7-Methyladenine (BioDeep_00000001848)

 

Secondary id: BioDeep_00001868897

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


7-Methyl-7H-purin-6-ylamine (acd/name 4.0)

化学式: C6H7N5 (149.0701)
中文名称: 7-甲基腺嘌呤
谱图信息: 最多检出来源 Homo sapiens(viridiplantae) 6.08%

分子结构信息

SMILES: CN1C=NC2=NC=NC(=C21)N
InChI: InChI=1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9)

描述信息

7-Methyladenine is part of the base excision repair pathway. In this pathway, alkylated DNA is hydrolysed via the enzyme DNA-3-methyladenine glycosylase II (EC 3.2.2.21), releasing 3-methyladenine, 3-methylguanine, 7-methylguanine and 7-methyladenine. This enzyme is responsible for the hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions. Base excision repair (BER) is a cellular mechanism that repairs damaged DNA throughout the cell cycle. Repairing DNA sequence errors is necessary so that mutations are not propagated or to remove lesions that may lead to breaks in the DNA during replication. Single bases in DNA can be chemically mutated, for example by deamination or alkylation, resulting in incorrect base-pairing, and consequently, mutations in the DNA. Base excision repair involves flipping the mutated base out of the DNA helix and repairing the base alone. There are two main enzymes used, DNA glycosylases and AP endonucleases. The DNA glycosylase is used to break the beta-N glycosidic bond to create an AP site. AP endonuclease recognizes this site and nicks the damaged DNA on the 5 side (upstream) of the AP site creating a free 3-OH. DNA polymerase, Pol I (human pol beta), extends the DNA from the free 3-OH using its exonuclease activity to replace the nucleotide of the damaged base, as well as a few downstream, followed by sealing of the new DNA strand by DNA ligase. In mammalian cells, this is done by LigIII in complex with the scaffold protein XRCC1. Usually, BER is divided into short-patch repair (where a single nucleotide is replaced) or long-patch repair (where 2-10 nucleotides are replaced). Mammalian long-patch repair includes PCNA and pol delta/epsilon for nucleotide resynthesis, FEN1 to cut of the flap including the damaged base, and LigI.
7-Methyladenine is part of the base excision repair pathway. In this pathway, alkylated DNA is hydrolysed via the enzyme DNA-3-methyladenine glycosylase II (EC 3.2.2.21), releasing 3-methyladenine, 3-methylguanine, 7-methylguanine and 7-methyladenine. This enzyme is responsible for the hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions. (Pathway Commons)

同义名列表

10 个代谢物同义名

7-Methyl-7H-purin-6-ylamine (acd/name 4.0); 7-Methyl-7H-purin-6-amine (acd/name 4.0); 7-Methyl-7H-purin-6-amine; 7-Methyl-N7-methyladenine; 6-amino-7-Methylpurine; 7-methylpurin-6-amine; 7-Methyladenine; Adenine; 7-Methyladenine; 7-Methyladenine



数据库引用编号

16 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)

12 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。



文献列表

  • Scott G Harroun, Yaoting Zhang, Tzu-Heng Chen, Ching-Rong Ku, Huan-Tsung Chang. Biomarkers of cigarette smoking and DNA methylating agents: Raman, SERS and DFT study of 3-methyladenine and 7-methyladenine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2017 Apr; 176(?):1-7. doi: 10.1016/j.saa.2016.12.012. [PMID: 28061366]
  • Hua-Yu Li, Shao-Min Wang, Hong-Min Liu, Shan-Shan Bu, Juan Li, Dong Han, Ming-zhi Zhang, Guang-Yin Wu. Separation and identification of purine nucleosides in the urine of patients with malignant cancer by reverse phase liquid chromatography/electrospray tandem mass spectrometry. Journal of mass spectrometry : JMS. 2009 May; 44(5):641-51. doi: 10.1002/jms.1539. [PMID: 19142897]
  • H G Mandel, J A Straw, L J Wenger, J J Kusmierz. The excretion of 7-methyladenine in the urine of rats exposed to carcinogenic methylating agents. Carcinogenesis. 1994 Jul; 15(7):1393-8. doi: 10.1093/carcin/15.7.1393. [PMID: 8033316]
  • H G Mandel, J J Kusmierz, B F Dickens, L W Anderson. Quantitation of urinary 7-methyladenine by gas chromatography-mass spectrometry using isotopically labeled internal standards. Analytical biochemistry. 1994 Mar; 217(2):292-7. doi: 10.1006/abio.1994.1121. [PMID: 8203758]
  • H G Mandel, J A Straw, P B Farmer, J Martin. Chromatographic detection of 7-methyladenine in urine of rats administered N-methylnitrosourea: a potential marker for monitoring exposure to methylating carcinogens. Carcinogenesis. 1989 Apr; 10(4):757-62. doi: 10.1093/carcin/10.4.757. [PMID: 2702723]