Dibutyryl-cAMP, sodium salt
Dibutyryl-cAMP sodium salt is a cell-permeable cAMP that activates cAMP-dependent protein kinase (PKA) and is a phosphodiesterase inhibitor. Because it mimics cAMP and induces normal physiological responses when added to cells under experimental conditions, dibutyryl-cAMP is widely used in a variety of research applications[1,2].
References:
[1]. Bartsch M, Zorn-Kruppa M, Kühl N, et al. Bioactivatable, membrane-permeant analogs of cyclic nucleotides as biological tools for growth control of C6 glioma cells. Biological Chemistry, 2003, 384(9): 1321-1326.
[2]. Rundfeldt C, Steckel H, Sörensen T, et al. The stable cyclic adenosine monophosphate analogue, dibutyryl cyclo-adenosine monophosphate (bucladesine), is active in a model of acute skin inflammation. Archives of Dermatological Research, 2012, 304(4): 313-317.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 491.37 |
| Cas No. | 16980-89-5 |
| Formula | C18H23N5NaO8P |
| Solubility | ≥49.1 mg/mL in H2O; ≥23.7 mg/mL in DMSO; ≥3.21 mg/mL in EtOH with gentle warming and ultrasonic |
| Chemical Name | sodium (4aR,6S,7R,7aR)-6-(6-butyramido-9H-purin-9-yl)-7-(butyryloxy)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide |
| SDF | Download SDF |
| Canonical SMILES | CCCC(NC1=NC=NC2=C1N=CN2[C@H]3O[C@H]4[C@@H](OP(OC4)([O-])=O)[C@H]3OC(CCC)=O)=O.[Na+] |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment:[1] | |
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Cell lines |
Hippocampal neurons from 17E Sprague-Dawley rats |
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Reaction Conditions |
0, 0.5, 1, 5, 10 and 50 μM dibutyryl cAMP for 1 h incubation |
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Applications |
Dibutyryl cAMP significantly inhibited neuronal glucose uptake in a dose-dependent manner. Neurons exposed to 50 μM dibutyryl cAMP showed only 13% of glucose uptake by the control neurons. |
| Animal experiment:[2] | |
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Animal models |
Mice, 20 ~ 25 g |
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Dosage form |
600 nM/mouse Injected intraperitoneally for 4 days |
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Applications |
Treatment with intraperitoneal injection of dibutyryl cAMP (600 nM/mouse) reversed zinc chloride- and lead acetate-induced avoidance memory retention impairments in mice. Thus, dibutyryl cAMP could be used to explore the potential role of protein kinase A pathways in zinc chloride- and lead acetate-induced avoidance memory alterations. |
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Note |
The technical data provided above is for reference only. |
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References: 1. Prapong T, Uemura E, Hsu WH. G protein and cAMP-dependent protein kinase mediate amyloid beta-peptide inhibition of neuronal glucose uptake. Experimental Neurology, 2001, 167(1): 59-64. 2. Tabrizian K, Yazdani A, Baheri B, et al. Zinc chloride and lead acetate-induced passive avoidance memory retention deficits reversed by nicotine and bucladesine in mice. Biological Trace Element Research, 2016, 169(1): 106-113. |
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Quality Control & MSDS
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Chemical structure
