A9376
Adenosine 2′:3′-cyclic monophosphate sodium salt
≥93%, synthetic (organic), powder
Synonym(s):
2′,3′-cAMP sodium salt
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About This Item
Linear Formula:
C10H11N5O6PNa
CAS Number:
Molecular Weight:
351.19
EC Number:
MDL number:
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51
Product Name
Adenosine 2′:3′-cyclic monophosphate sodium salt, ≥93%
biological source
synthetic (organic)
Quality Level
Assay
≥93%
form
powder
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4OP([O-])(=O)O[C@@H]34
InChI
1S/C10H12N5O6P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(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
InChI key
VSDSIACSNXHGOV-MCDZGGTQSA-M
Related Categories
Application
Adenosine 2′:3′-cyclic monophosphate sodium salt has been used in lysis buffer for affinity purification and also in microscale thermophoresis measurements. It has also been used in electrophysiological studies of Tenebrio tubules.
Biochem/physiol Actions
Adenosine 2′,3′-cyclic monophosphate (2′,3′-cAMP) is believed to serve as an extracellular source of adenosine. The release of extracellular 2′,3′-cAMP occurs in response to injury. 2′,3′-cAMP may be used to study the distribution and specificity of its degrading enzymes in the context of unique biological activities. 2′,3′-cAMP may also be used to study apoptosis induced at the level of mitochondrial permeability transition pores. 2′,3′-cAMP is converted into 2′-AMP and 3′-AMP which inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.
Disclaimer
Caution: Do not confuse with the common adenosine 2′(3′)-monophosphate (mixed isomers).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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E I Budowsky et al.
European journal of biochemistry, 220(1), 97-104 (1994-02-15)
The action of the guanylyl-preferring RNase from Bacillus intermedius (binase) on a mixture of oligoadenylates with randomly distributed 2'-5' and 3'-5' internucleotide bonds [(A2'/3'p)n] under conditions sufficient for complete hydrolysis of poly(A) results in a mixture containing a single circular
E Witters et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(1), 55-63 (1997-06-20)
An LC-MS method has been developed combining ion-pair chromatography with an electrospray interface linking microbore and capillary HPLC to mass spectrometry. Separation of cyclic nucleotides on C18 reversed-phase columns, using tetrabutylammonium bromide as an ion pairing agent was evaluated with
R H Rixon et al.
Journal of cellular physiology, 124(3), 397-402 (1985-09-01)
The beta-adrenergic blocker dl-propranolol prevented a large proportion of regenerating rat liver cells from entering the mitotic phase of their first cell division cycle without affecting their ability to initiate or complete DNA replication. The drug, at a dose of
J Azuma et al.
Journal of molecular and cellular cardiology, 15(1), 43-52 (1983-01-01)
Trapidil, a coronary vasodilator and positive inotropic agent, was tested for its ability to affect the normal "fast" action potentials and the "slow" action potentials and contractions of isolated perfused chick hearts, and to affect the tissue cyclic AMP level.
The effects of endogenous diuretic and antidiuretic peptides and their second messengers in the Malpighian tubules of Tenebrio molitor: an electrophysiological study.
Wiehart UIM, et al.
Journal of Insect Physiology, 49(10), 955-965 (2003)
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