This product is not sterile. Prepared solutions may be filter sterilized.
D0627
N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt
≥96% (HPLC), synthetic (organic), powder
N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt
Synonym(s):
Bucladesine sodium salt, Dibutyryl cAMP sodium salt, Dibutyryl cyclic-AMP sodium salt
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25 MG
$90.80
100 MG
$257.00
250 MG
$414.00
1 G
$1,340.00
5 X 1 G
$5,290.00
About This Item
Linear Formula:
C18H23N5O8PNa
CAS Number:
Molecular Weight:
491.37
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
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Product Name
N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt, ≥96% (HPLC), powder
biological source
synthetic (organic)
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
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Related Categories
1 of 4
This Item | D0260 | C9630 | A9376 |
|---|---|---|---|
| biological source synthetic (organic) | biological source - | biological source synthetic | biological source synthetic (organic) |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level 200 |
| form powder | form powder | form powder | form powder |
| assay ≥96% (HPLC) | assay ≥97% (HPLC) | assay ≥95% (HPLC) | assay ≥93% |
| color off-white | color white | color - | color - |
| storage temp. −20°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
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
Storage Class
11 - Combustible Solids
wgk_germany
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Junji Yamauchi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(35), 12579-12592 (2011-09-02)
In development of the peripheral nervous system, Schwann cells proliferate, migrate, and ultimately differentiate to form myelin sheath. In all of the myelination stages, Schwann cells continuously undergo morphological changes; however, little is known about their underlying molecular mechanisms. We
Ana Borrajo et al.
Neuropharmacology, 85, 1-8 (2014-06-01)
Several recent studies have shown that activation of the RhoA/Rho-associated kinase (ROCK) pathway is involved in the MPTP-induced dopaminergic cell degeneration and possibly in Parkinson's disease. ROCK inhibitors have been suggested as candidate neuroprotective drugs for Parkinson's disease. However, the
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
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
Effects of β₂-agonists on force during and following anoxia in rat extensor digitorum longus muscle.
A Fredsted et al.
Journal of applied physiology (Bethesda, Md. : 1985), 112(12), 2057-2067 (2012-04-12)
Electrical stimulation of isolated muscles may lead to membrane depolarization, gain of Na(+), loss of K(+) and fatigue. These effects can be counteracted with β(2)-agonists possibly via activation of the Na(+)-K(+) pumps. Anoxia induces loss of force; however, it is
Protocols
Step-by-step culture protocols for neural stem cell culture including NSC isolation, expansion, differentiation and characterization.
Related Content
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is this product sterile?
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How long is it stable in -20ºC after reconstitution in DMSO or H2O at 200mM? Do you have any recommendations for stability once the product is in solution?
1 answer-
This product is soluble in water at 100 mg/mL. The solubility in DMSO has not been determined. Following reconstitution, aliquot and freeze at -20°C for up to 3 months or refrigerate at 2 - 8°C for up to 3 days. Avoid pH of 8.5 or greater as hydrolysis will occur. Please see the link below to review the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/368/353/d0627pis-ms.pdfHelpful?
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