Diadenosine pentaphosphate
Diadenosine pentaphosphate (Ap5A; P1,P5-Di(adenosine-5'-)pentaphosphate) is an endogenous generated diadenosine polyphosphate, possessing the dual identities of intracellular alarm signal and extracellular signaling molecule. Diadenosine pentaphosphate regulates calcium signaling in the nervous, cardiac and peripheral sensory systems by activating P2X1/P2X3/P2Y receptor and RyR2 channels (EC50 = 140 μM). Diadenosine pentaphosphate can be used in studies related to intracellular calcium release channels, cardiovascular diseases and nociception (pain).
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- CAS 番号: 41708-91-2
- 分子式: C20H29N10O22P5
- 分子量:916.37
-
保管条件:
Please store the product under the recommended conditions in the Certificate of Analysis.
Endogenous Metabolite アイソフォーム固有の製品をすべて表示
MoreP2X Receptor アイソフォーム固有の製品をすべて表示
MoreP2Y Receptor アイソフォーム固有の製品をすべて表示
MoreCalcium Channel アイソフォーム固有の製品をすべて表示
More
生物活性
|
Human Endogenous Metabolite |
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | EC50 |
>=5 μM
Compound: Ap5A
|
Activity against rat P2Y1-GFP transfected in HEK293 cells by intracellular calcium increase
Activity against rat P2Y1-GFP transfected in HEK293 cells by intracellular calcium increase
|
[PMID: 16539385] |
| PC-12 | IC50 |
29 μM
Compound: 4
|
Antioxidant activity in rat PC12 cells assessed as inhibition of Fe2+-induced ROS production after 1 hr by DCFH-DA staining-based fluorometric analysis
Antioxidant activity in rat PC12 cells assessed as inhibition of Fe2+-induced ROS production after 1 hr by DCFH-DA staining-based fluorometric analysis
|
[PMID: 23751098] |
Diadenosine pentaphosphate (100 μM) elevates the intracellular calcium level of cultured human fetal astrocytes to 980 nM via P2 purinergic receptor-mediated extracellular calcium influx, as well as calcium release from IP3-sensitive and ryanodine-sensitive intracellular calcium stores[1].
Diadenosine pentaphosphate (100 μM; 5 sec) increases the production of IP3 in cultured human fetal astrocytes by approximately 2-fold[1].
Diadenosine pentaphosphate (10 μM) activates the IKACh current in isolated guinea pig atrial myocytes by stimulating P1 receptors[2].
Diadenosine pentaphosphate (100 μM) induces local, transient increases in intracellular calcium in distal dendrites and dendritic growth cones of E18 mouse hippocampal neurons cultured in vitro, with no effect on calcium levels in axons or somatodendritic regions[5].
Diadenosine pentaphosphate (100 μM; 72 h) exerts a negative regulatory effect on dendrite growth and quantity in E18 mouse hippocampal neurons cultured in vitro (in phenol red-free medium). After treatment with 100 μM for 72 h, it reduces the total dendrite length by 28.7% and the number of dendrites by 28.1%, but has no effect on axon length[5].
Diadenosine pentaphosphate (100 μM) reduces dendritic length and number in cultured E18 mouse hippocampal neurons. Overexpression of P2X1 mimics this effect, while shRNA knockdown of P2X1 reverses the reduction in dendrite number but fails to rescue the decrease in dendrite length[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
化学情報
-
CAS 番号 41708-91-2
-
分子量 916.37
-
分子式 C20H29N10O22P5
-
SMILES
O[C@@H]1[C@H](O)[C@@H](COP(OP(OP(OP(OP(OC[C@@H](O2)[C@@H](O)[C@@H](O)[C@@H]2N3C=NC4=C(N)N=CN=C43)(O)=O)(O)=O)(O)=O)(O)=O)(O)=O)O[C@H]1N5C6=NC=NC(N)=C6N=C5
-
別名
Ap5A; P1,P5-Di(adenosine-5'-)pentaphosphate
-
輸送条件
Room temperature in continental US; may vary elsewhere.
-
保管条件
Please store the product under the recommended conditions in the Certificate of Analysis.
純度とドキュメンテーション
参考文献
[1].
Holden CP, et al. Diadenosine pentaphosphate increases levels of intracellular calcium in astrocytes by a mechanism involving release from caffeine/ryanodine- and IP3-sensitive stores. J Neurosci Res. 2000 Jan 15;59(2):276-82.
[Content Brief]
[2]. Abramochkin DV, et al. Diadenosine pentaphosphate affects electrical activity in guinea pig atrium via activation of potassium acetylcholine-dependent inward rectifier. The journal of physiological sciences : JPS. 2017 Jul;67(4):523-529. [Content Brief]
[3]. Song L, et al. Diadenosine pentaphosphate is a potent activator of cardiac ryanodine receptors revealing a novel high-affinity binding site for adenine nucleotides. British journal of pharmacology. 2009 Mar;156(5):857-67. [Content Brief]
[4]. Burgstahler R, et al. Diadenosine pentaphosphate is more potent than ATP at P2X receptors in isolated rat vagus nerve. Neuroreport. 2001 Mar 26;12(4):679-82. [Content Brief]
[5]. Diez-Zaera M, et al. Diadenosine pentaphosphate regulates dendrite growth and number in cultured hippocampal neurons. Purinergic signalling. 2024 Apr;20(2):115-125. [Content Brief]
Calculators
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
- Diadenosine pentaphosphate
- 41708-91-2
- Ap5A
- P1,P5-Di(adenosine-5'-)pentaphosphate
- Endogenous Metabolite
- P2X Receptor
- P2Y Receptor
- Calcium Channel
- RyR2
- P2-type purinoceptors
- P1 purinoceptors
- P2X3
- IP3-sensitive intracellular stores
- I_KAch channels
- sheep cardiac ryanodine receptor
- heteromeric P2X2/3 purinoceptors
- ryanodine-sensitive intracellular stores
- P2X1
- Inhibitor
- inhibitor
- inhibit