Biotinyl-5'-AMP (BioDeep_00000005997)

 

Secondary id: BioDeep_00001869954

human metabolite Endogenous


代谢物信息卡片


{[(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

  化学式: C20H28N7O9PS (573.1407)
中文名称: 生物素-5’-腺苷酸
  谱图信息: 最多检出来源 Mus musculus(otcml) 4.82%

Reviewed

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 2025-07-26) (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

22 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; (+)-Biotinyl 5'-adenylate; 5'-Adenylic acid anhydride with biotin; 5'-Adenylic acid monoanhydride with biotin; Biotin anhydride with 5'-adenylic acid; Biotinoyl 5'-adenylate; Biotinyl 5'-AMP; [3AS-(3aa,4b,6aa)]-5'-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoate; [3AS-(3aa,4b,6aa)]-5'-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoic acid



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

14 个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways(1)

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank(13)

PharmGKB()

2 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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 ANXA6, BECN1, CASP1, GLI3, GUCY1A1, HLCS, NLRP3, PC, PIK3CA
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 2 ANXA6, BECN1
Endosome membrane 1 BECN1
Endoplasmic reticulum membrane 1 BECN1
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 5 BECN1, GLI3, MPO, NLRP3, PCNA
autophagosome 1 BECN1
cytosol 8 BECN1, CASP1, GLI3, GUCY1A1, HLCS, NLRP3, PC, PIK3CA
dendrite 1 BECN1
mitochondrial membrane 1 BECN1
nuclear body 2 BECN1, PCNA
phagocytic vesicle 1 BECN1
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
centrosome 1 PCNA
nucleoplasm 3 GLI3, MPO, PCNA
Cell membrane 2 CASP1, TNF
lamellipodium 1 PIK3CA
Golgi apparatus membrane 1 NLRP3
cell surface 3 BGN, TNF, TNR
glutamatergic synapse 2 GUCY1A1, TNR
Golgi membrane 1 NLRP3
lysosomal membrane 1 ANXA6
neuronal cell body 1 TNF
sarcolemma 2 ANXA6, BGN
Cytoplasm, cytosol 1 NLRP3
Lysosome 1 MPO
endosome 1 BECN1
plasma membrane 4 CASP1, CXCR5, PIK3CA, TNF
Membrane 3 ANXA6, CXCR5, NLRP3
extracellular exosome 5 ANXA6, BGN, BTD, MPO, PCNA
endoplasmic reticulum 2 BECN1, NLRP3
extracellular space 5 BGN, BTD, MPO, TNF, TNR
lysosomal lumen 1 BGN
perinuclear region of cytoplasm 2 ANXA6, PIK3CA
Schaffer collateral - CA1 synapse 1 TNR
intercalated disc 1 PIK3CA
mitochondrion 4 ANXA6, HLCS, NLRP3, PC
protein-containing complex 1 CASP1
intracellular membrane-bounded organelle 2 GLI3, MPO
Secreted 1 NLRP3
extracellular region 6 BGN, BTD, MPO, NLRP3, TNF, TNR
Mitochondrion matrix 1 PC
mitochondrial matrix 2 BTD, PC
external side of plasma membrane 2 CXCR5, TNF
Secreted, extracellular space, extracellular matrix 2 BGN, TNR
nucleolus 2 CASP1, GLI3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 TNF, TNR
focal adhesion 1 ANXA6
microtubule 1 CASP1
GABA-ergic synapse 1 GUCY1A1
extracellular matrix 1 BGN
collagen-containing extracellular matrix 3 ANXA6, BGN, TNR
secretory granule 1 MPO
axoneme 1 GLI3
ciliary tip 1 GLI3
nuclear speck 1 GLI3
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
Zymogen granule membrane 1 ANXA6
ciliary base 1 GLI3
cilium 1 GLI3
chromatin 2 HLCS, PCNA
Late endosome membrane 1 ANXA6
phagocytic cup 1 TNF
Secreted, extracellular space 1 BTD
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
Endomembrane system 1 NLRP3
microtubule organizing center 1 NLRP3
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Melanosome 1 ANXA6
replication fork 1 PCNA
azurophil granule 1 MPO
Golgi lumen 1 BGN
nuclear matrix 1 HLCS
transcription repressor complex 1 GLI3
male germ cell nucleus 1 PCNA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 BGN
azurophil granule lumen 1 MPO
perineuronal net 1 TNR
AIM2 inflammasome complex 1 CASP1
vesicle membrane 1 ANXA6
nuclear lamina 2 HLCS, PCNA
phagocytic vesicle lumen 1 MPO
canonical inflammasome complex 1 CASP1
guanylate cyclase complex, soluble 1 GUCY1A1
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
GLI-SUFU complex 1 GLI3
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
tenascin complex 1 TNR
cytoplasmic side of mitochondrial outer membrane 1 BECN1
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表



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