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8-Hydroxy-2'-deoxyguanosine Sale

(Synonyms: 8-OH-脱氧鸟嘌呤,8-OHdG) 目录号 : GC40926

8-Hydroxy-2'-deoxyguanosine是氧化应激诱导的DNA损伤的关键生物标志物,用于评估多种癌症和退行性疾病的风险。

8-Hydroxy-2'-deoxyguanosine Chemical Structure

Cas No.:88847-89-6

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10mM (in 1mL DMSO)
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Sample solution is provided at 25 µL, 10mM.

Description

8-Hydroxy-2'-deoxyguanosine is a key biomarker of oxidative stress-induced DNA damage, used to assess the risk of various cancers and degenerative diseases[1]. 8-Hydroxy-2'-deoxyguanosine is produced when reactive oxygen species (such as hydroxyl radicals and peroxynitrite) attack the guanine base in DNA molecules, and can lead to G:C→T:A transversions during DNA replication, thereby playing an important role in gene mutation, carcinogenesis, and cellular senescence[2]. 8-Hydroxy-2'-deoxyguanosine serves as a biomarker for evaluating the extent of DNA damage in humans exposed to carcinogens such as tobacco smoke, asbestos fibers, heavy metals, and polycyclic aromatic hydrocarbons[3]. The concentration of 8-Hydroxy-2'-deoxyguanosine in the urine of cancer patients is significantly higher than in healthy adults, showing a positive correlation with malignant tumors, thus 8-Hydroxy-2'-deoxyguanosine can be used as a potential auxiliary indicator for tumor diagnosis[4].

In vitro, pretreatment of fully differentiated 3T3-L1 adipocytes with 8-Hydroxy-2'-deoxyguanosine (100μg/mL) for 1 hour, followed by stimulation with TNFα (10ng/mL) for 24 hours, significantly restored insulin-induced Akt phosphorylation levels and suppressed TNFα-induced JNK phosphorylation activation. When 3T3-L1 preadipocytes were treated with 8-Hydroxy-2'-deoxyguanosine (100μg/mL) every other day for 6 days during the differentiation induction phase, 8-Hydroxy-2'-deoxyguanosine significantly inhibited the mRNA expression of aP2, C/EBPα, and PPARγ, and reduced the number and size of mature adipocytes[5].

In vivo, 8-Hydroxy-2'-deoxyguanosine (30mg/kg/day) was administered orally to ApoE knockout mice that had undergone partial carotid artery ligation, for 2 weeks. 8-Hydroxy-2'-deoxyguanosine significantly inhibited high-fat diet-induced atherosclerotic plaque formation and reduced vascular lumen obstruction[6]. In Balb/c nude mice carrying KG-1 human acute myeloid leukemia cell-derived sarcomas, daily intraperitoneal injection of 8-Hydroxy-2'-deoxyguanosine (3.3-330mg/kg/day) for 14 days significantly inhibited KG-1 tumor growth in a dose-dependent manner, as evidenced by reduced tumor volume and weight[7].

References:
[1] AbuArrah M, Yuli Setianto B, Faisal A, et al. 8-Hydroxy-2-Deoxyguanosine as Oxidative DNA Damage Biomarker of Medical Ionizing Radiation: A Scoping Review. J Biomed Phys Eng. 2021 Jun 1;11(3):389-402.
[2] Di Minno A, Turnu L, Porro B, et al. 8-Hydroxy-2-deoxyguanosine levels and heart failure: A systematic review and meta-analysis of the literature. Nutr Metab Cardiovasc Dis. 2017 Mar;27(3):201-208.
[3] Kroese LJ, Scheffer PG. 8-hydroxy-2'-deoxyguanosine and cardiovascular disease: a systematic review. Curr Atheroscler Rep. 2014 Nov;16(11):452.
[4] Alarcón-Sánchez MA, Escoto-Vasquez LS, Heboyan A. Salivary 8-hydroxy-2'-deoxyguanosine levels in patients with oral cancer: a systematic review and meta-analysis. BMC Cancer. 2024 Aug 6;24(1):960.
[5] Huh JY, Jung I, Piao L, et al. 8-Hydroxy-2-deoxyguanosine ameliorates high-fat diet-induced insulin resistance and adipocyte dysfunction in mice. Biochem Biophys Res Commun. 2017 Sep 30;491(4):890-896.
[6] Huh JY, Son DJ, Lee Y, et al. 8-Hydroxy-2-deoxyguanosine prevents plaque formation and inhibits vascular smooth muscle cell activation through Rac1 inactivation. Free Radic Biol Med. 2012 Jul 1;53(1):109-21.
[7] Choi S, Choi HH, Choi JH, et al. Inhibitory effect of 8-oxo-7,8-dihydro-2'-deoxyguanosine on the growth of KG-1 myelosarcoma in Balb/c nude mice. Leuk Res. 2006 Nov;30(11):1425-36.
 

