60-92-4

Name	Cyclic AMP
CAS	60-92-4
EINECS(EC#)	200-492-9
Molecular Formula	C10H12N5O6P
MDL Number	MFCD00005845
Molecular Weight	329.21
MOL File	60-92-4.mol

Chemical Properties

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
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)

Safety Data

Hazard Codes	C,Xi
Risk Statements	34-36/37/38 less more
Safety Statements	22-24/25-45-36/37/39-26-36 less more
WGK Germany	3
RTECS	AU7357600
F	10-21
TSCA	Yes
HS Code	29349990
Toxicity	oms-hmn:oth 100 mmol/L JIDEAE 65,52,75 less more

Raw materials And Preparation Products

Hazard Information

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.

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

Supplier

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