Adenosine 3',5'-diphosphate (BioDeep_00000003911)

 

Secondary id: BioDeep_00001868836

natural product human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid

化学式: C10H15N5O10P2 (427.0294)
中文名称: 腺苷3',5'-二磷酸
谱图信息: 最多检出来源 Rattus norvegicus(natural_products) 2.68%

分子结构信息

SMILES: C([C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)OP(=O)(O)O)OP(=O)(O)O
InChI: InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)

描述信息

Adenosine-3-5-diphosphate, also known as 3-phosphoadenylate or pap, is a member of the class of compounds known as purine ribonucleoside 3,5-bisphosphates. Purine ribonucleoside 3,5-bisphosphates are purine ribobucleotides with one phosphate group attached to 3 and 5 hydroxyl groups of the ribose moiety. Adenosine-3-5-diphosphate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Adenosine-3-5-diphosphate can be found in a number of food items such as beech nut, canola, chickpea, and red algae, which makes adenosine-3-5-diphosphate a potential biomarker for the consumption of these food products. Adenosine-3-5-diphosphate can be found primarily in cellular cytoplasm, as well as in human brain and liver tissues. Adenosine-3-5-diphosphate exists in all living species, ranging from bacteria to humans. In humans, adenosine-3-5-diphosphate is involved in several metabolic pathways, some of which include acetaminophen metabolism pathway, tamoxifen action pathway, androgen and estrogen metabolism, and metachromatic leukodystrophy (MLD). Adenosine-3-5-diphosphate is also involved in several metabolic disorders, some of which include gaucher disease, krabbe disease, fabry disease, and 17-beta hydroxysteroid dehydrogenase III deficiency.
Adenosine 3, 5-diphosphate or PAP is a nucleotide that is closely related to ADP. It has two phosphate groups attached to the 5 and 3 positions of the pentose sugar ribose (instead of pyrophosphoric acid at the 5 position, as found in ADP), and the nucleobase adenine. PAP is converted to PAPS by Sulfotransferase and then back to PAP after the sulfotransferase reaction. Sulfotransferase (STs) catalyze the transfer reaction of the sulfate group from the ubiquitous donor 3-phosphoadenosine 5-phosphosulfate (PAPS) to an acceptor group of numerous substrates. This reaction, often referred to as sulfuryl transfer, sulfation, or sulfonation, is widely observed from bacteria to humans and plays a key role in various biological processes such as cell communication, growth and development, and defense. PAP also appears to a role in bipolar depression. Phosphatases converting 3-phosphoadenosine 5-phosphate (PAP) into adenosine 5-phosphate are of fundamental importance in living cells as the accumulation of PAP is toxic to several cellular systems. These enzymes are lithium-sensitive and we have characterized a human PAP phosphatase as a potential target of lithium therapy.

同义名列表

26 个代谢物同义名

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid; Adenosine 3-phosphate-5-phosphate, monosodium salt; Adenosine 3-phosphate-5-phosphate, disodium salt; 5-(Dihydrogen phosphate)3-adenylic acid; Adenosine-3,5-diphosphate Sodium salt; 5-(Dihydrogen phosphate) 3-adenylate; Adenosine 3-phosphate-5-phosphate; Adenosine 3,5-bisphosphoric acid; Phosphoadenosine phosphoric acid; Adenosine 3,5-bisphosphate (PAP); Adenosine 3,5-diphosphoric acid; 3-Phosphoadenosine 5-phosphate; adenosine-3,5-bisphosphate; Adenosine 3,5-bisphosphate; Phosphoadenosine phosphate; Adenosine 3,5-diphosphate; Adenosine-3-5-diphosphate; 3-Phosphoadenylic acid; 3,5-Diphosphoadenosine; 3-Phosphoadenylate; Adenosine 3,5-bis; 3-Phosphoryl-AMP; 3,5-ADP; PAP; Adenosine 3',5'-diphosphate; Adenosine 3',5'-bisphosphate



数据库引用编号

33 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

103 个相关的代谢反应过程信息。

Reactome(32)

BioCyc(2)

  • sulfate reduction I (assimilatory): adenosine 3',5'-bisphosphate + an oxidized thioredoxin + sulfite ⟶ a reduced thioredoxin + phosphoadenosine-5'-phosphosulfate
  • sulfate assimilation: SO3-2 + adenosine 3',5'-bisphosphate + an oxidized thioredoxin ⟶ PAPS + a reduced thioredoxin

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(68)

PharmGKB(0)