8-Hydroxy-2'-deoxyguanosine是氧化应激诱导的DNA损伤的关键生物标志物,用于评估多种癌症和退行性疾病的风险[1]。8-Hydroxy-2'-deoxyguanosine由活性氧(如羟基自由基和过氧亚硝酸盐)攻击DNA分子中的鸟嘌呤碱基产生,在DNA复制过程中可导致G:C→T:A的颠换,从而在基因突变、癌变和细胞衰老过程中起重要作用[2]。8-Hydroxy-2'-deoxyguanosine作为评估人类暴露于烟草烟雾、石棉纤维、重金属和多环芳烃等致癌物后DNA损伤程度的生物标志物[3]。癌症患者尿液中8-Hydroxy-2'-deoxyguanosine的浓度显著高于健康成年人,与恶性肿瘤存在正相关,因此可作为肿瘤诊断的潜在辅助指标[4]

在体外,8-Hydroxy-2'-deoxyguanosine (100μg/mL) 预处理完全分化的3T3-L1脂肪细胞1小时,随后以TNFα (10ng/mL) 刺激24小时,显著恢复胰岛素诱导的Akt磷酸化水平,并抑制TNFα诱导的JNK磷酸化激活,在诱导分化阶段,8-Hydroxy-2'-deoxyguanosine (100μg/mL) 隔日处理3T3-L1前脂肪细胞6天,显著抑制aP2、C/EBPα和PPARγ的mRNA表达,并减少成熟脂肪细胞的数量和体积[5]

在体内,8-Hydroxy-2'-deoxyguanosine (30mg/kg/day) 通过口服给药,用于处理部分颈动脉结扎的ApoE基因敲除小鼠,持续2周。8-Hydroxy-2'-deoxyguanosine显著抑制了高脂饮食诱导的动脉粥样硬化斑块形成,减少了血管腔的阻塞[6]。8-Hydroxy-2'-deoxyguanosine (3.3-330mg/kg/day) 通过每日腹腔注射给药,持续14天,用于处理携带人急性骨髓性白血病细胞(KG-1)髓系肉瘤的Balb/c裸鼠。8-Hydroxy-2'-deoxyguanosine以剂量依赖方式显著抑制了KG-1肿瘤的生长,表现为肿瘤体积和重量的减少[7]

实验参考方法

Cell experiment [1]:

Cell lines

3T3-L1 mouse preadipocytes

Preparation Method

3T3-L1 preadipocytes were maintained and differentiated in Dulbecco’s modified Eagle’s medium (DMEM) supplemented with 10% fetal bovine serum (FBS). For adipogenesis studies, 100μg/mL 8-Hydroxy-2'-deoxyguanosine was administered every other day for 6 days, starting 2 days prior to differentiation induction. For insulin signaling assays, fully differentiated adipocytes were pretreated with 100μg/mL 8-Hydroxy-2'-deoxyguanosine for 1 hour before stimulation with TNFα (10ng/mL, 24 hours) or insulin (1nM, 10 minutes).

Reaction Conditions

100μg/mL; 6 days (adipogenesis) or 1-hour pretreatment (insulin signaling).

Applications

8-Hydroxy-2'-deoxyguanosine significantly inhibited adipocyte differentiation by downregulating key adipogenic transcription factors (aP2, C/EBPα, and PPARγ) and reducing mature adipocyte size and number. 8-Hydroxy-2'-deoxyguanosine reversed TNFα-induced insulin resistance by restoring insulin-stimulated Akt phosphorylation and suppressed TNFα-activated JNK phosphorylation. Additionally, 8-Hydroxy-2'-deoxyguanosine time-dependently activated AMPK phosphorylation, indicating a role in metabolic regulation.

Animal experiment [2]:

Animal models

ApoE knockout (KO) mice

Preparation Method

Mice were subjected to partial carotid ligation surgery at 8 weeks of age, where three caudal branches of the left common carotid artery (LCA) were ligated to induce disturbed flow. Mice were fed a high-fat diet (Paigen diet) immediately after surgery. 8-Hydroxy-2'-deoxyguanosine (30mg/kg/day) was administered orally via gavage once daily, starting 2 days before ligation and continuing for 14 days. Control groups received distilled water.

Dosage form

30mg/kg/day; oral gavage.

Applications

8-Hydroxy-2'-deoxyguanosine significantly reduced atherosclerotic plaque formation in the partially ligated LCA, as evidenced by decreased lesion area and prevented lumen occlusion. It inhibited superoxide production, reduced monocyte/macrophage infiltration, and attenuated extracellular matrix (ECM) accumulation

References:
[1] Huh JY, Jung I, Piao L, et al. 8-Hydroxy-2-deoxyguanosine ameliorates high-fat diet-induced insulin resistance and adipocyte dysfunction in mice. Biochem Biophys Res Commun. 2017 Sep 30;491(4):890-896.
[2] Huh JY, Son DJ, Lee Y, et al. 8-Hydroxy-2-deoxyguanosine prevents plaque formation and inhibits vascular smooth muscle cell activation through Rac1 inactivation. Free Radic Biol Med. 2012 Jul 1;53(1):109-21.

化学性质

Cas No. 88847-89-6 SDF
别名 8-OH-脱氧鸟嘌呤,8-OHdG
Canonical SMILES NC(N1[H])=NC(N([C@H]2C[C@H](O)[C@@H](CO)O2)C(N3)=O)=C3C1=O
分子式 C10H13N5O5 分子量 283.2
溶解度 0.1 M HCl: >10 mg/ml,DMF: 30 mg/ml,DMSO: 20 mg/ml,PBS pH 7.2: 3 mg/ml 储存条件 Store at -20°C
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1 mM 3.5311 mL 17.6554 mL 35.3107 mL
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10 mM 353.1 μL 1.7655 mL 3.5311 mL
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