Adenosine-3’,5’-cyclic-13C5 Monophosphate

Chemical Name Adenosine-3’,5’-cyclic-13C5 Monophosphate
Alternate Names Adenosine Stable Isotopes, Stable Isotopes of Adenosine
CAT No. CS-EK-01193
CAS Registry# 60-92-4(Unlabelled)
Category Stable Isotopes
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Mol. Wt. 334.17 g/mol
Mol. For. C513C5H12N5O6P
Hazardous This is not a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Parent API Adenosine
Canonical Smiles C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)[O-].[Na+]
InchIKey BXJBFCKTIWRKMQ-MCDZGGTQSA-M
Inchl InChI=1S/C10H12N5O6P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7;/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1
IUPAC sodium;(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Controlled No
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Adenosine-3’,5’-cyclic-13C5 Monophosphate, also known as cAMP, is a nucleotide derivative that serves as a second messenger in various biological processes. It is synthesized from ATP by the enzyme adenylate cyclase and acts on protein kinases to trigger a cascade of intracellular events. cAMP plays a crucial role in regulating hormonal signaling pathways, such as those involving adrenaline and glucagon. It also controls ion channel activity, gene expression, and cell differentiation. Dysregulation of cAMP signaling has been implicated in numerous diseases, including cancer, diabetes, and cardiovascular disorders. The chemical structure of cAMP consists of a purine base (adenine) linked to a ribose sugar, which is further linked to a phosphate group. The 13C5 labeling indicates that five of the carbon atoms in the molecule are isotopically labeled with carbon-13. This labeling is useful in tracing the fate of cAMP in biological systems using mass spectrometry. In research settings, cAMP is commonly used as a tool to manipulate intracellular signaling pathways. It can be administered to cells or tissues to activate downstream effectors or to test the effects of various drugs on the pathway. cAMP analogs with altered chemical properties are also used to study the structure-function relationship of cAMP-mediated signaling. Overall, cAMP is a versatile and powerful tool for investigating the intricate signaling networks that govern cellular physiology.

Related Compounds

Adenosine 15N N1-Oxide | Adenosine-1' 13C | Adenosine-13C10 15N5 | Adenosine 15N | Adenosine-3' 13C | Adenosine 13C5 | Adenosine-13C5 cyclic monophosphate sodium salt | Adenosine-2' 13C | Adenosine 5'-Monophosphate 13C5 | N6-(N-Threonylcarbonyl)adenosine-13C4,15N | Adenosine-2-d1 | Adenosine-5' 13C | N6-Methyladenosine-d3 |

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