Cyclic AMP Chemical Properties

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. 

-20°C

solubility 

H₂O: 10 mg/mL pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20×

pka

1.00±0.60(Predicted)

form 

powder

color 

white

Water Solubility 

50 mg/mL

Merck 

14,2708

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)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-36/37/38

Safety Statements 

22-24/25-45-36/37/39-26-36

WGK Germany 

3

RTECS 

AU7357600

F 

10-21

TSCA 

Yes

HS Code 

29349990

Toxicity

oms-hmn:oth 100 mmol/L JIDEAE 65,52,75

MSDS

• Language:English Provider:3'-5' Cyclic adenosine monophosphate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Cyclic AMP Usage And Synthesis

Chemical Properties

White crystalline or Pale yellow powder; odorless. Slightly soluble in water, almost insoluble in ethanol or ether.

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.

Definition

ChEBI: Cyclic AMP is a 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an adenyl ribonucleotide and a 3',5'-cyclic purine nucleotide. It is a conjugate acid of a 3',5'-cyclic AMP(1-).

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.

Cyclic AMP(60-92-4)Related Product Information

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• ADENOSINE 5'-TRIPHOSPHATE DISODIUM SAL&
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