO, PKM, PTH, TNF
mitochondrial matrix 1 CAT
Extracellular side 1 AOC1
anchoring junction 1 ALB
transcription regulator complex 1 PARP1
centriolar satellite 1 PRKCQ
external side of plasma membrane 3 ANXA5, SCNN1G, TNF
Extracellular vesicle 1 PKM
nucleolus 1 PARP1
Cytoplasm, P-body 2 NOS2, NOS3
P-body 2 NOS2, NOS3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 PKM
Apical cell membrane 1 SCNN1G
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
focal adhesion 2 ANXA5, CAT
Peroxisome 4 AOC1, CAT, NOS2, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, NOS2
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 3 ANXA5, ELANE, PKM
secretory granule 3 ELANE, IL1B, MPO
Zymogen granule membrane 1 ANXA5
ciliary basal body 1 ALB
cilium 1 PKM
chromatin 1 PARP1
phagocytic cup 1 TNF
Chromosome 1 PARP1
cytoskeleton 1 NOS3
centriole 1 ALB
Secreted, extracellular space 1 AOC1
Nucleus, nucleolus 1 PARP1
spindle pole 1 ALB
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 1 ALB
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
sodium channel complex 1 SCNN1G
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
azurophil granule 1 MPO
ficolin-1-rich granule lumen 2 CAT, PKM
secretory granule lumen 3 CAT, INS, PKM
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, IL6, INS
transcription repressor complex 1 ELANE
platelet alpha granule lumen 1 ALB
specific granule lumen 2 AOC1, ELANE
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
Secreted, extracellular exosome 1 IL1B
azurophil granule lumen 2 ELANE, MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
vesicle membrane 1 ANXA5
phagocytic vesicle lumen 1 MPO
protein-DNA complex 1 PARP1
Rough endoplasmic reticulum 1 PKM
Cytoplasmic vesicle, phagosome 1 ELANE
site of DNA damage 1 PARP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • A M Bosco, B F M Almeida, P P Pereira, D B Dos Santos, Á J S Neto, W L Ferreira, P C Ciarlini. The uremic toxin methylguanidine increases the oxidative metabolism and accelerates the apoptosis of canine neutrophils. Veterinary immunology and immunopathology. 2017 Mar; 185(?):14-19. doi: 10.1016/j.vetimm.2017.01.006. [PMID: 28241998]
  • E I Skliarova, T N Popova, K K Shulgin. Effects of N-[Imino(1-Piperidinyl)Methyl] Guanidine on the Intensity of Free Radical Processes, Aconitase Activity, and Citrate Level in the Tissues of Rats with Experimental Type 2 Diabetes Mellitus. Bulletin of experimental biology and medicine. 2016 Jun; 161(2):261-5. doi: 10.1007/s10517-016-3391-5. [PMID: 27383162]
  • Rizwan Ali Zounr, Mumammad Yar Khuhawar, Taj Muhammad Jahangir, Malik Alamgir. Improved Gas Chromatographic Determination of Guanidino Compounds Using Isovaleroylacetone and Ethyl Chloroformate as Derivatizing Reagents. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2016; 32(2):141-6. doi: 10.2116/analsci.32.141. [PMID: 26860556]
  • Renata P Assis, Juliana F A Castro, Vânia O Gutierres, Carlos A Arcaro, Renata S Brotto, Olga M M F Oliveira, Amanda M Baviera, Iguatemy L Brunetti. Effects of uremic solutes on reactive oxygen species in vitro model systems as a possibility of support the renal function management. BMC nephrology. 2015 Apr; 16(?):50. doi: 10.1186/s12882-015-0029-1. [PMID: 25886160]
  • Mathieu Verbeken, Evelien Wynendaele, Elodie Mauchauffée, Nathalie Bracke, Sofie Stalmans, Engin Bojnik, Sandor Benyhe, Kathelijne Peremans, Ingeborgh Polis, Christian Burvenich, Albert Gjedde, Jean-François Hernandez, Bart De Spiegeleer. Blood-brain transfer and antinociception of linear and cyclic N-methyl-guanidine and thiourea-enkephalins. Peptides. 2015 Jan; 63(?):10-21. doi: 10.1016/j.peptides.2014.10.010. [PMID: 25451468]
  • Kazuharu Ienaga, Chan Hum Park, Takako Yokozawa. Daily hydroxyl radical scavenging capacity of mammals. Drug discoveries & therapeutics. 2014 Apr; 8(2):71-5. doi: 10.5582/ddt.8.71. [PMID: 24815581]
