5'-Deoxyadenosine (BioDeep_00000003445)

 

Secondary id: BioDeep_00000408245

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-methyloxolane-3,4-diol

化学式: C10H13N5O3 (251.10183480000003)
中文名称: 5-脱氧腺苷, 脱氧腺嘌呤核苷
谱图信息: 最多检出来源 Homo sapiens(blood) 0.78%

分子结构信息

SMILES: CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
InChI: InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

描述信息

5-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. Oxidized nucleosides represent excellent biomarkers for determining the extent of damage in genetic material, which has long been of interest in understanding the mechanism of aging, neurodegenerative diseases, and carcinogenesis. (PMID 15116424). The normal form of deoxyadenosine used in DNA synthesis and repair is 2-deoxyadenosine where the hydroxyl group (-OH) is at the 2 position of its ribose sugar moiety. 5-deoxyadenosine has its hydroxyl group at the 5 position of the ribose sugar. [HMDB]
5-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. Oxidized nucleosides represent excellent biomarkers for determining the extent of damage in genetic material, which has long been of interest in understanding the mechanism of aging, neurodegenerative diseases, and carcinogenesis. (PMID 15116424). The normal form of deoxyadenosine used in DNA synthesis and repair is 2-deoxyadenosine where the hydroxyl group (-OH) is at the 2 position of its ribose sugar moiety. 5-deoxyadenosine has its hydroxyl group at the 5 position of the ribose sugar.
KEIO_ID D082; [MS2] KO008948
KEIO_ID D082
5'-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. 5'-Deoxyadenosine shows anti-orthopoxvirus activity[1].
5'-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. 5'-Deoxyadenosine shows anti-orthopoxvirus activity[1].

同义名列表

7 个代谢物同义名

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-methyloxolane-3,4-diol; 9H-Purin-6-amine, 9-(5-deoxy-.alpha.-D-xylofuranosyl)-; 5-DAdo nucleoside; 5-Deoxy-adenosine; 5-Deoxyadenosine; 5'-Deoxyadenosine; 5'-Deoxyadenosine



数据库引用编号

28 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(8)

BioCyc(15)

PlantCyc(0)

代谢反应

640 个相关的代谢反应过程信息。

Reactome(96)

BioCyc(150)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(379)

COVID-19 Disease Map(0)

PathBank(15)

