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A9376

Adenosine 2′:3′-cyclic monophosphate sodium salt

≥93%, synthetic (organic), powder

Synonym(s):

2′,3′-cAMP sodium salt

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CZK 9,440.00

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CZK 13,175.00

CZK 9,440.00

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About This Item

Linear Formula:
C10H11N5O6PNa
CAS Number:
37063-35-7
Molecular Weight:
351.19
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24891439
NACRES:
NA.51
EC Number:
253-328-3
MDL number:
MFCD00005757

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Product Name

Adenosine 2′:3′-cyclic monophosphate sodium salt, ≥93%

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

biological source

synthetic (organic)

assay

≥93%

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

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This Item
A5638A6885D0627
Adenosine 2′:3′-cyclic monophosphate sodium salt ≥93%

Sigma-Aldrich

A9376

Adenosine 2′:3′-cyclic monophosphate sodium salt

Adenosine 2′,5′-diphosphate sodium salt ≥95%

Sigma-Aldrich

A5638

Adenosine 2′,5′-diphosphate sodium salt

Adenosine 3′,5′-cyclic monophosphate sodium salt monohydrate ≥98.0% (HPLC), powder

Sigma-Aldrich

A6885

Adenosine 3′,5′-cyclic monophosphate sodium salt monohydrate

N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt ≥96% (HPLC), powder

Sigma-Aldrich

D0627

N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥93%

assay

≥95%

assay

≥98.0% (HPLC)

assay

≥96% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

solubility

H2O: 10 mg/mL

solubility

H2O: 100 mg/mL

Application

Adenosine 2′:3′-cyclic monophosphate sodium salt has been used in lysis buffer for affinity purification and also in microscale thermophoresis measurements.[1] It has also been used in electrophysiological studies of Tenebrio tubules.[2]

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000519849
0000519849
0000429191
0000429191
0000369532

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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.
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
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)
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
Sandrine Evellin et al.
Methods in molecular biology (Clifton, N.J.), 284, 259-270 (2004-06-03)
cAMP is a ubiquitous second messenger that controls numerous cellular events including movement, growth, metabolism, contraction, and synaptic plasticity. With the emerging concept of compartmentalization of cAMP-dependent signaling, a detailed study of the spatio-temporal intracellular dynamics of cAMP is required.
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