  • Libo Li, Igor Vorobyov, Toby W Allen. The different interactions of lysine and arginine side chains with lipid membranes. The journal of physical chemistry. B. 2013 Oct; 117(40):11906-20. doi: 10.1021/jp405418y. [PMID: 24007457]
  • Alastair B Ross, Emma Pere-Trépat, Ivan Montoliu, Francois-Pierre J Martin, Sebastiano Collino, Sofia Moco, Jean-Philippe Godin, Marilyn Cléroux, Philippe A Guy, Isabelle Breton, Rodrigo Bibiloni, Anita Thorimbert, Isabelle Tavazzi, Lionel Tornier, Aude Bebuis, Stephen J Bruce, Maurice Beaumont, Laurent-Bernard Fay, Sunil Kochhar. A whole-grain-rich diet reduces urinary excretion of markers of protein catabolism and gut microbiota metabolism in healthy men after one week. The Journal of nutrition. 2013 Jun; 143(6):766-73. doi: 10.3945/jn.112.172197. [PMID: 23616503]
  • J-H Yeh, Y-C Yang, J-C Wang, D Wang, J-J Wang. Curcumin attenuates renal ischemia and reperfusion injury-induced restrictive respiratory insufficiency. Transplantation proceedings. 2013; 45(10):3542-5. doi: 10.1016/j.transproceed.2013.09.004. [PMID: 24314954]
  • Jian Zhang, Siwei Wei, Lingyan Liu, G A Nagana Gowda, Patty Bonney, Jane Stewart, Deborah W Knapp, Daniel Raftery. NMR-based metabolomics study of canine bladder cancer. Biochimica et biophysica acta. 2012 Nov; 1822(11):1807-14. doi: 10.1016/j.bbadis.2012.08.001. [PMID: 22967815]
  • Ayshamgul Hasim, Hong Ma, Batur Mamtimin, Abulizi Abudula, Madiniyet Niyaz, Li-Wei Zhang, Juret Anwer, Ilyar Sheyhidin. Revealing the metabonomic variation of EC using ¹H-NMR spectroscopy and its association with the clinicopathological characteristics. Molecular biology reports. 2012 Sep; 39(9):8955-64. doi: 10.1007/s11033-012-1764-z. [PMID: 22736106]
  • J-H Yeh, C-L Su, C F Chen, D Wang, J-J Wang. Liver reperfusion-induced decrease in dynamic compliance and increase in airway resistance are ameliorated by preischemic treatment with melatonin through scavenging hydroxyl radicals in rat lungs. Transplantation proceedings. 2012 May; 44(4):966-9. doi: 10.1016/j.transproceed.2012.01.076. [PMID: 22564598]
  • C M Lin, J F Lee, L L Chiang, C F Chen, D Wang, C L Su. The protective effect of curcumin on ischemia-reperfusion-induced liver injury. Transplantation proceedings. 2012 May; 44(4):974-7. doi: 10.1016/j.transproceed.2012.01.081. [PMID: 22564600]
  • C-C Hsu, J-J Wang. L-ascorbic acid and alpha-tocopherol attenuates liver ischemia-reperfusion induced of cardiac function impairment. Transplantation proceedings. 2012 May; 44(4):933-6. doi: 10.1016/j.transproceed.2012.01.098. [PMID: 22564589]
  • S A Majidano, M Y Khuhawar. Gas chromatographic determination of guanidino compounds in uremic patients using glyoxal as derivatizing reagent. Journal of chromatographic science. 2012 May; 50(5):380-6. doi: 10.1093/chromsci/bms013. [PMID: 22392369]
  • T-H Chen, K-H Chen, J-J Wang. Preischemic treatment with melatonin attenuates liver reperfusion-induced impairment of cardiac function. Transplantation proceedings. 2012 May; 44(4):970-3. doi: 10.1016/j.transproceed.2012.01.077. [PMID: 22564599]
  • Chao-Fuh Chen, David Wang, Fur-Jiang Leu, Hsing I Chen. The protective role of nitric oxide and nitric oxide synthases in whole-body hyperthermia-induced hepatic injury in rats. International journal of hyperthermia : the official journal of European Society for Hyperthermic Oncology, North American Hyperthermia Group. 2012; 28(5):421-30. doi: 10.3109/02656736.2012.677928. [PMID: 22690838]
  • K Ienaga, T Yokozawa. Creatinine and HMH (5-hydroxy-1-methylhydantoin, NZ-419) as intrinsic hydroxyl radical scavengers. Drug discoveries & therapeutics. 2011 Aug; 5(4):162-75. doi: 10.5582/ddt.2011.v5.4.162. [PMID: 22466296]
