8-Hydroxyguanine
(Synonyms: 2-氨基-6,8-二羟基嘌呤) 目录号 : GC35204
8-Hydroxyguanine是由活性氧物质产生的主要诱变前损伤。 它导致G-T和A-C置换。
Cas No.:5614-64-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
8-Hydroxyguanine is a major pre-mutagenic lesion generated from reactive oxygen species. It causes G-T and A-C substitutions. Human Endogenous Metabolite
[1]. Arai T, et al. High accumulation of oxidative DNA damage, 8-hydroxyguanine, in Mmh/Ogg1 deficient mice by chronic oxidative stress. Carcinogenesis. 2002 Dec;23(12):2005-10. [2]. Floyd RA, et al. The role of 8-hydroxyguanine in carcinogenesis. Carcinogenesis. 1990 Sep;11(9):1447-50. [3]. Cheng KC, et al. 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G----T and A----C substitutions. J Biol Chem. 1992 Jan 5;267(1):166-72.
| Cas No. | 5614-64-2 | SDF | |
| 别名 | 2-氨基-6,8-二羟基嘌呤 | ||
| Canonical SMILES | O=C1NC(N)=NC2=C1NC(N2)=O | ||
| 分子式 | C5H5N5O2 | 分子量 | 167.13 |
| 溶解度 | Water: < 0.1 mg/mL (insoluble); Ethanol: < 1 mg/mL (insoluble); DMSO: < 1 mg/mL (insoluble or slightly soluble) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.9834 mL | 29.9168 mL | 59.8337 mL |
| 5 mM | 1.1967 mL | 5.9834 mL | 11.9667 mL |
| 10 mM | 0.5983 mL | 2.9917 mL | 5.9834 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Urine 8-Hydroxyguanine (8-OHG) in Patients Undergoing Surgery for Colorectal Cancer
J Invest Surg 2022 Mar;35(3):591-597.PMID:33769178DOI:10.1080/08941939.2021.1904466.
Purpose: Cellular RNA is less compact than DNA, more easily accessible to ROS and therefore could be more susceptible to oxidative damage. This study was conceived in order to analyze the RNA oxidative damage in the urine of patients undergoing operation for colorectal cancer (CRC), to compare with healthy controls, and correlate with the stage. Materials and methods: The study population was constituted by a group of 147 patients and a group of 128 healthy controls. Urine and blood samples were collected before the colonoscopy in all participants and 24 hours post-operatively for those who underwent surgery. Urine 8-Hydroxyguanine (8-OHG) was determined as marker of RNA oxidation, and serum uric acid (UA) as antioxidant marker. Results: Preoperatively, 8-OHG (ng/ml) values of CRC patients were found to be significantly higher than those of controls (p = 0.001). More specifically, stages II/III had significantly higher 8-OHG values (p < 0.001 and p = 0.007) than stages 0/I. Post-operatively, 8-OHG values were similar to controls (p = 0.053). Preoperatively, UA values (mg/dl) were significantly lower (p = 0.001), while postoperatively were similar to controls (p = 0.069). Conclusion: Oxidative RNA damage occurs in CRC patients. Stages II/III are associated with higher values of 8-OHG than stages 0/I. 8-OHG could act as a marker for the identification of patients with advanced disease.
Mammalian Ogg1/Mmh gene plays a major role in repair of the 8-Hydroxyguanine lesion in DNA
Prog Nucleic Acid Res Mol Biol 2001;68:107-23.PMID:11554290DOI:10.1016/s0079-6603(01)68093-0.
8-Hydroxyguanine (7,8-dihydro-8-oxoguanine, abbreviated as 8-OH-G or 8-oxoG) is the site of a frequent mutagenic DNA lesion produced by oxidative damage. MutM of E. coli and OGG1 of Saccharomyces cerevisiae are known to possess 8-OH-G glycosylase activity and apurinic (AP) site lyase activity to repair 8-OH-G lesions. Recently, cDNA clones of four isoforms (types 1a, 1b, 1c, and type 2) of human OGG1 homologs (hMMH) were isolated. However, it is unknown whether expression of endogenous hMMH proteins actually occurs in mammalian cells. We have chosen two approaches to clarify this issue. First, using hMMH type 1a-specific antibody and cells overexpressing tag-fused hMMH type 1a, we found that hMMH type 1a protein is in fact expressed in many types of human cells, showing that endogenous hMMH type 1a protein has 8-OH-G glycosylase/AP lyase activity. Furthermore, we have shown that upon antibody-mediated depletion of hMMH type 1a protein in a whole-cell extract, most of the AP lyase activity is lost, indicating that hMMH type 1a protein is a major enzyme for repair of 8-OH-G lesion in human cells. In our second approach we have generated a mouse line carrying a mutant Mmh allele by targeted gene disruption. Mmh homozygous mutant mice were found to be physically normal in appearance, but to have lost the nicking activity for substrate DNA containing 8-OH-G in liver extracts. In addition, the amount of endogenous 8-OH-G in liver DNA of the homozygous mutant mice at 8 weeks of age was 3-fold higher compared with wild-type or heterozygous mice. A further increase of 8-OH-G up to 7-fold was observed in 14-week-old animals. These results indicate that exposure of DNA to internal oxidative species constantly produces the mutagenic DNA adduct 8-OH-G in mice, and that Mmh plays an essential role in the repair of this type of oxidative DNA damage.
