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D1262

P1,P4-二(腺苷-5′) 四磷酸 铵盐

≥95% (HPLC), pancreatic second messenger, powder

别名:

A(5′)p4(5′)A, 四磷酸二腺苷 铵盐

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关于此项目

经验公式（希尔记法）:
C20H28N10O19P4 · xNH3
化学文摘社编号:
102783-36-8
分子量:
836.39 (free acid basis)
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24277711
NACRES:
NA.77
MDL number:
MFCD00058622
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
200
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产品名称

P1,P4-二(腺苷-5′) 四磷酸 铵盐, ≥95% (HPLC), powder

Quality Level

200

assay

≥95% (HPLC)

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL

storage temp.

−20°C

SMILES string

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

Gene Information

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

相关类别

Application

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。

Biochem/physiol Actions

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000545730
0000545729
0000496075
0000545729
0000545730

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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
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
The Ralstonia solanacearum effector RipN suppresses plant PAMP-triggered immunity, localizes to the endoplasmic reticulum and nucleus, and alters the NADH/NAD+ ratio in Arabidopsis
Sun Y, et al.
Molecular Plant Pathology, 20(4), 533-546 (2019)
An investigation into the role of ATP in the mammalian pre-mRNA 3? cleavage reaction
Khleborodova A, et al.
Biochimie, 125, 213-222 (2016)
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全球贸易项目编号

货号GTIN
D1262-50MG04061832081878
D1262-10MG04061832081861

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