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Key Documents

A2252

Sigma-Aldrich

腺苷-5'-单磷酸 一水合物

from yeast, ≥97%

同義詞:

5′-AMP, 5′-腺苷酸, A-5′-P, AMP

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About This Item

經驗公式(希爾表示法):
C10H14N5O7P · H2O
CAS號碼:
分子量::
365.24
Beilstein:
54612
MDL號碼:
分類程式碼代碼:
41106305
eCl@ss:
32160414
PubChem物質ID:
NACRES:
NA.51

生物源

yeast

化驗

≥97%

形狀

powder

溶解度

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

儲存溫度

−20°C

SMILES 字串

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 密鑰

ZOEFQKVADUBYKV-MCDZGGTQSA-N

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應用

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。

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


分析證明 (COA)

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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.
Irina S Balan et al.
Brain research, 1316, 112-119 (2009-12-29)
A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to produce formazan. Conditions were used where the endogenous level of nicotinamide adenine dinucleotides (NAD(H))

文章

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism through its actions on muscle, liver, and adipose tissue.

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