  • Vijay P Taori, Hao Lu, Theresa M Reineke. Structure-activity examination of poly(glycoamidoguanidine)s: glycopolycations containing guanidine units for nucleic acid delivery. Biomacromolecules. 2011 Jun; 12(6):2055-63. doi: 10.1021/bm101537f. [PMID: 21506608]
  • Jia Liu, Lawrence Litt, Mark R Segal, Mark J S Kelly, Jeffrey G Pelton, Myungwon Kim. Metabolomics of oxidative stress in recent studies of endogenous and exogenously administered intermediate metabolites. International journal of molecular sciences. 2011; 12(10):6469-501. doi: 10.3390/ijms12106469. [PMID: 22072900]
  • Eric V Schow, J Alfredo Freites, Philip C. Myint, Andreas Bernsel, Gunnar von Heijne, Stephen H White, Douglas J Tobias. Arginine in membranes: the connection between molecular dynamics simulations and translocon-mediated insertion experiments. The Journal of membrane biology. 2011 01; 239(1-2):35-48. doi: 10.1007/s00232-010-9330-x. [PMID: 21127848]
  • Ivan K S Yap, Ian J Brown, Queenie Chan, Anisha Wijeyesekera, Isabel Garcia-Perez, Magda Bictash, Ruey Leng Loo, Marc Chadeau-Hyam, Timothy Ebbels, Maria De Iorio, Elaine Maibaum, Liancheng Zhao, Hugo Kesteloot, Martha L Daviglus, Jeremiah Stamler, Jeremy K Nicholson, Paul Elliott, Elaine Holmes. Metabolome-wide association study identifies multiple biomarkers that discriminate north and south Chinese populations at differing risks of cardiovascular disease: INTERMAP study. Journal of proteome research. 2010 Dec; 9(12):6647-54. doi: 10.1021/pr100798r. [PMID: 20853909]
  • Luigi Atzori, Theodoros Xanthos, Luigi Barberini, Roberto Antonucci, Federica Murgia, Milena Lussu, Filippia Aroni, Marianna Varsami, Apostolos Papalois, Adolfo Lai, Ernesto D'Aloja, Nicoletta Iacovidou, Vassilios Fanos. A metabolomic approach in an experimental model of hypoxia-reoxygenation in newborn piglets: urine predicts outcome. The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians. 2010 Oct; 23 Suppl 3(?):134-7. doi: 10.3109/14767058.2010.517033. [PMID: 20873980]
  • Igor Vorobyov, Borislava Bekker, Toby W Allen. Electrostatics of deformable lipid membranes. Biophysical journal. 2010 Jun; 98(12):2904-13. doi: 10.1016/j.bpj.2010.03.046. [PMID: 20550903]
  • Fang Wang, Bo Yang, G Hui Ling, Can Yao, Y Sheng Jiang. Methylguanidine cytotoxicity on HK-2 cells and protective effect of antioxidants against MG-induced apoptosis in renal proximal tubular cells in vitro. Renal failure. 2010; 32(8):978-85. doi: 10.3109/0886022x.2010.501935. [PMID: 20722566]
  • Kazuharu Ienaga, Takako Yokozawa. Treatment with NZ-419 (5-Hydroxy-1-methylimidazoline-2,4-dione), a novel intrinsic antioxidant, against the progression of chronic kidney disease at stages 3 and 4 in rats. Biological & pharmaceutical bulletin. 2010; 33(5):809-15. doi: 10.1248/bpb.33.809. [PMID: 20460759]
  • N T Wang, H I Lin, D Y Yeh, T Y Chou, C F Chen, F C Leu, D Wang, R T Hu. Effects of the antioxidants lycium barbarum and ascorbic acid on reperfusion liver injury in rats. Transplantation proceedings. 2009 Dec; 41(10):4110-3. doi: 10.1016/j.transproceed.2009.08.051. [PMID: 20005350]
  • L V Matasova, A V Semenikhina, T N Popova, K K Shulgin, A A Agarkov, L F Panchenko, A I Slivkin, D V Kryl'skiy. Effect of N-[Imino(4-morpholyl)methyl]guanidine on the oxidative status in rats with toxic hepatitis. Bulletin of experimental biology and medicine. 2009 Oct; 148(4):619-22. doi: 10.1007/s10517-010-0779-5. [PMID: 20396755]
  • Kazuharu Ienaga, Hiroki Mikami, Takako Yokozawa. First indications demonstrating the preventive effects of NZ-419, a novel intrinsic antioxidant, on the initiation and/or progression of chronic renal failure in rats. Biological & pharmaceutical bulletin. 2009 Jul; 32(7):1204-8. doi: 10.1248/bpb.32.1204. [PMID: 19571386]
  • Demeral David Liu, Hen I Lin, Nan-Kuang Hsieh, Hsing I Chen. Enhancement effects of hypercapnia on the acute lung injury caused by acid aspiration. The Chinese journal of physiology. 2009 Jun; 52(3):115-27. doi: 10.4077/cjp.2009.amh025. [PMID: 19777797]
