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168701-80-2,MFCD02259372
Catalog No.:AA001Y5T

168701-80-2 | 2-Amino-8-nitro-7H-purin-6-ol

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1mg
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5mg
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA001Y5T
Chemical Name:
2-Amino-8-nitro-7H-purin-6-ol
CAS Number:
168701-80-2
Molecular Formula:
C5H4N6O3
Molecular Weight:
196.1237
MDL Number:
MFCD02259372
SMILES:
[O-][N+](=O)c1[nH]c2c(n1)c(=O)[nH]c(n2)N
Properties
Properties
 
Form:
Solid  
MP:
>260°C (dec.)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
322  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
XLogP3:
-0.9  

Literature

Title: Proton pump inhibitors suppress iNOS-dependent DNA damage in Barrett's esophagus by increasing Mn-SOD expression.

Journal: Biochemical and biophysical research communications 20120504

Title: Nitrative DNA damage induced by multi-walled carbon nanotube via endocytosis in human lung epithelial cells.

Journal: Toxicology and applied pharmacology 20120415

Title: Role of nitrative and oxidative DNA damage in inflammation-related carcinogenesis.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Asbestos-induced cellular and molecular alteration of immunocompetent cells and their relationship with chronic inflammation and carcinogenesis.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Nuclear localization of COX-2 in relation to the expression of stemness markers in urinary bladder cancer.

Journal: Mediators of inflammation 20120101

Title: Capillary electrophoretic determination of DNA damage markers: content of 8-hydroxy-2'-deoxyguanosine and 8-nitroguanine in urine.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111215

Title: Nitrative DNA damage and Oct3/4 expression in urinary bladder cancer with Schistosoma haematobium infection.

Journal: Biochemical and biophysical research communications 20111022

Title: Nitrative and oxidative DNA damage caused by K-ras mutation in mice.

Journal: Biochemical and biophysical research communications 20110923

Title: Methodological proof of immunochemistry for specific identification of 8-nitroguanosine 3',5'-cyclic monophosphate formed in glia cells.

Journal: Nitric oxide : biology and chemistry 20110801

Title: Generation of guanine-thymidine cross-links in DNA by peroxynitrite/carbon dioxide.

Journal: Chemical research in toxicology 20110718

Title: Curcumin decreases cholangiocarcinogenesis in hamsters by suppressing inflammation-mediated molecular events related to multistep carcinogenesis.

Journal: International journal of cancer 20110701

Title: Nitrative and oxidative DNA damage as potential survival biomarkers for nasopharyngeal carcinoma.

Journal: Medical oncology (Northwood, London, England) 20110301

Title: Abnormal expression of 8-nitroguanine in the brain of mice exposed to arsenic subchronically.

Journal: Industrial health 20110101

Title: Nucleotides function as endogenous chemical sensors for oxidative stress signaling.

Journal: Journal of clinical biochemistry and nutrition 20110101

Title: Evidence for a role of oxidative stress in the carcinogenicity of ochratoxin a.

Journal: Journal of toxicology 20110101

Title: Variations of antioxidant properties and NO scavenging abilities during fermentation of tea.

Journal: International journal of molecular sciences 20110101

Title: mtDNA haplogroup J modulates telomere length and nitric oxide production.

Journal: BMC musculoskeletal disorders 20110101

Title: Involvement of MMP-9 in peribiliary fibrosis and cholangiocarcinogenesis via Rac1-dependent DNA damage in a hamster model.

Journal: International journal of cancer 20101201

Title: Protective effect of melatonin against Opisthorchis viverrini-induced oxidative and nitrosative DNA damage and liver injury in hamsters.

Journal: Journal of pineal research 20101001

Title: The role of iNOS-mediated DNA damage in infection- and asbestos-induced carcinogenesis.

Journal: Annals of the New York Academy of Sciences 20100801

Title: Formation of 8-nitroguanine due to reaction between guanyl radical and nitrogen dioxide: catalytic role of hydration.

Journal: The journal of physical chemistry. B 20100603

Title: Unlocking the transcriptomes of two carcinogenic parasites, Clonorchis sinensis and Opisthorchis viverrini.

Journal: PLoS neglected tropical diseases 20100601

Title: Formation of 8-nitroguanine, a nitrative DNA lesion, in inflammation-related carcinogenesis and its significance.

Journal: Environmental health and preventive medicine 20100301

Title: Quantum chemical investigation of nitrotyrosine (3-nitro-L-tyrosine) and 8-nitroguanine.

Journal: Amino acids 20100101

Title: A new paradigm for antimicrobial host defense mediated by a nitrated cyclic nucleotide.

Journal: Journal of clinical biochemistry and nutrition 20100101

Title: Protection effect of taurine on nitrosative stress in the mice brain with chronic exposure to arsenic.

Journal: Journal of biomedical science 20100101

Title: Suppression of nitric oxide production from nasal fibroblasts by metabolized clarithromycin in vitro.

Journal: Journal of inflammation (London, England) 20100101

Title: The biological and metabolic fates of endogenous DNA damage products.