  • Tyrosine Biosynthesis: 4-Hydroxyphenylpyruvic acid + L-Glutamic acid ⟶ L-Tyrosine + Oxoglutaric acid
  • Thiamin Diphosphate Biosynthesis: L-Glutamine + Phosphoribosyl pyrophosphate + Water ⟶ 5-Phosphoribosylamine + L-Glutamic acid + Pyrophosphate
  • Thiamin Diphosphate Biosynthesis: L-Glutamine + Phosphoribosyl pyrophosphate + Water ⟶ 5-Phosphoribosylamine + L-Glutamic acid + Pyrophosphate
  • Thiazole Biosynthesis I: L-Tyrosine + NADPH + S-Adenosylmethionine ⟶ 4-Methylcatechol + 5'-Deoxyadenosine + Dehydroglycine + Hydrogen Ion + L-Methionine + NADP
  • Biotin Metabolism: Dethiobiotin + Hydrogen Ion + S-Adenosylmethionine + a sulfurated [sulfur carrier] ⟶ 5'-Deoxyadenosine + Biotin + L-Methionine
  • Biotin Metabolism: Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + diphosphate
  • Porphyrin Metabolism: Adenosine triphosphate + Hydrogen Ion + L-Glutamic acid ⟶ Adenosine monophosphate + Pyrophosphate
  • Porphyrin Metabolism: Adenosine triphosphate + Hydrogen Ion + L-Glutamic acid ⟶ Adenosine monophosphate + Pyrophosphate
  • Molybdenum Cofactor Biosynthesis: Hydrogen Ion + Molybdate + Molybdopterin-AMP ⟶ Adenosine monophosphate + Water + molybdenum cofactor (Moco)
  • Thio-Molybdenum Cofactor Biosynthesis: Hydrogen Ion + Molybdate + Molybdopterin-AMP ⟶ Adenosine monophosphate + Water + molybdenum cofactor (Moco)
  • Lipoic Acid Metabolism: Lipoyl-AMP + a [lipoyl-carrier protein]-L-lysine ⟶ Adenosine monophosphate + Hydrogen Ion + Protein N6-(lipoyl)lysine
  • Lipoate Biosynthesis and Incorporation I: Reduced ferredoxin + S-Adenosylmethionine + a [lipoyl-carrier protein] N6-octanoyl-L-lysine + a sulfurated [sulfur carrier] ⟶ 5'-Deoxyadenosine + L-Methionine + Oxidized ferredoxin + Protein N6-(lipoyl)lysine + an unsulfurated [sulfur carrier]
  • Lipoic Acid Metabolism: Octanoyl-[acyl-carrier protein] + S-Adenosylmethionine + a sulfur donor ⟶ 5'-Deoxyadenosine + L-Methionine + Lipoyl-ACP
  • Lipoic Acid Metabolism: Lipoyl-AMP + a [lipoyl-carrier protein]-L-lysine ⟶ Adenosine monophosphate + Protein N6-(lipoyl)lysine
  • Lipoate Biosynthesis and Incorporation I: Reduced ferredoxin + S-Adenosylmethionine + a [lipoyl-carrier protein] N6-octanoyl-L-lysine + a sulfurated [sulfur carrier] ⟶ 5'-Deoxyadenosine + L-Methionine + Oxidized ferredoxin + Protein N6-(lipoyl)lysine + an unsulfurated [sulfur carrier]

PharmGKB(0)

