A9396
Adenosine 2′-monophosphate
≥98% (HPLC), yeast, powder
Synonym(s):
Adenosine 2′-monophosphoric acid, phosphoadenosine, 2′-AMP, 2′-Adenylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H14N5O7P
CAS Number:
Molecular Weight:
347.22
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51
Assay:
≥98% (HPLC)
Biological source:
yeast
Form:
powder
Solubility:
1 N NH4OH: 50 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C
Product Name
Adenosine 2′-monophosphate, from yeast
biological source
yeast
Quality Level
assay
≥98% (HPLC)
form
powder
solubility
1 N NH4OH: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
SMILES string
NC1=NC=NC2=C1N=CN2[C@H]3[C@H](OP(O)(O)=O)[C@H](O)[C@@H](CO)O3.[H]O[H].NC4=NC=NC5=C4N=CN5[C@H]6[C@H](OP(O)(O)=O)[C@H](O)[C@@H](CO)O6
InChI
1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChI key
QDFHPFSBQFLLSW-KQYNXXCUSA-N
General description
Adenosine 2′-monophosphate (2’-AMP) is an adenine nucleotide having single phosphate group esterified to the sugar moiety in the 2′-position.
Application
Adenosine 2′-monophosphate (2′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP. 2′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′-AMP is used in the synthesis of a new photoaffinity lable for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase. 2′,3′-cAMP and 2′-AMP represent a new unexplored pathway for adenosine-based cell regulation.
Biochem/physiol Actions
AMP serves as a key component of several compounds, including coenzyme A, which plays an essential role in energy metabolism, as well as certain key redox cofactors such as NAD+, NADP+, and FAD. Furthermore, AMP is one of the key components of RNA, which is essential for protein synthesis and other biological processes in cells.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Cuiying An et al.
Applied microbiology and biotechnology, 101(20), 7535-7544 (2017-09-19)
3'-Phosphoadenosine-5'-phosphosulfate (PAPS) is the obligate cosubstrate and source of the sulfonate group in the chemoenzymatic synthesis of heparin, a commonly used anticoagulant drug. Previously, using ATP as the substrate, we had developed a one-pot synthesis to prepare PAPS with 47%
Peychii Lee et al.
Bioconjugate chemistry, 16(3), 650-659 (2005-05-19)
A new photoaffinity label, adenosine 2'-monophosphate, 5'-O-[S-(4-succinimidyl-benzophenone)thiophosphate] (2'-P-AMPS-Succ-BP), has been synthesized by an initial thiophosphorylation of 2'-AMP with PSCl(3) to form 2'-AMP-5'-thiophosphate (2'-AMP-5'-SP), followed by a coupling reaction of 2'-AMP-5'-SP with benzophenone-4-maleimide to produce 2'-P-AMPS-Succ-BP. This product and its precursor
Daniel T Infield et al.
The Journal of general physiology, 150(7), 1017-1024 (2018-06-06)
Voltage-dependent activation of voltage-gated cation channels results from the outward movement of arginine-bearing helices within proteinaceous voltage sensors. The voltage-sensing residues in potassium channels have been extensively characterized, but current functional approaches do not allow a distinction between the electrostatic
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A9396-1G | 04061826688465 |
| A9396-100MG | 04061833258552 |