  • Dar-Chih Kuo, Shih-Ping Hsu, Chiang-Ting Chien. Partially hydrolyzed guar gum supplement reduces high-fat diet increased blood lipids and oxidative stress and ameliorates FeCl3-induced acute arterial injury in hamsters. Journal of biomedical science. 2009 Feb; 16(?):15. doi: 10.1186/1423-0127-16-15. [PMID: 19272178]
  • Masaaki Nakayama, Shigeru Kabayama, Hirofumi Nakano, Wan-Jun Zhu, Hiroyuki Terawaki, Keisuke Nakayama, Kiyoshi Katoh, Toshinobu Satoh, Sadayoshi Ito. Biological effects of electrolyzed water in hemodialysis. Nephron. Clinical practice. 2009; 112(1):c9-15. doi: 10.1159/000210569. [PMID: 19342864]
  • Poonam Jain, Sapna Shah, Razek Coussa, Satya Prakash. Potentials and limitations of microorganisms as renal failure biotherapeutics. Biologics : targets & therapy. 2009; 3(?):233-43. doi: 10.2147/btt.s4964. [PMID: 19707412]
  • Jasmina Saric, Jia V Li, Yulan Wang, Jennifer Keiser, Jake G Bundy, Elaine Holmes, Jürg Utzinger. Metabolic profiling of an Echinostoma caproni infection in the mouse for biomarker discovery. PLoS neglected tropical diseases. 2008 Jul; 2(7):e254. doi: 10.1371/journal.pntd.0000254. [PMID: 18596973]
  • Olivier Levillain, Bart Marescau, Ilse Possemiers, Peter Paul De Deyn. Accumulation of methylguanidine and changes in guanidino compound levels in plasma, urine, and kidneys of furosemide-treated rats. Metabolism: clinical and experimental. 2008 Jun; 57(6):802-10. doi: 10.1016/j.metabol.2008.01.025. [PMID: 18502263]
  • Hsing I Chen, Nan-Kuang Hsieh, Shang Jyh Kao, Chain-Fa Su. Protective effects of propofol on acute lung injury induced by oleic acid in conscious rats. Critical care medicine. 2008 Apr; 36(4):1214-21. doi: 10.1097/ccm.0b013e31816a0607. [PMID: 18379248]
  • Hsing I Chen, Diana Yuwung Yeh, Shang Jyh Kao. The detrimental role of inducible nitric oxide synthase in the pulmonary edema caused by hypercalcemia in conscious rats and isolated lungs. Journal of biomedical science. 2008 Mar; 15(2):227-38. doi: 10.1007/s11373-007-9211-1. [PMID: 17906944]
  • Shang Jyh Kao, Diana Yu-Wung Yeh, Hsing I Chen. Clinical and pathological features of fat embolism with acute respiratory distress syndrome. Clinical science (London, England : 1979). 2007 Sep; 113(6):279-85. doi: 10.1042/cs20070011. [PMID: 17428199]
  • Sunny Eloot, An Torremans, Rita De Smet, Bart Marescau, Peter Paul De Deyn, Pascal Verdonck, Raymond Vanholder. Complex compartmental behavior of small water-soluble uremic retention solutes: evaluation by direct measurements in plasma and erythrocytes. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2007 Aug; 50(2):279-88. doi: 10.1053/j.ajkd.2007.05.009. [PMID: 17660029]
  • Hsing I Chen, Shang Jyh Kao, Yung-Hsiang Hsu. Pathophysiological mechanism of lung injury in patients with leptospirosis. Pathology. 2007 Jun; 39(3):339-44. doi: 10.1080/00313020701329740. [PMID: 17558862]
  • Shang-Jyh Kao, Chain-Fa Su, Demeral D Liu, Hsing I Chen. Endotoxin-induced acute lung injury and organ dysfunction are attenuated by pentobarbital anaesthesia. Clinical and experimental pharmacology & physiology. 2007 May; 34(5-6):480-7. doi: 10.1111/j.1440-1681.2007.04598.x. [PMID: 17439419]
  • Yasuyoshi Ishiwata, Kishin Son, Yoshie Itoga, Masato Yasuhara. Effects of acute renal failure and ganciclovir on the pharmacodynamics of levofloxacin-induced seizures in rats. Biological & pharmaceutical bulletin. 2007 Apr; 30(4):745-50. doi: 10.1248/bpb.30.745. [PMID: 17409514]
  • Chain Fa Su, Fwu Lin Yang, Hsing I Chen. Inhibition of inducible nitric oxide synthase attenuates acute endotoxin-induced lung injury in rats. Clinical and experimental pharmacology & physiology. 2007 Apr; 34(4):339-46. doi: 10.1111/j.1440-1681.2007.04553.x. [PMID: 17324147]
