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D0627

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

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

Synonym(s):

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

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About This Item

Linear Formula:
C18H23N5O8PNa
CAS Number:
16980-89-5
Molecular Weight:
491.37
NACRES:
NA.51
PubChem Substance ID:
24893246
UNSPSC Code:
41106305
EC Number:
241-059-4
MDL number:
MFCD00005843
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

200

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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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).

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Disclaimer

Loses 2′-O-butyryl group at pH 8.5

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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Certificates of Analysis (COA)

Lot/Batch Number
0000522958
0000522957
0000522956
0000522957
0000522958

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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
De-Yi Liu et al.
Fertility and sterility, 99(1), 86-91 (2012-09-19)
To determine association between defective protein kinases C (PKC) and A (PKA) and disordered zona pellucida (ZP)-induced acrosome reaction (DZPIAR) in normozoospermic infertile men with normal sperm-ZP binding. Sperm from DZPIAR infertile men were treated without (control) or with (test)
Annelieke S Wentzel et al.
Scientific reports, 10(1), 13470-13470 (2020-08-12)
Mammalian macrophages can adopt polarization states that, depending on the exact stimuli present in their extracellular environment, can lead to very different functions. Although these different polarization states have been shown primarily for macrophages of humans and mice, it is
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
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
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Protocols

Neural Stem Cell Culture Protocols

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

Global Trade Item Number

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

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