16 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 SULT1A1, SULT2A1, TXN, VASP, XRN1
Nucleus 5 DXO, PLCZ1, SLC25A42, TXN, XRN1
cytosol 9 AASDHPPT, BPNT1, DXO, PLCZ1, SULT1A1, SULT2A1, TXN, VASP, XRN1
dendrite 2 P2RY1, XRN1
mitochondrial membrane 1 SLC25A28
nucleoplasm 3 DXO, PLCZ1, TXN
Cell membrane 6 ITGAM, P2RX1, P2RY1, P2RY12, P2RY4, P2RY6
lamellipodium 1 VASP
Cytoplasmic granule 1 RNASE2
Multi-pass membrane protein 7 P2RX1, P2RY1, P2RY12, P2RY4, P2RY6, SLC25A28, SLC25A42
Synapse 1 TAC1
cell surface 3 ITGAM, P2RY1, P2RY12
glutamatergic synapse 4 P2RX1, P2RY1, P2RY4, VASP
mitochondrial inner membrane 2 SLC25A28, SLC25A42
neuronal cell body 2 TAC1, XRN1
postsynapse 2 P2RX1, VASP
Cytoplasm, cytosol 1 AASDHPPT
Lysosome 1 RNASE2
plasma membrane 10 DXO, F2, ITGAM, P2RX1, P2RY1, P2RY12, P2RY4, P2RY6, VASP, XRN1
Membrane 4 ITGAM, P2RX1, P2RY12, XRN1
apical plasma membrane 3 P2RY1, P2RY4, P2RY6
axon 1 TAC1
basolateral plasma membrane 3 P2RY1, P2RY4, P2RY6
extracellular exosome 6 AASDHPPT, F2, ITGAM, RNASE2, TXN, VASP
extracellular space 4 F2, ITGAM, RNASE2, TAC1
perinuclear region of cytoplasm 1 PLCZ1
Cell junction, tight junction 1 VASP
bicellular tight junction 1 VASP
mitochondrion 3 BPNT1, SLC25A28, SLC25A42
protein-containing complex 1 P2RX1
filopodium 1 VASP
postsynaptic density 1 P2RY1
pronucleus 1 PLCZ1
Single-pass type I membrane protein 1 ITGAM
Secreted 2 F2, TXN
extracellular region 4 F2, RNASE2, TAC1, TXN
external side of plasma membrane 2 ITGAM, P2RX1
actin cytoskeleton 1 VASP
nucleolus 1 PLCZ1
P-body 1 XRN1
postsynaptic membrane 2 P2RX1, P2RY1
presynaptic active zone membrane 3 P2RX1, P2RY1, P2RY4
Cell projection, lamellipodium 1 VASP
Cytoplasm, perinuclear region 1 PLCZ1
Mitochondrion inner membrane 2 SLC25A28, SLC25A42
Membrane raft 2 ITGAM, P2RX1
Cytoplasm, cytoskeleton 1 VASP
focal adhesion 1 VASP
collagen-containing extracellular matrix 1 F2
cilium 1 P2RY1
cell projection 1 VASP
cytoskeleton 1 VASP
blood microparticle 1 F2
specific granule membrane 2 ITGAM, P2RX1
tertiary granule membrane 1 ITGAM
cell body 1 P2RY1
filopodium membrane 1 VASP
plasma membrane raft 1 ITGAM
secretory granule membrane 1 P2RX1
Golgi lumen 1 F2
endoplasmic reticulum lumen 1 F2
azurophil granule lumen 1 RNASE2
integrin complex 1 ITGAM
lamellipodium membrane 1 VASP
sperm head 1 PLCZ1
integrin alphaM-beta2 complex 1 ITGAM
cell body membrane 1 P2RY12
cell projection membrane 1 P2RY12
[Isoform 2]: Mitochondrion inner membrane 1 SLC25A28
[Isoform 1]: Mitochondrion inner membrane 1 SLC25A28


文献列表

  • Andrea Pagano, Lorena Zannino, Paola Pagano, Enrico Doria, Daniele Dondi, Anca Macovei, Marco Biggiogera, Susana de Sousa Araújo, Alma Balestrazzi. Changes in genotoxic stress response, ribogenesis and PAP (3'-phosphoadenosine 5'-phosphate) levels are associated with loss of desiccation tolerance in overprimed Medicago truncatula seeds. Plant, cell & environment. 2022 05; 45(5):1457-1473. doi: 10.1111/pce.14295. [PMID: 35188276]
  • Manuel Balparda, Alejandro M Armas, Gonzalo M Estavillo, Hannetz Roschzttardtz, María A Pagani, Diego F Gomez-Casati. The PAP/SAL1 retrograde signaling pathway is involved in iron homeostasis. Plant molecular biology. 2020 Feb; 102(3):323-337. doi: 10.1007/s11103-019-00950-7. [PMID: 31900819]
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  • Da-Jeong Shin, Ji-Hee Min, Tinh Van Nguyen, Young-Min Kim, Cheol Soo Kim. Loss of Arabidopsis Halotolerance 2-like (AHL), a 3'-phosphoadenosine-5'-phosphate phosphatase, suppresses insensitive response of Arabidopsis thaliana ring zinc finger 1 (atrzf1) mutant to abiotic stress. Plant molecular biology. 2019 Mar; 99(4-5):363-377. doi: 10.1007/s11103-019-00822-0. [PMID: 30637572]
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  • Peter A Crisp, Aaron B Smith, Diep R Ganguly, Kevin D Murray, Steven R Eichten, Anthony A Millar, Barry J Pogson. RNA Polymerase II Read-Through Promotes Expression of Neighboring Genes in SAL1-PAP-XRN Retrograde Signaling. Plant physiology. 2018 12; 178(4):1614-1630. doi: 10.1104/pp.18.00758. [PMID: 30301775]
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