| Identification | Back Directory | [Name]
Cyclic AMP | [CAS]
60-92-4 | [Synonyms]
CAMP
Acrasin
3:5-CAMP
CYCLIC AMP
3',5'-cAMPH
cyclic3’,5’-amp
CYCLIC AMP-3',5'
3',5'-CYCLIC AMP
5’-cyclicmonophosphate
ADENOSINE CYCLPHOSPHATE
Adenosin Cyclophosphate
adenosine3’,5’-phosphate
ADENOSINE CYCLOPHOSPHATE
cyclic3’,5’-adenylicacid
ADENOSINE CYCLICPHOSPHATE
Adenosine 3',5'-phosphate
Cyclic 3',5'-adenylic acid
3',5'-Cyclic AMP
3',5'-cAMP
adenosinecyclicmonophosphate
ADENOSINE 3'5'-MONOPHOSPHATE
adenosine3’,5’-cyclophosphate
cyclicadenosine3’,5’-phosphate
adenosinecyclic3’,5’-phosphate
Adenosine cyclic monophosphate
Adenosine 3',5'-cyclophosphate
Adenosine cyclic 3',5'-phosphate
Cyclic adenosine 3',5'-phosphate
ADENOSINE-3':5'-PHOSPHATE CYCLIC
ADENOSINE-3':5'-CYCLIC PHOSPHATE
adenosinecyclicphosphate,cyclicamp
3',5'-Cyclic adenylphosphoric acid
Adenosine 3',5'-hydrogen phosphate
Adenosine-3',5'-cyclophosphate ,99%
3'-5' Cyclic adenosine monophosphate
Cyclic adenosine 3',5'-monophosphate
Adenosine cyclic 3',5'-monophosphate
ADENOSINE-3',5'-CYCLIC PHOSPHATE H2O
ADENOSINE-3',5'-CYCLOPHOSPHORIC ACID
ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE
ADENOSINE 3'-,5'-CYCLIC MONOPHOSPHATE
Adenosine-3'',5''-monophosphoric acid
adenosine 3',5'-phosphate monohydrate
Cyclic Adenosine Monophosphate (cAMP)
Adenosine-3’,5’-cyclic phosphoric acid
(-)-ADENOSIN-3',5'-CYCLOPHOSPHORSAEURE 9
cyclic3’,5’-(hydrogenphosphate)-adenosin
(-)-ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE
adenosine,cyclic3’,5’-(hydrogenphosphate)
ADENOSINE-3',5'-CYCLIC-MONOPHOSPHORIC ACID
ADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID
cyclic 3',5'-(hydrogen phosphate)Adenosine
CAMP, ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE
Adenosine 3'-,5'-cyclic monophosphate, 99+%
Adenosine 3',5'-Cyclic Monophosphate Hydrate
Adenosine, cyclic 3',5'-(hydrogen phosphate)
ADENOSINE 3':5'-CYCLIC MONOPHOSPHATEFREE ACID
Monoclonal Anti-cAMP antibody produced in mouse
(S)-CYCLIC 3' 5'-(HYDROGEN PHOSPHATE) ADENOSINE
Adenosine 3',5'-cyclic Monophosphate Monohydrate
ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE*HPL C MARKER
CYCLIC-AMP (ADENOSINE 3'', 5''-CYCLIC MONOPHOSPHATE)
3μ,5μ-Cyclic AMP, Adenosine 3μ,5μ-cyclophosphate, cAMP
ADENOSINE-3,5-CYCLICMONOPHOSPHPRIC ACID extrapure for biochemistry
6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide | [EINECS(EC#)]
200-492-9 | [Molecular Formula]
C10H12N5O6P | [MDL Number]
MFCD00005845 | [MOL File]
60-92-4.mol | [Molecular Weight]
329.21 |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
260 °C (dec.)(lit.)
| [alpha ]
-53.7 º (c=0.7,water) | [Boiling point ]
56.12°C | [density ]
2.47±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
H2O: 10 mg/mL pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble., clear, colorless
| [form ]
powder
| [pka]
1.00±0.60(Predicted) | [color ]
white
| [biological source]
mouse | [Water Solubility ]
50 mg/mL | [Merck ]
13,2737 | [BRN ]
52645 | [Stability:]
Hygroscopic | [NIST Chemistry Reference]
Adenosine 3',5'-cyclic monophosphate(60-92-4) | [EPA Substance Registry System]
Adenosine, cyclic 3',5'-(hydrogen phosphate)(60-92-4) |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Definition]
ChEBI: A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. | [Uses]
cAMP is used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. Restoration of several morphological characteristics of normal fibroblasts in sarcoma cells when treated with adenosine-3?: 5?-cyclic monophosphate. In the presence of adenosine 3?:5?-cyclic monophosphate, protein kinase I dissociated into two subunits: a subunit binding adenosine 3?:5?-cyclic monophosphate, and a catalytic subunit. Stimulation of calcium uptake in platelet membrane vesicles by adenosine 3?,5?-cyclic monophosphate. | [Application]
The chief role of cyclic AMP in several tissues seems to be to facilitate or promote the mobilization of glucose and fatty acid reserves. In the liver, glucagon and the catecholamines cause an increase in the intracellular level of cyclic AMPby stimulating adenyl cyclase. This increase in the level of .cyclic AMP leads to a net increase in hepatic glucose production by at least three mechanisms: stimulation of phosphorylase activation, suppression of glycogen synthetase activity, and stimulation of gluconeogenesis. The catecholamines also stimulate adenyl cyclase in muscle and adipose tissue. Among the principal effects of cyclic AMP in these tissues are glycogenolysis in muscle and lipolysis in adipose tissue. | [General Description]
Cyclic AMP is a second messenger molecule comprised of an adenine ribonucleotide bearing a phosphate group bound to the oxygen molecules at the 3' and 5' positions of the sugar moiety. Cyclic AMP, which is synthesized from ATP by the intracellular enzyme adenylate cyclase, modulates the activity of several hormone-dependent signal transduction pathways. | [Biochem/physiol Actions]
Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis. | [Safety Profile]
Human mutation data reported.When heated to decomposition it emits toxic fumes ofPOx and NOx. | [Synthesis]
Cyclic AMP is synthesized from ATP by adenylate cyclase located on the inner side of the plasma membrane and anchored at various locations in the interior of the cell.[1] Adenylate cyclase is activated by a range of signaling molecules through the activation of adenylate cyclase stimulatory G (Gs)-protein-coupled receptors. Adenylate cyclase is inhibited by agonists of adenylate cyclase inhibitory G (Gi)-protein-coupled receptors. Liver adenylate cyclase responds more strongly to glucagon, and muscle adenylate cyclase responds more strongly to adrenaline.
cAMP decomposition into AMP is catalyzed by the enzyme phosphodiesterase. |
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