Journal: Journal of nucleic acids 20100101

Title: Reactive nitrogen species mediate DNA damage in Helicobacter pylori-infected gastric mucosa.

Journal: Helicobacter 20091201

Title: Curcumin reduces oxidative and nitrative DNA damage through balancing of oxidant-antioxidant status in hamsters infected with Opisthorchis viverrini.

Journal: Molecular nutrition & food research 20091001

Title: Ochratoxin A-mediated DNA and protein damage: roles of nitrosative and oxidative stresses.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20090701

Title: The Base Excision Repair system of Salmonella enterica serovar typhimurium counteracts DNA damage by host nitric oxide.

Journal: PLoS pathogens 20090501

Title: Mutagenic product formation due to reaction of guanine radical cation with nitrogen dioxide.

Journal: The journal of physical chemistry. B 20090312

Title: Protective effect of taurine against nitrosative stress in the stomach of rat with water immersion restraint stress.

Journal: Advances in experimental medicine and biology 20090101

Title: Immunohistochemical analysis of 8-nitroguanine, a nitrative DNA lesion, in relation to inflammation-associated carcinogenesis.

Journal: Methods in molecular biology (Clifton, N.J.) 20090101

Title: Reactions of NO(2)Cl with imidazole: a model study for the corresponding reactions of guanine.

Journal: The journal of physical chemistry. B 20080703

Title: Reactive nitrogen species-dependent DNA damage in EBV-associated nasopharyngeal carcinoma: the relation to STAT3 activation and EGFR expression.

Journal: International journal of cancer 20080601

Title: Catalytic involvement of CO2 in the mutagenesis caused by reactions of ONOO(-) with guanine.

Journal: The journal of physical chemistry. B 20080417

Title: Inducible nitric oxide synthase mediates retinal DNA damage in Goto-Kakizaki rat retina.

Journal: Japanese journal of ophthalmology 20080101

Title: 8-Nitroguanine as a potential biomarker for progression of malignant fibrous histiocytoma, a model of inflammation-related cancer.

Journal: Oncology reports 20071101

Title: Nitrative and oxidative DNA damage in cervical intraepithelial neoplasia associated with human papilloma virus infection.

Journal: Cancer science 20070701

Title: Liver fluke induces cholangiocarcinoma.

Journal: PLoS medicine 20070701

Title: Formation of 8-nitroguanine and 8-oxoguanine due to reactions of peroxynitrite with guanine.

Journal: Journal of computational chemistry 20070601

Title: Development of quantitative analysis of 8-nitroguanine concomitant with 8-hydroxydeoxyguanosine formation by liquid chromatography with mass spectrometry and glyoxal derivatization.

Journal: Journal of pharmaceutical and biomedical analysis 20070411

Title: [NO-induced mutagenesis for microbial pathogen and host defense suppression].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20070227

Title: iNOS-dependent DNA damage in patients with malignant fibrous histiocytoma in relation to prognosis.

Journal: Cancer science 20070201

Title: Oxidative and nitrative stress caused by subcutaneous implantation of a foreign body accelerates sarcoma development in Trp53+/- mice.

Journal: Carcinogenesis 20070101

Title: Guanine nitration in idiopathic pulmonary fibrosis and its implication for carcinogenesis.

Journal: American journal of respiratory and critical care medicine 20060915

Title: iNOS-dependent DNA damage via NF-kappaB expression in hamsters infected with Opisthorchis viverrini and its suppression by the antihelminthic drug praziquantel.

Journal: International journal of cancer 20060901

Title: Modeling competitive reaction mechanisms of peroxynitrite oxidation of guanine.

Journal: The journal of physical chemistry. A 20060817

Title: Accumulation of 8-nitroguanine in the liver of chronic hepatitis C patients without sustained virological response after completion of interferon therapy.

Journal: Journal of gastroenterology 20060701

Title: Oxidative and nitrative DNA damage in animals and patients with inflammatory diseases in relation to inflammation-related carcinogenesis.

Journal: Biological chemistry 20060401

Title: Nitrative DNA damage in inflammation and its possible role in carcinogenesis.

Journal: Nitric oxide : biology and chemistry 20060301

Title: 8-Nitroguanine formation in oral leukoplakia, a premalignant lesion.

Journal: Nitric oxide : biology and chemistry 20060301

Title: Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: structures and mechanisms of product formation.

Journal: Nitric oxide : biology and chemistry 20060301

Title: Analysis of urinary 8-nitroguanine, a marker of nitrative nucleic acid damage, by high-performance liquid chromatography-electrochemical detection coupled with immunoaffinity purification: association with cigarette smoking.

Journal: Free radical biology & medicine 20060215

Title: 8-nitroguanine, a product of nitrative DNA damage caused by reactive nitrogen species: formation, occurrence, and implications in inflammation and carcinogenesis.

Journal: Antioxidants & redox signaling 20060101

Title: Oxidative and nitrative DNA damage as biomarker for carcinogenesis with special reference to inflammation.

