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CN

D0627

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

≥96% (HPLC), synthetic (organic), powder

Synonym(s):

Dibutyryl cAMP sodium salt, Bucladesine sodium salt, Dibutyryl cyclic-AMP sodium salt

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About This Item

Linear Formula:
C18H23N5O8PNa
CAS Number:
Molecular Weight:
491.37
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
241-059-4
MDL number:
Assay:
≥96% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
H2O: 100 mg/mL
Storage temp.:
−20°C
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Product Name

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

biological source

synthetic (organic)

Quality Level

assay

≥96% (HPLC)

form

powder

impurities

≤0.5% Cyclic AMP, ≤3% monobutyryl derivatives

color

off-white

solubility

H2O: 100 mg/mL

storage temp.

−20°C

SMILES string

[Na+].CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3OC(=O)CCC

InChI

1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1

InChI key

KRBZRVBLIUDQNG-JBVYASIDSA-M

Application

Dibutyryl CAMP is a cell-permeable CAMP analogue that activates CAMP dependent protein kinase (PKA) or the CAMP/PKA signaling pathway. Dibutyryl CAMP is used as a morphological differentiation inducer and cell signaling modulator in cells such as Schwann cells. Dibutyrl cAMP is used in a variety of differentiation studies, such as neuron differentiation / neuronal differentiation.

Biochem/physiol Actions

Cell-permeable cAMP analog that activates cAMP dependent protein kinase (PKA).

Disclaimer

Loses 2′-O-butyryl group at pH 8.5


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Protocols

Step-by-step culture protocols for neural stem cell culture including NSC isolation, expansion, differentiation and characterization.


Steven L Coon et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(33), 13319-13324 (2012-08-07)
Long noncoding RNAs (lncRNAs) play a broad range of biological roles, including regulation of expression of genes and chromosomes. Here, we present evidence that lncRNAs are involved in vertebrate circadian biology. Differential night/day expression of 112 lncRNAs (0.3 to >50
Witold Korytowski et al.
FEBS letters, 588(1), 65-70 (2013-11-26)
StAR family proteins in vascular macrophages participate in reverse cholesterol transport (RCT). We hypothesize that under pathophysiological oxidative stress, StARs will transport not only cholesterol to macrophage mitochondria, but also pro-oxidant cholesterol hydroperoxides (7-OOHs), thereby impairing early-stage RCT. Upon stimulation
Asad Jan et al.
Acta neuropathologica communications, 6(1), 54-54 (2018-07-03)
Parkinson disease (PD) is the second most common neurodegenerative disorder and the leading neurodegenerative cause of motor disability. Pathologic accumulation of aggregated alpha synuclein (AS) protein in brain, and imbalance in the nigrostriatal system due to the loss of dopaminergic



Global Trade Item Number

SKUGTIN
D0627-100MG04061833557877
D0627-1G04061833557884
D0627-250MG04061833557891
D0627-25MG04061833557907
D0627-5X1G04061833557914