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Merck
CN

A2252

Sigma-Aldrich

腺苷-5'-单磷酸 一水合物

from yeast, ≥97%

别名:

5′-AMP, 5′-腺苷酸, A-5′-P, AMP

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About This Item

经验公式(希尔记法):
C10H14N5O7P · H2O
CAS号:
分子量:
365.24
Beilstein:
54612
MDL编号:
UNSPSC代码:
41106305
eCl@ss:
32160414
PubChem化学物质编号:
NACRES:
NA.51

生物来源

yeast

质量水平

方案

≥97%

表单

powder

溶解性

1 M NH4OH: soluble 50 mg/mL, clear, colorless
H2O: soluble (with addition of mild alkali)

储存温度

−20°C

SMILES字符串

O[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1COP(O)(O)=O.O

InChI

1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1

InChI key

ZOEFQKVADUBYKV-MCDZGGTQSA-N

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应用

5′-单磷酸腺苷(5′-AMP)适合用作
  • 合成腺苷-5′-磷酰咪唑啉的试剂
  • 合成支链多糖的聚合反应中磷酸化酶b的活化剂
  • 内源性NMN腺苷酰转移酶(NMNAT,将NMN转化成NAD+)的活性抑制剂

生化/生理作用

5′-单磷酸腺苷(5′-AMP)本身具有许多用途。5′-AMP是一类称为AMP活化蛋白激酶(AMPK)的蛋白激酶的激活剂。AMP可抑制AMPK去磷酸化,促进上游激酶对AMPK磷酸化。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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访问文档库

Bei Liu et al.
Nature communications, 12(1), 5201-5201 (2021-09-02)
N6-methyladenosine (m6A) is a post-transcriptional modification that controls gene expression by recruiting proteins to RNA sites. The modification also slows biochemical processes through mechanisms that are not understood. Using temperature-dependent (20°C-65°C) NMR relaxation dispersion, we show that m6A pairs with
Physical properties and structure of enzymatically synthesized amylopectin analogs
Ciric, Jelena, et al.
Starch/Staerke, 65, 1061-1068 (2013)
5′-AMP-activated protein kinase is inactivated by adrenergic signalling in adult cardiac myocytes.
Tsuchiya Y, Denison FC, et al.
Bioscience Reports, 32(2), 197-213 (2011)
Marianne Suter et al.
The Journal of biological chemistry, 281(43), 32207-32216 (2006-09-01)
AMP-activated protein kinase (AMPK) is a heterotrimeric protein kinase that is crucial for cellular energy homeostasis of eukaryotic cells and organisms. Here we report on the activation of AMPK alpha1beta1gamma1 and alpha2beta2gamma1 by their upstream kinases (Ca(2+)/calmodulin-dependent protein kinase kinase-beta
Markus Hafner et al.
Methods (San Diego, Calif.), 44(1), 3-12 (2007-12-26)
Distinct classes of small RNAs, 20-32 nucleotides long, play important regulatory roles for diverse cellular processes. It is therefore important to identify and quantify small RNAs as a function of development, tissue and cell type, in normal and disease states.

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