Journal: Antioxidants & redox signaling 20060101

Title: Formation of 8-nitroguanine in blood of patients with inflammatory gouty arthritis.

Journal: Clinica chimica acta; international journal of clinical chemistry 20051201

Title: Accumulation of 8-nitroguanine in the liver of patients with chronic hepatitis C.

Journal: Journal of hepatology 20050901

Title: Nitrative and oxidative DNA damage in oral lichen planus in relation to human oral carcinogenesis.

Journal: Cancer science 20050901

Title: Nitrative and oxidative DNA damage in intrahepatic cholangiocarcinoma patients in relation to tumor invasion.

Journal: World journal of gastroenterology 20050814

Title: [Nitric oxide and its related compounds].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20050801

Title: Miscoding events during DNA synthesis past the nitration-damaged base 8-nitroguanine.

Journal: Biochemistry 20050628

Title: Inducible nitric oxide synthase-dependent DNA damage in mouse model of inflammatory bowel disease.

Journal: Cancer science 20050301

Title: Combination of nitrogen dioxide radicals with 8-oxo-7,8-dihydroguanine and guanine radicals in DNA: oxidation and nitration end-products.

Journal: Journal of the American Chemical Society 20050223

Title: Potential involvement of oxidative stress in cartilage senescence and development of osteoarthritis: oxidative stress induces chondrocyte telomere instability and downregulation of chondrocyte function.

Journal: Arthritis research & therapy 20050101

Title: Mechanism of NO-mediated oxidative and nitrative DNA damage in hamsters infected with Opisthorchis viverrini: a model of inflammation-mediated carcinogenesis.

Journal: Nitric oxide : biology and chemistry 20040901

Title: Repeated infection with Opisthorchis viverrini induces accumulation of 8-nitroguanine and 8-oxo-7,8-dihydro-2'-deoxyguanine in the bile duct of hamsters via inducible nitric oxide synthase.

Journal: Carcinogenesis 20040801

Title: Accumulation of 8-nitroguanine in human gastric epithelium induced by Helicobacter pylori infection.

Journal: Biochemical and biophysical research communications 20040625

Title: 8-nitroguanine formation in the liver of hamsters infected with Opisthorchis viverrini.

Journal: Biochemical and biophysical research communications 20030926

Title: Nitration of 2'-deoxyguanosine by a NO/O2 gas mixture: identification and characterization of N2-nitro-2'-deoxyguanosine.

Journal: Organic letters 20030904

Title: Oxidative generation of guanine radicals by carbonate radicals and their reactions with nitrogen dioxide to form site specific 5-guanidino-4-nitroimidazole lesions in oligodeoxynucleotides.

Journal: Chemical research in toxicology 20030801

Title: Biological and dietary antioxidants protect against DNA nitration induced by reaction of hypochlorous acid with nitrite.

Journal: Archives of biochemistry and biophysics 20030701

Title: Hemoprotein-mediated reduction of nitrated DNA bases in the presence of reducing agents.

Journal: Free radical biology & medicine 20030115

Title: Lipoyl dehydrogenase catalyzes reduction of nitrated DNA and protein adducts using dihydrolipoic acid or ubiquinol as the cofactor.

Journal: Chemico-biological interactions 20020815

Title: Formation of 8-nitroguanine in tobacco cigarette smokers and in tobacco smoke-exposed Wistar rats.

Journal: Chemico-biological interactions 20020420

Title: Photochemically catalyzed generation of site-specific 8-nitroguanine adducts in DNA by the reaction of long-lived neutral guanine radicals with nitrogen dioxide.

Journal: Chemical research in toxicology 20020401

Title: Formation of 8-nitroguanosine in cellular RNA as a biomarker of exposure to reactive nitrogen species.

Journal: Chemico-biological interactions 20020220

Title: Peroxynitrite reacts with 8-nitropurines to yield 8-oxopurines.

Journal: Chemical research in toxicology 20020101

Title: Detection of certain peroxynitrite-induced DNA modifications.

Journal: Methods in molecular biology (Clifton, N.J.) 20020101

Title: Gaseous nitric oxide-induced 8-nitroguanine formation in human lung fibroblast cells and cell-free DNA.

Journal: Toxicology and applied pharmacology 20010501

Title: 8-Nitroxanthine, an adduct derived from 2'-deoxyguanosine or DNA reaction with nitryl chloride.

Journal: Chemical research in toxicology 20010501

Title: Analysis of peroxynitrite reactions with guanine, xanthine, and adenine nucleosides by high-pressure liquid chromatography with electrochemical detection: C8-nitration and -oxidation.

Journal: Chemical research in toxicology 20010401

Title: DNA damage by nitrite and peroxynitrite: protection by dietary phenols.

Journal: Methods in enzymology 20010101

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Tags:168701-80-2 Molecular Formula|168701-80-2 MDL|168701-80-2 SMILES|168701-80-2 2-Amino-8-nitro-7H-purin-6-ol