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8-Bromo-cAMP, sodium salt (Synonyms: 8-Br-cAMP, 8-Bromoadenosine 3',5'-cyclic monophosphate, 8-bromo-cAMP)

Catalog No.GC16929

Análogo de cAMP permeable a la célula que activa PKA.

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8-Bromo-cAMP, sodium salt Chemical Structure

Cas No.: 76939-46-3

Tamaño Precio Disponibilidad Cantidad
10mg
36,00 $
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25mg
61,00 $
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50mg
99,00 $
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500mg
680,00 $
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1g
1.020,00 $
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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 1 publications

Description of 8-Bromo-cAMP, sodium salt

8-Bromo-cAMP (8-Bromo-cAMP, sodium salt) is a cell-permeable cAMP analogue that acts as a CAMP-dependent protein kinase activator (PKA activator). It has the ability to inhibit the growth of tumor cells and facilitate tumor differentiation [1-2].

8-Bromo-cAMP (20μM;24 h/48h) induced differentiation and apoptosis of human esophageal carcinoma cells Eca-109 [3]. 8-Bromo-cAMP (0.1/0.5 mM;10days) enhances the efficiency of inducing pluripotency in human fibroblast cells[4]. 8-Bromo-cAMP (250 μM) inhibits glucose transport activity in mouse placental cells in culture [5]. 8-Bromo-cAMP(0-1mM) induces a proliferative response in an IL-3 dependent leukemic cell line[6].

8-Bromo-cAMP (60 mg/kg/ day; 7 days; i.p) significantly inhibited the growth of CT26 tumor in mice[7]. 8-Bromo-cAMP enhances both humoral and cell-mediated immune responses induced by an HIV-1 DNA vaccine in mice[8].

References:

[1]. Chen TC, Hinton DR, et,al. Up-regulation of the cAMP/PKA pathway inhibits proliferation, induces differentiation, and leads to apoptosis in malignant gliomas. Lab Invest. 1998 Feb;78(2):165-74. PMID: 9484714.

[2]. Li H, Chen HC, et,al.Identification of a rapidly dephosphorylating 95-kDa protein as elongation factor 2 during 8-Br-cAMP treatment of N1E115 neuroblastoma cells. Biochem Biophys Res Commun. 1995 Dec 5;217(1):131-7. doi: 10.1006/bbrc.1995.2754. PMID: 8526900.

[3]. Wang HM, Zheng NG, et,al. Dual effects of 8-Br-cAMP on differentiation and apoptosis of human esophageal cancer cell line Eca-109. World J Gastroenterol. 2005 Nov 7;11(41):6538-42. doi: 10.3748/wjg.v11.i41.6538. PMID: 16425431; PMCID: PMC4355801.

[4]. Wang Y, Adjaye J. A cyclic AMP analog, 8-Br-cAMP, enhances the induction of pluripotency in human fibroblast cells. Stem Cell Rev Rep. 2011 Jun;7(2):331-41. doi: 10.1007/s12015-010-9209-3. PMID: 21120637.

[5]. Sakata M, Yamaguchi M, et,al. 8-Bromo-cAMP inhibits glucose transport activity in mouse placental cells in culture. J Endocrinol. 1996 Aug;150(2):319-27. doi: 10.1677/joe.0.1500319. PMID: 8869598.

[6]. Barge RM, Falkenburg JH, et,al. 8-Bromo-cAMP induces a proliferative response in an IL-3 dependent leukemic cell line and activates Erk 1,2 via a Shc-independent pathway. Biochim Biophys Acta. 1997 Feb 4;1355(2):141-6. doi: 10.1016/s0167-4889(96)00130-9. PMID: 9042334.

[7]. Wang S, Zhang Z, et,al. Angiogenesis and vasculogenic mimicry are inhibited by 8-Br-cAMP through activation of the cAMP/PKA pathway in colorectal cancer. Onco Targets Ther. 2018 Jul 2;11:3765-3774. doi: 10.2147/OTT.S164982. PMID: 29997437; PMCID: PMC6033084.

[8]. Arai H, Xin KQ, et,al. 8 Br-cAMP enhances both humoral and cell-mediated immune responses induced by an HIV-1 DNA vaccine. Gene Ther. 2000 Apr;7(8):694-702. doi: 10.1038/sj.gt.3301145. PMID: 10800093.

Protocol of 8-Bromo-cAMP, sodium salt

Cell experiment [1]:

Cell lines

Eca-109 cells (human esophageal carcinoma cells)

Preparation method

Cells were cultured with 8-Bromo-cAMP for 24 h and 48h.

Reaction Conditions

20μmol/L;24 h/48h

Applications

8-Bromo-cAMP treatment induced differentiation and apoptosis in Eca-109 cell.

Animal experiment [2]:

Animal models

BALB/c mice

Preparation method

Mice underwent implantation of CT26 carcinoma tissue in their cecum. The experimental group received intraperitoneal injections of 8-Bromo-cAMP, while the control group was injected with normal saline.

Dosage form

60 mg/kg/ day; 7 days; i.p

Applications

8-Bromo-cAMP significantly inhibited the growth of CT26 tumor in mice.

References:

[1]. Wang HM, Zheng NG, et,al. Dual effects of 8-Br-cAMP on differentiation and apoptosis of human esophageal cancer cell line Eca-109. World J Gastroenterol. 2005 Nov 7;11(41):6538-42. doi: 10.3748/wjg.v11.i41.6538. PMID: 16425431; PMCID: PMC4355801.

[2]. Wang S, Zhang Z, et,al. Angiogenesis and vasculogenic mimicry are inhibited by 8-Br-cAMP through activation of the cAMP/PKA pathway in colorectal cancer. Onco Targets Ther. 2018 Jul 2;11:3765-3774. doi: 10.2147/OTT.S164982. PMID: 29997437; PMCID: PMC6033084.

Chemical Properties of 8-Bromo-cAMP, sodium salt

Cas No. 76939-46-3 SDF
Sinónimos 8-Br-cAMP, 8-Bromoadenosine 3',5'-cyclic monophosphate, 8-bromo-cAMP
Chemical Name sodium (4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide
Canonical SMILES NC1=C(N=C(Br)N2[C@@H]3O[C@H](COP(O4)([O-])=O)[C@@H]4[C@H]3O)C2=NC=N1.[Na+]
Formula C10H10BrN5NaO6P M.Wt 430.09
Solubility ≥ 43mg/mL in Water;DMSO : 250 mg/mL (581.29 mM; Need ultrasonic) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 8-Bromo-cAMP, sodium salt

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1 mg 5 mg 10 mg
1 mM 2.3251 mL 11.6255 mL 23.2509 mL
5 mM 0.465 mL 2.3251 mL 4.6502 mL
10 mM 0.2325 mL 1.1625 mL 2.3251 mL
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