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Merck
CN
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文件

D1262

Sigma-Aldrich

P1,P4-二(腺苷-5′) 四磷酸 铵盐

≥95% (HPLC), powder

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别名:
A(5′)p4(5′)A, 四磷酸二腺苷 铵盐
经验公式（希尔记法）:
C20H28N10O19P4 · xNH3
CAS号:
102783-36-8
分子量:
836.39 (free acid basis)
MDL编号:
MFCD00058622
UNSPSC代码:
41106305
eCl@ss:
32160414
PubChem化学物质编号:
24277711
NACRES:
NA.77

质量水平

200

检测方案

≥95% (HPLC)

形式

powder

颜色

white to off-white

溶解性

H2O: 50 mg/mL

储存温度

−20°C

SMILES字符串

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 key

JTLRVYSRZSPJKJ-AHKIGRPSSA-N

基因信息

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

相关类别

应用

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。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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
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
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.
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
M Edgecombe et al.
The Biochemical journal, 323 ( Pt 2), 451-456 (1997-04-15)
Diadenosine polyphosphates released into the extracellular environment influence a variety of metabolic and other cellular activities in a wide range of target tissues. Here we have studied the impact of these novel nucleotides on gluconeogenesis in isolated rat proximal tubules.
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