  • Hsing I Chen, Shu-Ya Hsieh, Fwu-Lin Yang, Yung Hsiang Hsu, Chia-Chih Lin. Exercise training attenuates septic responses in conscious rats. Medicine and science in sports and exercise. 2007 Mar; 39(3):435-42. doi: 10.1249/mss.0b013e31802d11c8. [PMID: 17473769]
  • Kazuharu Ienaga, Ko Nakamura, Tomoe Fujisawa, Yasutsugu Fukunaga, Hiroshi Nihei, Mitsuharu Narita, Yasuhiko Tomino, Tsutomu Sanaka, Kazumasa Aoyagi, Koji Nakano, Hikaru Koide. Urinary excretion of creatol, an in vivo biomarker of hydroxyl radical, in patients with chronic renal failure. Renal failure. 2007; 29(3):279-83. doi: 10.1080/08860220701219863. [PMID: 17497440]
  • Chia-Hsiang Chu, Demeral David Liu, Yung-Hsiang Hsu, Kuan-Chiao Lee, Hsing I Chen. Propofol exerts protective effects on the acute lung injury induced by endotoxin in rats. Pulmonary pharmacology & therapeutics. 2007; 20(5):503-12. doi: 10.1016/j.pupt.2006.03.006. [PMID: 16713316]
  • Demeral D Liu, Yung Hsiang Hsu, Hsing I Chen. Endotoxin-induced acute lung injury is enhanced in rats with spontaneous hypertension. Clinical and experimental pharmacology & physiology. 2007 Jan; 34(1-2):61-9. doi: 10.1111/j.1440-1681.2007.04526.x. [PMID: 17201737]
  • Kevin A Ford, John E Casida. Unique and common metabolites of thiamethoxam, clothianidin, and dinotefuran in mice. Chemical research in toxicology. 2006 Nov; 19(11):1549-56. doi: 10.1021/tx0601859. [PMID: 17112244]
  • R Gatti, M G Gioia. Anisoin: a useful pre-chromatographic derivatization fluorogenic reagent for LC analysis of guanidino compounds. Journal of pharmaceutical and biomedical analysis. 2006 Sep; 42(1):11-6. doi: 10.1016/j.jpba.2005.12.035. [PMID: 16460903]
  • A Torremans, B Marescau, B Kränzlin, N Gretz, J-M Billiouw, R Vanholder, R De Smet, K Bouwman, R Brouns, P P De Deyn. Biochemical validation of a rat model for polycystic kidney disease: comparison of guanidino compound profile with the human condition. Kidney international. 2006 Jun; 69(11):2003-12. doi: 10.1038/sj.ki.5000443. [PMID: 16641922]
  • Motoo Osaka, Kazumasa Aoyagi, Akiko Hirakawa, Motoo Nakajima, Tomoaki Jikuya, Osamu Shigeta, Yuzuru Sakakibara. Comparison of hydroxyl radical generation in patients undergoing coronary artery bypass grafting with and without cardiopulmonary bypass. Free radical research. 2006 Feb; 40(2):127-33. doi: 10.1080/10715760500428705. [PMID: 16390821]
  • Shang Jyh Kao, David Wang, Hen I Lin, Hsing I Chen. N-acetylcysteine abrogates acute lung injury induced by endotoxin. Clinical and experimental pharmacology & physiology. 2006 Jan; 33(1-2):33-40. doi: 10.1111/j.1440-1681.2006.04320.x. [PMID: 16445696]
  • Noriko Yamabe, Takako Yokozawa, Hyun Young Kim, Eun Ju Cho. Protective effect of Hachimi-jio-gan against renal failure in a subtotal nephrectomy rat model. The Journal of pharmacy and pharmacology. 2005 Dec; 57(12):1637-44. doi: 10.1211/jpp.57.12.0014. [PMID: 16354408]
  • Marisa Passarelli, Chongren Tang, Thomas O McDonald, Kevin D O'Brien, Ross G Gerrity, Jay W Heinecke, John F Oram. Advanced glycation end product precursors impair ABCA1-dependent cholesterol removal from cells. Diabetes. 2005 Jul; 54(7):2198-205. doi: 10.2337/diabetes.54.7.2198. [PMID: 15983222]
  • Sunny Eloot, An Torremans, Rita De Smet, Bart Marescau, Dirk De Wachter, Peter Paul De Deyn, Norbert Lameire, Pascal Verdonck, Raymond Vanholder. Kinetic behavior of urea is different from that of other water-soluble compounds: the case of the guanidino compounds. Kidney international. 2005 Apr; 67(4):1566-75. doi: 10.1111/j.1523-1755.2005.00238.x. [PMID: 15780113]
  • Stefania Marzocco, Rosanna Di Paola, Maria Teresa Ribecco, Raffaella Sorrentino, Britti Domenico, Massimini Genesio, Aldo Pinto, Giuseppina Autore, Salvatore Cuzzocrea. Effect of methylguanidine in a model of septic shock induced by LPS. Free radical research. 2004 Nov; 38(11):1143-53. doi: 10.1080/10715760410001725517. [PMID: 15621690]
