Adenosine 2′-monophosphate

SIGMA/A9396 - from yeast

Synonym: Adenosine 2′-monophosphoric acid; phosphoadenosine; 2′-AMP; 2′-Adenylic acid

CAS Number: 130-49-4
Empirical Formula (Hill Notation): C₁₀H₁₄N₅O₇P
Molecular Weight: 347.22
Linear Formula: C₁₀H₁₄N₅O₇P
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A9396-100MG	100 mg	$364.00 1/EA	Add To Favorites
45-A9396-1G	1 g	$2470.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A9396-100MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
biological source	yeast
form	powder
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
Quality Level	200
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
solubility	1 N NH₄OH: 50 mg/mL, clear, colorless to faintly yellow
storage temp.	−20°C

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.
General description:	Adenosine 2′-monophosphate (2’-AMP) is an adenine nucleotide having single phosphate group esterified to the sugar moiety in the 2′-position.
Packaging:	1 g in poly bottle
Packaging:	100 mg in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	41106305

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