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About This Item
Empirical Formula (Hill Notation):
C10H14N5O7P · H2O
CAS Number:
Molecular Weight:
365.24
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51
Beilstein/REAXYS Number:
54612
MDL number:
Assay:
≥97%
Biological source:
yeast
Form:
powder
Solubility:
1 M NH4OH: soluble 50 mg/mL, clear, colorless, H2O: soluble (with addition of mild alkali)
Storage temp.:
−20°C
Product Name
Adenosine 5′-monophosphate monohydrate, from yeast, ≥97%
biological source
yeast
Quality Level
assay
≥97%
form
powder
solubility
1 M NH4OH: soluble 50 mg/mL, clear, colorless, H2O: soluble (with addition of mild alkali)
storage temp.
−20°C
SMILES string
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
Application
Adenosine 5′-monophosphate (5′AMP) is suitable for use as
- a reagent in the synthesis of adenosine-5′-phosphoimidazolide
- an activator of phosphorylase b in the polymerization reaction for the synthesis of branched polysaccharides
- an inhibitor of endogenous NMN adenylyltransferase (NMNAT) activity that converts NMN to NAD+
Biochem/physiol Actions
Adenosine 5′-monophosphate (5′-AMP) has many uses in nature. 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK). AMP inhibits dephosphorylation of AMPK and promotes phosphorylation of AMPK by upstream kinases.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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Physical properties and structure of enzymatically synthesized amylopectin analogs
Ciric, Jelena, et al.
Starch/Staerke, 65, 1061-1068 (2013)
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
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