  • Kenji Machida. [Methylguanidine]. Nihon rinsho. Japanese journal of clinical medicine. 2004 Nov; 62 Suppl 11(?):611-3. doi: NULL. [PMID: 15628489]
  • Stefania Marzocco, Rosanna Di Paola, Tiziana Genovese, Raffaella Sorrentino, Domenico Britti, Giuseppe Scollo, Aldo Pinto, Salvatore Cuzzocrea, Giuseppina Autore. Methylguanidine reduces the development of non septic shock induced by zymosan in mice. Life sciences. 2004 Aug; 75(12):1417-33. doi: 10.1016/j.lfs.2004.02.031. [PMID: 15240178]
  • Griet L Glorieux, Annemieke W Dhondt, Peter Jacobs, Joke Van Langeraert, Norbert H Lameire, Peter Paul De Deyn, Raymond C Vanholder. In vitro study of the potential role of guanidines in leukocyte functions related to atherogenesis and infection. Kidney international. 2004 Jun; 65(6):2184-92. doi: 10.1111/j.1523-1755.2004.00631.x. [PMID: 15149331]
  • Chiang-Ting Chien, Wei-Tien Chang, Heui-Wen Chen, Tzung-Dau Wang, Shaw-Yih Liou, Tzay-Jinn Chen, Yen-Lin Chang, Yuan-Teh Lee, Su-Ming Hsu. Ascorbate supplement reduces oxidative stress in dyslipidemic patients undergoing apheresis. Arteriosclerosis, thrombosis, and vascular biology. 2004 Jun; 24(6):1111-7. doi: 10.1161/01.atv.0000127620.12310.89. [PMID: 15072991]
  • Takako Nakagawa, Takako Yokozawa, Mitsuyo Sano, Shigeya Takeuchi, Mujo Kim, Shinsuke Minamoto. Activity of (-)-epigallocatechin 3-O-gallate against oxidative stress in rats with adenine-induced renal failure. Journal of agricultural and food chemistry. 2004 Apr; 52(7):2103-7. doi: 10.1021/jf030258j. [PMID: 15053559]
  • Kuo-Chin Huang, Chih-Ching Yang, Kun-Tai Lee, Chiang-Ting Chien. Reduced hemodialysis-induced oxidative stress in end-stage renal disease patients by electrolyzed reduced water. Kidney international. 2003 Aug; 64(2):704-14. doi: 10.1046/j.1523-1755.2003.00118.x. [PMID: 12846769]
  • Ru P Lee, David Wang, Nien Tsung Lin, Hsing I Chen. Physiological and chemical indicators for early and late stages of sepsis in conscious rats. Journal of biomedical science. 2002 Nov; 9(6 Pt 2):613-21. doi: 10.1159/000067290. [PMID: 12432227]
  • Takako Yokozawa, Yasuko Muto, Kunihiko Wakaki, Hiroshi Kashiwagi. Site of methylguanidine production and factors that influence production levels. Nephron. 2002 Oct; 92(2):356-62. doi: 10.1159/000063301. [PMID: 12218314]
  • Takako Yokozawa, Hyun Young Kim, Gen-Ichiro Nonaka, Kenichi Kosuna. Buckwheat extract inhibits progression of renal failure. Journal of agricultural and food chemistry. 2002 May; 50(11):3341-5. doi: 10.1021/jf011499z. [PMID: 12010008]
  • Olivier Levillain, Bart Marescau, Ilse Possemiers, Paul De Deyn. Dehydration modifies guanidino compound concentrations in the different zones of the rat kidney. Pflugers Archiv : European journal of physiology. 2002 May; 444(1-2):143-52. doi: 10.1007/s00424-002-0787-z. [PMID: 11976926]
  • Yukio Nohara, Tomomi Usui, Toshio Kinoshita, Mitsuo Watanabe. Generation of superoxide anions during the reaction of guanidino compounds with methylglyoxal. Chemical & pharmaceutical bulletin. 2002 Feb; 50(2):179-84. doi: 10.1248/cpb.50.179. [PMID: 11848206]
  • G Segarra, P Medina, J M Vila, P Chuan, C Domenech, B Torondel, A Lluch. Inhibition of nitric oxide activity by arginine analogs in human renal arteries. American journal of hypertension. 2001 Nov; 14(11 Pt 1):1142-8. doi: 10.1016/s0895-7061(01)02208-7. [PMID: 11724214]
  • G Leto, F Pricci, L Amadio, C Iacobini, S Cordone, O Diaz-Horta, G Romeo, P Barsotti, C M Rotella, U di Mario, G Pugliese. Increased retinal endothelial cell monolayer permeability induced by the diabetic milieu: role of advanced non-enzymatic glycation and polyol pathway activation. Diabetes/metabolism research and reviews. 2001 Nov; 17(6):448-58. doi: 10.1002/dmrr.227. [PMID: 11757081]
