Diguanosine tetraphosphate (BioDeep_00000002828)

 

Secondary id: BioDeep_00000598590

human metabolite Endogenous


代谢物信息卡片


{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid

化学式: C20H28N10O21P4 (868.0381)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(lipidsearch) 45.14%

分子结构信息

SMILES: C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=NC6=C5N=C(NC6=O)N)O)O)O)O)N=C(NC2=O)N
InChI: InChI=1S/C20H28N10O21P4/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(47-17)1-45-52(37,38)49-54(41,42)51-55(43,44)50-53(39,40)46-2-6-10(32)12(34)18(48-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1

描述信息

P(1),p(4)-bis(5-guanosyl) tetraphosphate, also known as gp4g or gppppg, is a member of the class of compounds known as (5->5)-dinucleotides (5->5)-dinucleotides are dinucleotides where the two bases are connected via a (5->5)-phosphodiester linkage. P(1),p(4)-bis(5-guanosyl) tetraphosphate is soluble (in water) and an extremely strong acidic compound (based on its pKa). P(1),p(4)-bis(5-guanosyl) tetraphosphate can be found in a number of food items such as allium (onion), pasta, rocket salad (sspecies), and vanilla, which makes p(1),p(4)-bis(5-guanosyl) tetraphosphate a potential biomarker for the consumption of these food products. P(1),p(4)-bis(5-guanosyl) tetraphosphate exists in all living species, ranging from bacteria to humans. In humans, p(1),p(4)-bis(5-guanosyl) tetraphosphate is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. P(1),p(4)-bis(5-guanosyl) tetraphosphate is also involved in several metabolic disorders, some of which include lesch-nyhan syndrome (LNS), myoadenylate deaminase deficiency, mitochondrial DNA depletion syndrome, and xanthine dehydrogenase deficiency (xanthinuria).
Diguanosine tetraphosphate is a diguanosine polyphosphate. Diguanosine polyphosphates (GpnGs) are found in human platelets, among a number of dinucleoside polyphosphates, which vary with respect to the number of phosphate groups and the nucleoside moieties; not only diguanosine polyphosphates (GpnG) are found, but also mixed dinucleoside polyphosphates containing one adenosine and one guanosine moiety (ApnG). The vasoactive nucleotides that can be detected in human plasma contain shorter (n=2-3) and longer (n=4-6) polyphosphate chains. GpnGs have not yet been characterized so far with respect to their effects on kidney vasculature. (PMID: 11159696, 11682456, 11115507).

同义名列表

16 个代谢物同义名

{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid; [5-(2-Amino-6-hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[[[5-(2-amino-6-hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-phosphinic acid; P1,P4-Bis(5-guanosyl) tetraphosphate (GppppG); P1,P4-Bis(5-guanosyl) tetraphosphoric acid; P1,P4-Bis(5-guanosyl) tetraphosphate; Bis(5-guanosyl) tetraphosphoric acid; Guanosine(5)tetraphospho(5)guanosine; Diguanosine tetraphosphoric acid; Bis(guanylyl) diphosphoric acid; Bis(5-guanosyl) tetraphosphate; Diguanosine tetraphosphate; Bis(guanylyl) diphosphate; g(5)P4(5)g; GPPPPG; (PPG)2; GP4g