14 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

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  • Johanna Rapp, Pascal Rath, Joachim Kilian, Klaus Brilisauer, Stephanie Grond, Karl Forchhammer. A bioactive molecule made by unusual salvage of radical SAM enzyme byproduct 5-deoxyadenosine blurs the boundary of primary and secondary metabolism. The Journal of biological chemistry. 2021 Jan; 296(?):100621. doi: 10.1016/j.jbc.2021.100621. [PMID: 33811856]
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  • Yuri L Dorokhov, Tatiana V Komarova, Igor V Petrunia, Vyacheslav S Kosorukov, Roman A Zinovkin, Anastasia V Shindyapina, Olga Y Frolova, Yuri Y Gleba. Methanol may function as a cross-kingdom signal. PloS one. 2012; 7(4):e36122. doi: 10.1371/journal.pone.0036122. [PMID: 22563443]
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  • Benjamin Pommerrenig, Kirstin Feussner, Wolfgang Zierer, Valentyna Rabinovych, Franz Klebl, Ivo Feussner, Norbert Sauer. Phloem-specific expression of Yang cycle genes and identification of novel Yang cycle enzymes in Plantago and Arabidopsis. The Plant cell. 2011 May; 23(5):1904-19. doi: 10.1105/tpc.110.079657. [PMID: 21540433]
  • Lei Fang, Xingliang Hou, Li Yen Candy Lee, Lu Liu, Xiaojing Yan, Hao Yu. AtPV42a and AtPV42b redundantly regulate reproductive development in Arabidopsis thaliana. PloS one. 2011 Apr; 6(4):e19033. doi: 10.1371/journal.pone.0019033. [PMID: 21533063]
  • Elena Bravo, Simonetta Palleschi, Patricia Aspichueta, Xabier Buqué, Barbara Rossi, Ainara Cano, Mariarosaria Napolitano, Begoña Ochoa, Kathleen M Botham. High fat diet-induced non alcoholic fatty liver disease in rats is associated with hyperhomocysteinemia caused by down regulation of the transsulphuration pathway. Lipids in health and disease. 2011 Apr; 10(?):60. doi: 10.1186/1476-511x-10-60. [PMID: 21504583]
  • Kiyoon Kang, Kyoungjin Kong, Sangkyu Park, Uyanga Natsagdorj, Young Soon Kim, Kyoungwhan Back. Molecular cloning of a plant N-acetylserotonin methyltransferase and its expression characteristics in rice. Journal of pineal research. 2011 Apr; 50(3):304-9. doi: 10.1111/j.1600-079x.2010.00841.x. [PMID: 21210840]
  • Fabio Coppedè. One-carbon metabolism and Alzheimer's disease: focus on epigenetics. Current genomics. 2010 Jun; 11(4):246-60. doi: 10.2174/138920210791233090. [PMID: 21119889]
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  • Claudia Voelckel, Mehdi Mirzaei, Michael Reichelt, Zhiwei Luo, Dana Pascovici, Peter B Heenan, Silvia Schmidt, Bart Janssen, Paul A Haynes, Peter J Lockhart. Transcript and protein profiling identify candidate gene sets of potential adaptive significance in New Zealand Pachycladon. BMC evolutionary biology. 2010 May; 10(?):151. doi: 10.1186/1471-2148-10-151. [PMID: 20482888]
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  • Azad Eshghi, Paul A Cullen, Laura Cowen, Richard L Zuerner, Caroline E Cameron. Global proteome analysis of Leptospira interrogans. Journal of proteome research. 2009 Oct; 8(10):4564-78. doi: 10.1021/pr9004597. [PMID: 19663501]
  • Qingping Sun, Chaofeng Hu, Jun Hu, Shaoqing Li, Yingguo Zhu. Quantitative proteomic analysis of CMS-related changes in Honglian CMS rice anther. The protein journal. 2009 Oct; 28(7-8):341-8. doi: 10.1007/s10930-009-9199-7. [PMID: 19756991]
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  • Katja Witzel, Annette Weidner, Giridara-Kumar Surabhi, Andreas Börner, Hans-Peter Mock. Salt stress-induced alterations in the root proteome of barley genotypes with contrasting response towards salinity. Journal of experimental botany. 2009; 60(12):3545-57. doi: 10.1093/jxb/erp198. [PMID: 19671579]
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  • Priyanka Sharma, R D Senthilkumar, Vani Brahmachari, Elayanambi Sundaramoorthy, Anubha Mahajan, Amitabh Sharma, Shantanu Sengupta. Mining literature for a comprehensive pathway analysis: a case study for retrieval of homocysteine related genes for genetic and epigenetic studies. Lipids in health and disease. 2006 Jan; 5(?):1. doi: 10.1186/1476-511x-5-1. [PMID: 16430779]
  • Wolfgang Herrmann, Rima Obeid. Hyperhomocysteinemia and response of methionine cycle intermediates to vitamin treatment in renal patients. Clinical chemistry and laboratory medicine. 2005; 43(10):1039-47. doi: 10.1515/cclm.2005.182. [PMID: 16197295]
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  • Jean-Benoit Frenette Charron, Ghislain Breton, Jean Danyluk, Ingrid Muzac, Ragai K Ibrahim, Fathey Sarhan. Molecular and biochemical characterization of a cold-regulated phosphoethanolamine N-methyltransferase from wheat. Plant physiology. 2002 May; 129(1):363-73. doi: 10.1104/pp.001776. [PMID: 12011366]
  • S Takenaka, S Sugiyama, S Ebara, E Miyamoto, K Abe, Y Tamura, F Watanabe, S Tsuyama, Y Nakano. Feeding dried purple laver (nori) to vitamin B12-deficient rats significantly improves vitamin B12 status. The British journal of nutrition. 2001 Jun; 85(6):699-703. doi: 10.1079/bjn2001352. [PMID: 11430774]
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