6-Methyladenine (BioDeep_00000001386)

 

Secondary id: BioDeep_00001868596

human metabolite Endogenous


代谢物信息卡片


N-Methyl-N-(9H-purin-6-yl)amine

化学式: C6H7N5 (149.07014220000002)
中文名称: 6-甲氨基嘌呤, 6-甲基腺嘌呤
谱图信息: 最多检出来源 Homo sapiens(plant) 4.06%

分子结构信息

SMILES: CNC1=NC=NC2=C1NC=N2
InChI: InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)

描述信息

6-Methyladenine is a methylated adenine residue. The formation of internal 6-methyladenine (m6A) residues in eucaryotic messenger RNA (mRNA) is a postsynthetic modification in which S-adenosyl-L-methionine (SAM) serves as the methyl donor. 6-Methyladenine residues have also been localized to heterogeneous nuclear RNA (HnRNA), and for the most part these residues are conserved during mRNA processing. Although the biological significance of internal adenine methylation in eucaryotic mRNA remains unclear, a great deal of research has indicated that this modification may be required for mRNA transport to the cytoplasm, the selection of splice sites or other RNA processing reactions. The presence of m6A residues increases the in vitro translation efficiency of dihydrofolate reductase; an inhibition of m6A residues in dihydrofolate reductase transcripts significantly alters their rate of translation. m6A is found in many human fluids: oviductal fluid, blood plasma and urine. (PMID: 1551452, 8925412, 10481270, 16083005, 16684535, 3506820, 3728186) [HMDB]
6-Methyladenine is a methylated adenine residue. The formation of internal 6-methyladenine (m6A) residues in eucaryotic messenger RNA (mRNA) is a postsynthetic modification in which S-adenosyl-L-methionine (SAM) serves as the methyl donor. 6-Methyladenine residues have also been localized to heterogeneous nuclear RNA (HnRNA), and for the most part these residues are conserved during mRNA processing. Although the biological significance of internal adenine methylation in eucaryotic mRNA remains unclear, a great deal of research has indicated that this modification may be required for mRNA transport to the cytoplasm, the selection of splice sites or other RNA processing reactions. The presence of m6A residues increases the in vitro translation efficiency of dihydrofolate reductase; an inhibition of m6A residues in dihydrofolate reductase transcripts significantly alters their rate of translation. m6A is found in many human fluids: oviductal fluid, blood plasma and urine (PMID:1551452, 8925412, 10481270, 16083005, 16684535, 3506820, 3728186).
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D006133 - Growth Substances > D010937 - Plant Growth Regulators
KEIO_ID M072

同义名列表

20 个代谢物同义名

N-Methyl-N-(9H-purin-6-yl)amine; N-methyl-7H-purin-6-amine; N-Methyl-9H-purin-6-amine; N(Sup6)-Monomethyladenine; Methyl(purin-6-yl)amine; 6-Monomethylaminopurine; 6-(methylamino)Purine; N(Sup6)-Methyladenine; N6-Monomethyladenine; 6-Methylaminopurine; (N-6)-Methyladenine; N(6)-Methyladenine; N-6-Methyladenine; N-Methyl-adenine; N6-Methyladenine; N-Methyladenine; 6-Methyladenine; 6-MAP; 6-Methylaminopurine; 6-Methyladenine



数据库引用编号

21 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)

