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Merck
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文件

D1262

Sigma-Aldrich

P1,P4-二(腺苷-5′) 四磷酸 铵盐

≥95% (HPLC), powder

别名:

A(5′)p4(5′)A, 四磷酸二腺苷 铵盐

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About This Item

经验公式（希尔记法）:
C20H28N10O19P4 · xNH3
CAS号:
102783-36-8
分子量:
836.39 (free acid basis)
MDL號碼:
MFCD00058622
分類程式碼代碼:
41106305
eCl@ss:
32160414
PubChem物質ID:
24277711
NACRES:
NA.77

化驗

≥95% (HPLC)

形狀

powder

顏色

white to off-white

溶解度

H2O: 50 mg/mL

儲存溫度

−20°C

SMILES 字串

N.Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O

InChI

1S/C20H28N10O19P4.H3N/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30;/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26);1H3/t7-,8-,11-,12-,13-,14-,19-,20-;/m1./s1

InChI 密鑰

JTLRVYSRZSPJKJ-AHKIGRPSSA-N

基因資訊

human ... PLD1(5337) , PLD2(5338) , PLD3(23646) , PLD4(122618) , PLD5(200150)

相关类别

應用

P1,P4-二（腺苷-5′）四磷酸铵盐已被用作nudix水解的底物。它还可用作ATP类似物以及切割因子II Im25亚基的nudix底物。

生化／生理作用

聚磷酸二腺苷（Ap4A）可在胰腺细胞中充当第二信使。聚磷酸二腺苷主要储存在神经元细胞、血小板和嗜铬细胞中。它会刺激磷脂酶D、引起细胞内钙水平波动、诱导一氧化氮释放、激活5′-核苷酸酶，并在体外抑制腺苷激酶活性。血浆内皮细胞和平滑肌细胞中的膜结合胞外酶可代谢Ap4A。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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A Ogilvie et al.
Journal of autonomic pharmacology, 16(6), 325-328 (1996-12-01)
1. Adenine dinucleotides (Ap3A, Ap4A, Ap5A, Ap6A) are stored in secretory granules of thrombocytes, chromaffin cells and neuronal cells. After release into the extracellular space, the dinucleotides exhibit divergent biological effects on a variety of target cells and organs. The
G E Blouse et al.
Biochimica et biophysica acta, 1375(1-2), 61-72 (1998-10-10)
P1,P4-Diadenosine 5'-tetraphosphate (Ap4A) acts as an extracellular modulator through its interaction with purinoceptors. Our laboratory has demonstrated the presence of an Ap4A receptor in cardiac tissue [1,2]. Due to the rapid hydrolysis of ATP by cardiac membranes the relationship of
E J Verspohl et al.
Diabetes, 47(11), 1727-1734 (1998-10-29)
A role of diadenosine polyphosphates as second messengers was suggested for insulin-secreting cells. It has not yet been investigated whether specific receptors for these compounds exist and how these extracellular compounds and their degradation products may contribute to insulin release.
M Edgecombe et al.
Cellular signalling, 10(7), 505-509 (1998-10-01)
Diadenosine polyphosphates (ApnAs) can, through interaction with appropriate purinoceptors, affect a range of cellular activities. Ap4A, the most prominent naturally occurring diadenosine polyphosphate, stimulates alterations in intracellular calcium homeostasis and subsequent activation of glycogen breakdown in isolated liver cells. Here
R H Hilderman et al.
FEBS letters, 427(3), 320-324 (1998-06-24)
Since the infusion of P1,P4-diadenosine 5' tetraphosphate (Ap4A) into animal models induces vasodilation [1,2], the present study was performed to determine whether Ap4A induces the release of nitric oxide (NO) from endothelial cells. Ap4A induced NO release was 4.2-fold greater
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