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

98 个相关的代谢反应过程信息。

Reactome(51)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 5 APTX, EIF4E, FANCG, GALT, KARS1
Golgi apparatus, trans-Golgi network membrane 1 AP4E1
Peripheral membrane protein 3 AP4E1, KARS1, PLOD2
Endoplasmic reticulum membrane 1 PLOD2
Nucleus 11 APTX, EIF4E, FANCG, ITGB3, KARS1, LIG3, PARP1, PARP2, REPIN1, TRIM33, XRCC1
cytosol 7 EIF4E, FANCG, GALT, GMPR, KARS1, PARP1, REPIN1
nuclear body 2 EIF4E, PARP1
trans-Golgi network 1 AP4E1
nucleoplasm 11 APTX, CD2, FANCG, ITGB3, KARS1, LIG3, PARP1, PARP2, REPIN1, TRIM33, XRCC1
Cell membrane 6 CD2, ENPP4, ITGB3, KARS1, LIG3, SLC38A5
ruffle membrane 1 ITGB3
Multi-pass membrane protein 1 SLC38A5
Synapse 2 ITGB3, VCAN
cell surface 2 CD2, ITGB3
glutamatergic synapse 2 EIF4E, ITGB3
Golgi apparatus 2 CD2, GALT
postsynapse 1 EIF4E
Cytoplasm, cytosol 2 PARP1, REPIN1
plasma membrane 7 CD2, ENPP4, FANCG, ITGB3, KARS1, LIG3, SLC38A5
Membrane 6 AP4E1, ENPP4, ITGB3, PARP1, SLC38A5, VCAN
apical plasma membrane 1 ITGB3
extracellular exosome 4 EIF4E, ENPP4, ITGB3, PLOD2
Lumenal side 1 PLOD2
endoplasmic reticulum 1 PLOD2
extracellular space 3 KARS1, LIG3, VCAN
lysosomal lumen 1 VCAN
perinuclear region of cytoplasm 1 EIF4E
mitochondrion 4 FANCG, KARS1, LIG3, PARP1
protein-containing complex 3 CD2, ITGB3, PARP1
Single-pass type I membrane protein 4 CD2, ENPP4, ITGB3, LIG3
Secreted 2 KARS1, VCAN
extracellular region 2 CD2, VCAN
cytoplasmic side of plasma membrane 1 CD2
mitochondrial matrix 2 KARS1, NUDT2
transcription regulator complex 1 PARP1
photoreceptor outer segment 1 VCAN
nuclear membrane 1 REPIN1
external side of plasma membrane 2 CD2, ITGB3
Secreted, extracellular space, extracellular matrix 1 VCAN
nucleolus 5 APTX, FANCG, PARP1, PARP2, XRCC1
Cytoplasm, P-body 1 EIF4E
P-body 1 EIF4E
cell-cell junction 2 CD2, ITGB3
postsynaptic membrane 1 ITGB3
Cell junction, focal adhesion 1 ITGB3
focal adhesion 1 ITGB3
extracellular matrix 2 LIG3, VCAN
collagen-containing extracellular matrix 1 VCAN
nuclear speck 1 EIF4E
Postsynaptic cell membrane 1 ITGB3
receptor complex 1 ITGB3
chromatin 5 APTX, FANCG, PARP1, TRIM33, XRCC1
Chromosome 4 PARP1, PARP2, REPIN1, XRCC1
[Isoform 3]: Nucleus 1 LIG3
cytoplasmic ribonucleoprotein granule 1 EIF4E
Cell projection, cilium, photoreceptor outer segment 1 VCAN
[Isoform 1]: Mitochondrion 1 LIG3
[Isoform 2]: Mitochondrion 1 LIG3
Nucleus, nucleolus 2 APTX, PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 2 PARP1, XRCC1
microvillus membrane 1 ITGB3
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Endomembrane system 1 AP4E1
endosome lumen 1 AP4E1
Fanconi anaemia nuclear complex 1 FANCG
Cytoplasmic vesicle membrane 1 LIG3
Nucleus, nucleoplasm 1 APTX
Melanosome 1 ITGB3
Cytoplasm, Stress granule 1 EIF4E
cytoplasmic stress granule 1 EIF4E
Nucleus speckle 1 EIF4E
filopodium membrane 1 ITGB3
AP-4 adaptor complex 1 AP4E1
trans-Golgi network membrane 1 AP4E1
Golgi lumen 1 VCAN
endoplasmic reticulum lumen 1 VCAN
chromatoid body 1 EIF4E
rough endoplasmic reticulum membrane 1 PLOD2
perineuronal net 1 VCAN
protein-DNA complex 1 PARP1
ficolin-1-rich granule membrane 1 ENPP4
aminoacyl-tRNA synthetase multienzyme complex 1 KARS1
membrane coat 1 AP4E1
eukaryotic translation initiation factor 4F complex 1 EIF4E
Rough endoplasmic reticulum 1 PLOD2
platelet alpha granule membrane 1 ITGB3
site of DNA damage 3 PARP1, PARP2, XRCC1
RISC complex 1 EIF4E
integrin complex 1 ITGB3
[Isoform 4]: Nucleus 1 LIG3
lamellipodium membrane 1 ITGB3
alphav-beta3 integrin-vitronectin complex 1 ITGB3
alphav-beta3 integrin-IGF-1-IGF1R complex 1 ITGB3
Cell projection, lamellipodium membrane 1 ITGB3
alpha9-beta1 integrin-ADAM8 complex 1 ITGB3
alphav-beta3 integrin-HMGB1 complex 1 ITGB3
alphav-beta3 integrin-PKCalpha complex 1 ITGB3
glycinergic synapse 1 ITGB3
integrin alphaIIb-beta3 complex 1 ITGB3
integrin alphav-beta3 complex 1 ITGB3
Nucleus, nuclear body 1 EIF4E
[Isoform Mitochondrial]: Mitochondrion 1 KARS1
[Isoform Cytoplasmic]: Cytoplasm, cytosol 1 KARS1
ERCC4-ERCC1 complex 1 XRCC1
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
Secreted, extracellular space, extracellular matrix, interphotoreceptor matrix 1 VCAN
interphotoreceptor matrix 1 VCAN
[Isoform 12]: Cytoplasm 1 APTX
GMP reductase complex 1 GMPR
DNA ligase III-XRCC1 complex 1 LIG3


文献列表

  • Shay Eliahu, Haim M Barr, Jean Camden, Gary A Weisman, Bilha Fischer. A novel insulin secretagogue based on a dinucleoside polyphosphate scaffold. Journal of medicinal chemistry. 2010 Mar; 53(6):2472-81. doi: 10.1021/jm901621h. [PMID: 20175517]
  • J C Cameselle, M J Costas, M A Sillero, A Sillero. Bis-(5'-guanosyl) tetraphosphatase in rat tissues. The Biochemical journal. 1982 Feb; 201(2):405-10. doi: 10.1042/bj2010405. [PMID: 6282267]