1 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

  • Wei Bo, Ning Yu, Xiaokai Wang, Chun Wang, Chunying Liu. Lactate promoted cisplatin resistance in NSCLC by modulating the m6A modification-mediated FOXO3/MAGI1-IT1/miR-664b-3p/IL-6R axis. Neoplasia (New York, N.Y.). 2024 Feb; 48(?):100960. doi: 10.1016/j.neo.2023.100960. [PMID: 38184887]
  • Xing Tao, Gang Wang, Wudi Wei, Jinming Su, Xiu Chen, Minjuan Shi, Yinlu Liao, Tongxue Qin, Yuting Wu, Beibei Lu, Hao Liang, Li Ye, Junjun Jiang. A bibliometric analysis of m6A methylation in viral infection from 2000 to 2022. Virology journal. 2024 01; 21(1):20. doi: 10.1186/s12985-024-02294-1. [PMID: 38238848]
  • Paramasivam Arumugam, Vijayashree Priyadharsini Jayaseelan. Implication of epitranscriptomics in trained innate immunity and COVID-19. Epigenomics. 2021 07; 13(14):1077-1080. doi: 10.2217/epi-2021-0104. [PMID: 34225477]
  • Ye Guo, Yuqing Pei, Kexin Li, Wei Cui, Donghong Zhang. DNA N6-methyladenine modification in hypertension. Aging. 2020 04; 12(7):6276-6291. doi: 10.18632/aging.103023. [PMID: 32283543]
  • Lianpin Wu, Yuqing Pei, Yinhuan Zhu, Minghua Jiang, Cheng Wang, Wei Cui, Donghong Zhang. Association of N6-methyladenine DNA with plaque progression in atherosclerosis via myocardial infarction-associated transcripts. Cell death & disease. 2019 12; 10(12):909. doi: 10.1038/s41419-019-2152-6. [PMID: 31797919]
  • Tiantian Gu, Hongjuan He, Yan Zhang, Zhengbin Han, Guangyuan Hou, Tiebo Zeng, Qi Liu, Qiong Wu. Trmt112 gene expression in mouse embryonic development. Acta histochemica et cytochemica. 2012 Apr; 45(2):113-9. doi: 10.1267/ahc.11047. [PMID: 22685353]
  • Mohammad Rezaee, Elahe Alizadeh, Darel Hunting, Léon Sanche. DNA-Platinum Thin Films for Use in Chemoradiation Therapy Studies. Bioinorganic chemistry and applications. 2012; 2012(?):923914. doi: 10.1155/2012/923914. [PMID: 21977010]
  • Zsuzsanna Bodi, Silin Zhong, Surbhi Mehra, Jie Song, Neil Graham, Hongying Li, Sean May, Rupert George Fray. Adenosine Methylation in Arabidopsis mRNA is Associated with the 3' End and Reduced Levels Cause Developmental Defects. Frontiers in plant science. 2012; 3(?):48. doi: 10.3389/fpls.2012.00048. [PMID: 22639649]
  • Xuefeng Ren, Maria Aleshin, William J Jo, Russel Dills, David A Kalman, Christopher D Vulpe, Martyn T Smith, Luoping Zhang. Involvement of N-6 adenine-specific DNA methyltransferase 1 (N6AMT1) in arsenic biomethylation and its role in arsenic-induced toxicity. Environmental health perspectives. 2011 Jun; 119(6):771-7. doi: 10.1289/ehp.1002733. [PMID: 21193388]
  • Jeremy Grojean, Brian Downes. Riboswitches as hormone receptors: hypothetical cytokinin-binding riboswitches in Arabidopsis thaliana. Biology direct. 2010 Oct; 5(?):60. doi: 10.1186/1745-6150-5-60. [PMID: 20961447]
  • Daniela Ahlert, Sandra Stegemann, Sabine Kahlau, Stephanie Ruf, Ralph Bock. Insensitivity of chloroplast gene expression to DNA methylation. Molecular genetics and genomics : MGG. 2009 Jul; 282(1):17-24. doi: 10.1007/s00438-009-0440-z. [PMID: 19290543]
  • L I Fedoreyeva, T A Smirnova, G Ya Kolomijtseva, B F Vanyushin. H1 histone modulates DNA hydrolysis with WEN1 and WEN2 endonucleases from wheat coleoptiles. Biochemistry. Biokhimiia. 2009 Feb; 74(2):145-52. doi: 10.1134/s0006297909020047. [PMID: 19267669]
  • B F Vaniushin. [DNA methylation and epigenetics]. Genetika. 2006 Sep; 42(9):1186-99. doi: . [PMID: 17100087]
  • Maciej Szuwart, Elzbieta Starzyńska, Małgorzata Pietrowska-Borek, Andrzej Guranowski. Calcium-stimulated guanosine--inosine nucleosidase from yellow lupin (Lupinus luteus). Phytochemistry. 2006 Jul; 67(14):1476-85. doi: 10.1016/j.phytochem.2006.05.021. [PMID: 16820181]
  • David Ratel, Jean-Luc Ravanat, François Berger, Didier Wion. N6-methyladenine: the other methylated base of DNA. BioEssays : news and reviews in molecular, cellular and developmental biology. 2006 Mar; 28(3):309-15. doi: 10.1002/bies.20342. [PMID: 16479578]
  • B F Vanyushin. DNA methylation in plants. Current topics in microbiology and immunology. 2006; 301(?):67-122. doi: 10.1007/3-540-31390-7_4. [PMID: 16570846]
  • Hiroshi Ochiai, Hideyoshi Harashima, Hiroyuki Kamiya. Effect of methylated adenine in plasmid DNA on transgene expression in mice. Biological & pharmaceutical bulletin. 2005 Oct; 28(10):2019-22. doi: 10.1248/bpb.28.2019. [PMID: 16204970]
  • Bhaskar Jyoti Prasad, Ketaki Sabnis, Deepti D Deobagkar, Dileep N Deobagkar. Deinococcus radiodurans strain R1 contains N6-methyladenine in its genome. Biochemical and biophysical research communications. 2005 Sep; 335(2):412-6. doi: 10.1016/j.bbrc.2005.07.099. [PMID: 16084831]
  • B F Vanyushin. Enzymatic DNA methylation is an epigenetic control for genetic functions of the cell. Biochemistry. Biokhimiia. 2005 May; 70(5):488-99. doi: 10.1007/s10541-005-0143-y. [PMID: 15948703]
  • M Bayat-Sarmadi, L M Houdebine. Effect of various protein kinase inhibitors on the induction of milk protein gene expression by prolactin. Molecular and cellular endocrinology. 1993 Mar; 92(1):127-34. doi: 10.1016/0303-7207(93)90083-v. [PMID: 8472863]
  • I Nur, S Razin, S Rottem. Bilirubin incorporation into spiroplasma membranes and methylation of spiroplasmal DNA. Israel journal of medical sciences. 1984 Oct; 20(10):1019-21. doi: NULL. [PMID: 6511312]
  • H J Störl, H Simon, H Barthelmes. Immunochemical detection of N6-methyladenine in DNA. Biochimica et biophysica acta. 1979 Aug; 564(1):23-30. doi: 10.1016/0005-2787(79)90184-9. [PMID: 534639]