Involvement of mammalian OGG1(MMH) in excision of the 8-Hydroxyguanine residue in DNA
Free Radic Biol Med 2002 May 1;32(9):813-21.PMID:11978483DOI:10.1016/s0891-5849(02)00778-5.
8-Hydroxyguanine (7,8-dihydro-8-oxoguanine, abbreviated as 8-OH-G or 8-oxoG) is the site of a frequent mutagenic DNA lesion produced by oxidative damage. MutM of E. coli and OGG1 of Saccharomyces cervisiae are known to possess 8-OH-G glycosylase and apurinic (AP) site lyase activity. cDNA clones of four isoforms (types 1a, 1b, 1c, and 2) of human OGG1 homologs (hMMH) were isolated. In order to examine whether expression of hMMH (hOGG1) protein actually occurs in human cells, we prepared type 1a specific antibody, and by using this antibody, we showed that type 1a protein isolated from HeLaS3 has 8-OH-G glycosylase/lyase activity. Furthermore, we showed that type 1a protein is a major enzyme for repair of the 8-OH-G lesion in human cells. In our second study, we generated a mouse line carrying an inactivated mutant Mmh allele by targeted gene disruption. Liver extracts of Mmh homozygous mutant mice were found to have loss of the nicking activity for the 8-OH-G site. In addition, the amount of endogenous 8-OH-G in liver DNA of the homozygous mice increased linearly with age, reaching 7-fold increase in 14 week old mice, over that of wild-type or heterozygous mice. Furthermore, when homozygous mice were fed the oxygen radical-forming agent KBrO3, to provide oxidative stress, the level of 8-OH-G in kidney DNA was tremendously increased: more than 200-fold as that of control mice without oxidative stress after 12 weeks of age. These results indicate that Ogg1/Mmh plays an essential role in the repair of the 8-OH-G residue in DNA produced by oxidative stress.
Mutagenicities of 8-Hydroxyguanine and 2-hydroxyadenine produced by reactive oxygen species
Biol Pharm Bull 2004 Apr;27(4):475-9.PMID:15056850DOI:10.1248/bpb.27.475.
Oligodeoxyribonucleotides containing 8-Hydroxyguanine and 2-hydroxyadenine, purine lesions produced in cells by reactive oxygen species, were synthesized and inserted into vector DNAs to introduce each lesion at a predetermined site. The manipulated DNAs were transfected into living cells, and the mutants induced by each DNA lesion were collected and analyzed. In addition, the mutations induced by damaged DNA precursors with the two oxidized purine bases were studied by the use of chemically synthesized nucleoside triphosphates. In this review article, the author summarizes the mutagenic potentials of the two oxidized purine bases, by focusing on experiments examined by the author and his collaborators.
Identification of 8-Hydroxyguanine glycosylase activity in mammalian tissues using 8-Hydroxyguanine specific monoclonal antibody
Biochem Biophys Res Commun 1993 Nov 15;196(3):1545-51.PMID:8250910DOI:10.1006/bbrc.1993.2427.
Here we report the finding of glycosylase activity in mammalian tissues to remove 8-Hydroxyguanine residues from DNA. To detect this activity, a synthetic duplex DNA containing an 8-Hydroxyguanine residue was used as the substrate, and before the product was analyzed by HPLC-electrochemical detection (ECD), 8-Hydroxyguanine released by the enzymatic action was specifically collected from reactions using immunoaffinity columns of 8-Hydroxyguanine specific monoclonal antibody. With the application of immunoaffinity column chromatography, a single peak of 8-Hydroxyguanine free from many interfering peaks of unknown origin was clearly demonstrated in HPLC-ECD even with crude tissue extracts used as assay materials. All the tissues of the rats examined showed the activity, suggesting its presence is ubiquitous. The present coupled technique of immunoaffinity column chromatography and HPLC-ECD will be very useful to many future studies of 8-Hydroxyguanine glycosylase such as its activity detection, characterization and purification, etc.