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Cyclic AMP

CAS No.
60-92-4
Chemical Name:
Cyclic AMP
Synonyms
CAMP;ADENOSINE CYCLOPHOSPHATE;Acrasin;ADENOSINE CYCLPHOSPHATE;(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide;3:5-CAMP;Cyclo-AMP;CYCLIC AMP;3',5'-cAMPH;Adenosine 3'
CBNumber:
CB8747868
Molecular Formula:
C10H12N5O6P
Molecular Weight:
329.21
MDL Number:
MFCD00005845
MOL File:
60-92-4.mol
MSDS File:
SDS
Last updated:2024-10-30 18:52:02

Cyclic AMP 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×
form powder
pka 1.00±0.60(Predicted)
color white
Water Solubility 50 mg/mL
Merck 14,2708
BRN 52645
Stability Hygroscopic
FDA UNII E0399OZS9N
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P264b-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
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
10-21
TSCA  Yes
HS Code  29349990
Toxicity oms-hmn:oth 100 mmol/L JIDEAE 65,52,75
NFPA 704
0
2 0

Cyclic AMP price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A9501 Adenosine 3′,5′-cyclic monophosphate ≥98.5% (HPLC), powder 60-92-4 1g $295 2024-03-01 Buy
Sigma-Aldrich A9501 Adenosine 3′,5′-cyclic monophosphate ≥98.5% (HPLC), powder 60-92-4 5g $1120 2024-03-01 Buy
TCI Chemical A2381 Adenosine 3',5'-Cyclic Monophosphate Hydrate >99.0%(HPLC) 60-92-4 1g $86 2024-03-01 Buy
TCI Chemical A2381 Adenosine 3',5'-Cyclic Monophosphate Hydrate >99.0%(HPLC) 60-92-4 5g $274 2024-03-01 Buy
Alfa Aesar J60936 Adenosine-3',5'-cyclic monophosphate, 98% 60-92-4 1g $151 2024-03-01 Buy
Product number Packaging Price Buy
A9501 1g $295 Buy
A9501 5g $1120 Buy
A2381 1g $86 Buy
A2381 5g $274 Buy
J60936 1g $151 Buy

Cyclic AMP Chemical Properties,Uses,Production

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.

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View Lastest Price from Cyclic AMP manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Adenosine 3',5'-cyclic monophosphate;Cyclic AMP; 3:5-CAMP;3',5'-CYCLIC AMP pictures 2024-11-03 Adenosine 3',5'-cyclic monophosphate;Cyclic AMP; 3:5-CAMP;3',5'-CYCLIC AMP
60-92-4
US $0.00 / kg 1kg 90.0%Min. HPLC 1000kg HangZhou RunYan Pharma Technology Co.,LTD.
Adenosine Cyclophosphate pictures 2024-11-02 Adenosine Cyclophosphate
60-92-4
US $0.00-0.00 / KG 100g 97%-103% 10kg WUHAN FORTUNA CHEMICAL CO., LTD
Cyclic AMP pictures 2024-10-30 Cyclic AMP
60-92-4
US $30.00-48.00 / mg 99.93% 10g TargetMol Chemicals Inc.
  • Cyclic AMP pictures
  • Cyclic AMP
    60-92-4
  • US $30.00-48.00 / mg
  • 99.93%
  • TargetMol Chemicals Inc.
adenosine 3',5'-phosphate monohydrate CAMP, ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE CYCLIC AMP CYCLIC AMP-3',5' 5’-cyclicmonophosphate 6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide Adenosine 3',5'-cyclophosphate Adenosine 3',5'-phosphate Adenosine cyclic 3',5'-monophosphate Adenosine cyclic 3',5'-phosphate Adenosine cyclic monophosphate Adenosine, cyclic 3',5'-(hydrogen phosphate) adenosine,cyclic3’,5’-(hydrogenphosphate) adenosine3’,5’-cyclophosphate adenosine3’,5’-phosphate adenosinecyclic3’,5’-phosphate adenosinecyclicmonophosphate adenosinecyclicphosphate,cyclicamp Cyclic 3',5'-adenylic acid Cyclic adenosine 3',5'-monophosphate Cyclic adenosine 3',5'-phosphate cyclic3’,5’-(hydrogenphosphate)-adenosin ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE*HPL C MARKER ADENOSINE 3':5'-CYCLIC MONOPHOSPHATEFREE ACID (-)-ADENOSIN-3',5'-CYCLOPHOSPHORSAEURE 9 Adenosine 3',5'-hydrogen phosphate Adenosine 3'-,5'-cyclic monophosphate, 99+% Adenosine-3’,5’-cyclic phosphoric acid cyclic 3',5'-(hydrogen phosphate)Adenosine Adenosine-3'',5''-monophosphoric acid 3'-5' Cyclic adenosine monophosphate CYCLIC-AMP (ADENOSINE 3'', 5''-CYCLIC MONOPHOSPHATE) ADENOSINE-3,5-CYCLICMONOPHOSPHPRIC ACID extrapure for biochemistry 3μ,5μ-Cyclic AMP, Adenosine 3μ,5μ-cyclophosphate, cAMP Cyclic Adenosine Monophosphate (cAMP) cyclic3’,5’-adenylicacid cyclic3’,5’-amp cyclicadenosine3’,5’-phosphate (S)-CYCLIC 3' 5'-(HYDROGEN PHOSPHATE) ADENOSINE ADENOSINE CYCLICPHOSPHATE (-)-ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE ADENOSINE 3'-,5'-CYCLIC MONOPHOSPHATE ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE ADENOSINE-3',5'-CYCLIC-MONOPHOSPHORIC ACID ADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID ADENOSINE-3':5'-CYCLIC PHOSPHATE ADENOSINE-3',5'-CYCLIC PHOSPHATE H2O ADENOSINE-3',5'-CYCLOPHOSPHORIC ACID ADENOSINE 3'5'-MONOPHOSPHATE ADENOSINE-3':5'-PHOSPHATE CYCLIC 3:5-CAMP 3',5'-CYCLIC AMP 3',5'-Cyclic adenylphosphoric acid Adenosine-3',5'-cyclophosphate ,99% Adenosine 3',5'-Cyclic Monophosphate Hydrate Adenosin Cyclophosphate 3',5'-Cyclic AMP 3',5'-cAMP Adenosine 3',5'-cyclic Monophosphate Monohydrate