  • I Pietrzak, M Komarnicki, D Zaremba-Drobnik. Platelet aggregation and prostaglandin metabolism in uremic patients. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2001 Oct; 38(4 Suppl 1):S111-4. doi: 10.1053/ajkd.2001.27416. [PMID: 11576934]
  • O Levillain, B Marescau, I Possemiers, M Al Banchaabouchi, P P De Deyn. Influence of 72\% injury in one kidney on several organs involved in guanidino compound metabolism: a time course study. Pflugers Archiv : European journal of physiology. 2001 Jul; 442(4):558-69. doi: 10.1007/s004240100581. [PMID: 11510889]
  • P P De Deyn, R D'Hooge, P P Van Bogaert, B Marescau. Endogenous guanidino compounds as uremic neurotoxins. Kidney international. Supplement. 2001 Feb; 78(?):S77-83. doi: 10.1046/j.1523-1755.2001.59780077.x. [PMID: 11168988]
  • C Parikh, G Gyamlani, N Panlilio, C P Carvounis. Unmeasured cations: probable cause of relatively low anion gap in chronic renal failure. Renal failure. 2001 Jan; 23(1):91-6. doi: 10.1081/jdi-100001288. [PMID: 11256534]
  • C Tomida, K Aoyagi, S Nagase, M Gotoh, K Yamagata, K Takemura, A Koyama. Creatol, an oxidative product of creatinine in hemodialysis patients. Free radical research. 2000 Jan; 32(1):85-92. doi: 10.1080/10715760000300091. [PMID: 10625220]
  • G Segarra, P Medina, R M Ballester, P Lluch, M Aldasoro, J M Vila, S Lluch, D A Pelligrino. Effects of some guanidino compounds on human cerebral arteries. Stroke. 1999 Oct; 30(10):2206-10; discussion 2210. doi: 10.1161/01.str.30.10.2206. [PMID: 10512930]
  • G Autore, S Marzocco, R Sorrentino, V G Mirone, A Baydoun, A Pinto. In vitro and in vivo TNFalpha synthesis modulation by methylguanidine, an uremic catabolyte. Life sciences. 1999; 65(11):PL121-7. doi: 10.1016/s0024-3205(99)00355-0. [PMID: 10503937]
  • Y Nohara, T Hanai, J Suzuki, G Matsumoto, F Iinuma, H Kubo, T Kinoshita. Automatic system for the assay of guanidino compounds to assess uremic status and effect of hemodialysis. Chemical & pharmaceutical bulletin. 1998 Nov; 46(11):1844-5. doi: 10.1248/cpb.46.1844. [PMID: 9845964]
  • Y Motomiya, N Oyama, H Iwamoto, T Uchimura, I Maruyama. N epsilon-(carboxymethyl)lysine in blood from maintenance hemodialysis patients may contribute to dialysis-related amyloidosis. Kidney international. 1998 Oct; 54(4):1357-66. doi: 10.1046/j.1523-1755.1998.00091.x. [PMID: 9767556]
  • T Yokozawa, E Dong, H Oura, G Nonaka, I Nishioka. Magnesium lithospermate B ameliorates cisplatin-induced injury in cultured renal epithelial cells. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 1997 Dec; 49(5):343-6. doi: 10.1016/s0940-2993(97)80104-2. [PMID: 9455679]
  • T Kinoshita. [Chronic renal failure and guanidino compounds]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1997 Nov; 117(10-11):673-80. doi: 10.1248/yakushi1947.117.10-11_673. [PMID: 9414581]
  • J K Kramer, V Fellner, M E Dugan, F D Sauer, M M Mossoba, M P Yurawecz. Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids. Lipids. 1997 Nov; 32(11):1219-28. doi: 10.1007/s11745-997-0156-3. [PMID: 9397408]
  • T Soulis, M E Cooper, S Sastra, V Thallas, S Panagiotopoulos, O J Bjerrum, G Jerums. Relative contributions of advanced glycation and nitric oxide synthase inhibition to aminoguanidine-mediated renoprotection in diabetic rats. Diabetologia. 1997 Oct; 40(10):1141-51. doi: 10.1007/s001250050799. [PMID: 9349594]
  • T Nishimura, T Suga, F Takemura, Y Nomoto, H Sakai. Convulsions in hemodialysis (HD) patients with elevated polymorphonuclear leukocyte elastase (PMNE) levels. The Tokai journal of experimental and clinical medicine. 1997 May; 22(2):45-51. doi: . [PMID: 9608630]
  • O Levillain, B Marescau, P P De Deyn. Renal handling of guanidino compounds in rat and rabbit. The Journal of physiology. 1997 Mar; 499 ( Pt 2)(?):561-70. doi: 10.1113/jphysiol.1997.sp021949. [PMID: 9080382]
