Biotinyl-5'-AMP (BioDeep_00000005997)
Secondary id: BioDeep_00001869954
human metabolite Endogenous
代谢物信息卡片
化学式: C20H28N7O9PS (573.1406768)
中文名称: 生物素-5’-腺苷酸
谱图信息:
最多检出来源 Macaca mulatta(otcml) 8.11%
Last reviewed on 2024-09-06.
Cite this Page
Biotinyl-5'-AMP. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/biotinyl-5_-amp (retrieved
2024-11-09) (BioDeep RN: BioDeep_00000005997). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: C1C2C(C(S1)CCCCC(=O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)NC(=O)N2
InChI: InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9-,10+,11-,13-,15+,16+,19+/m0/s1
描述信息
5-biotinyl-AMP (B-AMP) is the active form of biotin in mammals. In human cells, biotin is essential to maintain metabolic homeostasis and as regulator of gene expression. The vitamin biotin plays an essential role in gluconeogenesis, fatty acid synthesis, and carbohydrate metabolism because of its role as cofactor of five carboxylases; pyruvate carboxylase (PC), propionyl-CoA carboxylase (PCC), methylcrotonyl-CoA carboxylase, and two forms of acetyl-CoA carboxylase (ACC-1 and ACC-2). Carboxylase biotinylation is catalyzed by the enzyme holocarboxylase synthetase (HCS) through a reaction that involves the transformation of biotin into B-AMP and its subsequent attachment to a specific lysine residue in the carboxylases. B-AMP is also required to activate a signal transduction cascade that includes a soluble guanylate cyclase (sGC) and cGMP-dependent protein kinase (PKG). The regulatory role of biotin in the biotin cycle seems to be limited to the expression of proteins involved in the transport and utilization of exogenous vitamin while having no effect on biotinidase mRNA levels, enzyme responsible for biotin recycling during carboxylase turnover. Multiple carboxylase deficiency (MCD) is a life-threatening disease characterized by the lack of carboxylase activities because of deficiency of HCS activity. (PMID: 15905112, 11959985).
5-biotinyl-AMP (B-AMP) is the active form of biotin in mammals. In human cells, biotin is essential to maintain metabolic homeostasis and as regulator of gene expression. The vitamin biotin plays an essential role in gluconeogenesis, fatty acid synthesis, and carbohydrate metabolism because of its role as cofactor of five carboxylases; pyruvate carboxylase (PC), propionyl-CoA carboxylase (PCC), methylcrotonyl-CoA carboxylase, and two forms of acetyl-CoA carboxylase (ACC-1 and ACC-2).
同义名列表
14 个代谢物同义名
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({5-[(4S)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoyl}oxy)phosphinic acid; [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({5-[(4S)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanoyl}oxy)phosphinic acid; [3AS-(3aa,4b,6aa)]-5-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoic acid; [3AS-(3aa,4b,6aa)]-5-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoate; 5-Adenylic acid monoanhydride with biotin; Biotin anhydride with 5-adenylic acid; 5-Adenylic acid anhydride with biotin; (+)-Biotinyl 5-adenylate; Biotinoyl 5-adenylate; Biotinyl 5-AMP; Biotinyl-5-AMP; Bio-5-AMP; beta-AMP; b-AMP
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:3110
- KEGG: C05921
- PubChem: 5326875
- PubChem: 440839
- HMDB: HMDB0004220
- Metlin: METLIN58228
- foodb: FDB023336
- chemspider: 389681
- CAS: 4130-20-5
- PMhub: MS000018917
- PDB-CCD: BT5
- 3DMET: B05138
- NIKKAJI: J734.022B
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
14 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(13)
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotinidase Deficiency:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Multiple Carboxylase Deficiency, Neonatal or Early Onset Form:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotin Metabolism:
Dethiobiotin + Hydrogen Ion + S-Adenosylmethionine + a sulfurated [sulfur carrier] ⟶ 5'-Deoxyadenosine + Biotin + L-Methionine
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotinidase Deficiency:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Multiple Carboxylase Deficiency, Neonatal or Early Onset Form:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotinidase Deficiency:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Multiple Carboxylase Deficiency, Neonatal or Early Onset Form:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + Pyrophosphate
- Biotin Metabolism:
Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + diphosphate
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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。