  • H Ozasa, T Watanabe, K Nakamura, Y Fukunaga, K Ienaga, K Hagiwara. Changes in serum levels of creatol and methylguanidine in renal injury induced by lipid peroxide produced by vitamin E deficiency and GSH depletion in rats. Nephron. 1997; 75(2):224-9. doi: 10.1159/000189536. [PMID: 9041546]
  • J R Nyengaard, K Chang, S Berhorst, K M Reiser, J R Williamson, R G Tilton. Discordant effects of guanidines on renal structure and function and on regional vascular dysfunction and collagen changes in diabetic rats. Diabetes. 1997 Jan; 46(1):94-106. doi: 10.2337/diab.46.1.94. [PMID: 8971088]
  • W Zhang, A Pettersson, P Thorén, T Hedner. Effects of 1,1-dimethylguanidine administration on blood pressure, heart rate and renal sympathetic nerve activity in normotensive and spontaneously hypertensive rats. Acta physiologica Scandinavica. 1997 Jan; 159(1):1-6. doi: 10.1046/j.1365-201x.1997.571334000.x. [PMID: 9124065]
  • T Yokozawa, N Fujitsuka, H Oura, K Ienaga, K Nakamura. In vivo effect of hydroxyl radical scavenger on methylguanidine production from creatinine. Nephron. 1997; 75(1):103-5. doi: 10.1159/000189510. [PMID: 9031281]
  • H Sanada. [Study on the clinical effect of rhubarb on nitrogen-metabolism abnormality due to chronic renal failure and its mechanism]. Nihon Jinzo Gakkai shi. 1996 Aug; 38(8):379-87. doi: NULL. [PMID: 8828358]
  • C Thorup, A Erik, G Persson. Macula densa derived nitric oxide in regulation of glomerular capillary pressure. Kidney international. 1996 Feb; 49(2):430-6. doi: 10.1038/ki.1996.62. [PMID: 8821827]
  • K Nakamura, K Ienaga, K Nakano, M Nakai, Y Nakamura, G Hasegawa, M Sawada, M Kondo, H Mori, T Kanatsuna. Diabetic renal failure and serum accumulation of the creatinine oxidative metabolites creatol and methylguanidine. Nephron. 1996; 73(4):520-5. doi: 10.1159/000189134. [PMID: 8856245]
  • S Nagase, K Aoyagi, A Hirayama, M Gotoh, A Ueda, C Tomida, H Kikuchi, K Takemura, A Koyama. Decreased serum antioxidant activity of hemodialysis patients demonstrated by methylguanidine synthesis and microsomal lipid peroxidation. Nephron. 1996; 74(3):555-60. doi: 10.1159/000189451. [PMID: 8938680]
  • F Ohashi, T Awaji, T Shimada, Y Shimada. Plasma methylguanidine and creatinine concentrations in cats with experimentally induced acute renal failure. The Journal of veterinary medical science. 1995 Oct; 57(5):965-6. doi: 10.1292/jvms.57.965. [PMID: 8593315]
  • R Sorrentino, A Pinto. Effect of methylguanidine on rat blood pressure: role of endothelial nitric oxide synthase. British journal of pharmacology. 1995 Jun; 115(3):510-4. doi: 10.1111/j.1476-5381.1995.tb16363.x. [PMID: 7582465]
  • P P De Deyn, P Robitaille, M Vanasse, I A Qureshi, B Marescau. Serum guanidino compound levels in uremic pediatric patients treated with hemodialysis or continuous cycle peritoneal dialysis. Correlations between nerve conduction velocities and altered guanidino compound concentrations. Nephron. 1995; 69(4):411-7. doi: 10.1159/000188511. [PMID: 7777105]
  • T Yokozawa, J J Zhou, M Hattori, S Inaba, T Okada, H Oura. Effects of ginseng in nephrectomized rats. Biological & pharmaceutical bulletin. 1994 Nov; 17(11):1485-9. doi: 10.1248/bpb.17.1485. [PMID: 7703969]
  • K Ienaga, K Nakamura, Y Fukunaga, K Nakano, T Kanatsuna. Creatol and chronic renal failure. Kidney international. Supplement. 1994 Nov; 47(?):S22-4. doi: NULL. [PMID: 7869666]
  • G Z Wang, O Hikokichi. [Experimental study in treating chronic renal failure with dry extract and tannins of herba ephedra]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 1994 Aug; 14(8):485-8. doi: ". [PMID: 7841758]
  • R D'Hooge, Y Q Pei, B Marescau, P P De Deyn. Ontogenetic differences in convulsive action and cerebral uptake of uremic guanidino compounds in juvenile mice. Neurochemistry international. 1994 Mar; 24(3):215-20. doi: 10.1016/0197-0186(94)90078-7. [PMID: 8025530]