Molecular structure of 8-Bromoadenosine 3′,5′-cyclic monophosphate, CAS Number: 76939-46-3
8-Bromoadenosine 3′,5′-cyclic monophosphate (CAS 23583-48-4)
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Alternate Names:
8-Br-cAMP
Application:
8-Bromoadenosine 3′,5′-cyclic monophosphate is a membrane-permeable cAMP analog
CAS Number:
23583-48-4
Purity:
≥97%
Molecular Weight:
408.10
Molecular Formula:
C10H11BrN5O6P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
8-Bromoadenosine 3′,5′-cyclic monophosphate is a synthetic analog of cyclic adenosine monophosphate (cAMP), a second messenger involved in many biological processes. This compound is used in biological research to study cAMP-dependent cellular pathways because of its resistance to degradation by phosphodiesterases, which break down natural cAMP. By activating cAMP-dependent protein kinase (PKA), 8-Bromoadenosine 3′,5′-cyclic monophosphate is instrumental in dissecting the signaling pathways that control processes such as gene transcription, metabolism, and cell division. It is also utilized in studies focusing on the role of cAMP in hormone action and neurotransmission. The introduction of the bromine atom at the 8 position of the adenine ring not only provides stability against enzymatic degradation but also allows researchers to probe the dynamic nature of cAMP-involved signaling networks. This compound helps in elucidating the intricacies of cellular communication and the molecular mechanisms underlying various physiological responses.
8-Bromoadenosine 3′,5′-cyclic monophosphate (CAS 23583-48-4) References
- Effects of increased intracellular cAMP on carbachol-stimulated zymogen activation, secretion, and injury in the pancreatic acinar cell. | Chaudhuri, A., et al. 2005. Am J Physiol Gastrointest Liver Physiol. 288: G235-43. PMID: 15458924
- Regulation of transient receptor potential channels of melastatin type 8 (TRPM8): effect of cAMP, cannabinoid CB(1) receptors and endovanilloids. | De Petrocellis, L., et al. 2007. Exp Cell Res. 313: 1911-20. PMID: 17428469
- Antidepressant-like activity of 8-Br-cAMP, a PKA activator, in the forced swim test. | Brański, P., et al. 2008. J Neural Transm (Vienna). 115: 829-30. PMID: 18239846
- The progesterone receptor as a transcription factor regulates phospholipase D1 expression through independent activation of protein kinase A and Ras during 8-Br-cAMP-induced decidualization in human endometrial stromal cells. | Cho, JH., et al. 2011. Biochem J. 436: 181-91. PMID: 21284604
- cGMP and cyclic nucleotide-gated channels participate in mouse sperm capacitation. | Cisneros-Mejorado, A. and Sánchez Herrera, DP. 2012. FEBS Lett. 586: 149-53. PMID: 22192355
- cAMP-dependent protein kinase activation decreases cytokine release in bronchial epithelial cells. | Wyatt, TA., et al. 2014. Am J Physiol Lung Cell Mol Physiol. 307: L643-51. PMID: 25150062
- Cyclic nucleotide-dependent protein kinase inhibition by H-8: effects on ion transport. | O'Grady, SM., et al. 1988. Am J Physiol. 254: C115-21. PMID: 2827509
- Angiogenesis and vasculogenic mimicry are inhibited by 8-Br-cAMP through activation of the cAMP/PKA pathway in colorectal cancer. | Wang, S., et al. 2018. Onco Targets Ther. 11: 3765-3774. PMID: 29997437
- Effects of 8-bromoadenosine 3':5'-cyclic monophosphate on proteolytic enzymes, adhesiveness and lung-colonizing ability of cloned low-metastatic Lewis lung carcinoma cells. | Takenaga, K. 1986. Jpn J Cancer Res. 77: 998-1004. PMID: 3023266
- Effects of phorbol ester on protein kinase C activity and effects of depletion of its activity on thyrotrophin, forskolin and 8'-bromoadenosine 3',5'-cyclic monophosphate-induced [3H]thymidine incorporation in rat FRTL-5 cells. | Akiguchi, I., et al. 1993. J Endocrinol. 138: 379-89. PMID: 8277216
- Latent agonist activity of the steroid antagonist, RU486, is unmasked in cells treated with activators of protein kinase A. | Nordeen, SK., et al. 1993. Mol Endocrinol. 7: 731-42. PMID: 8395651
- Differential phosphorylation of chicken progesterone receptor in hormone-dependent and ligand-independent activation. | Bai, W., et al. 1997. J Biol Chem. 272: 10457-63. PMID: 9099688
- Up-regulation of the cAMP/PKA pathway inhibits proliferation, induces differentiation, and leads to apoptosis in malignant gliomas. | Chen, TC., et al. 1998. Lab Invest. 78: 165-74. PMID: 9484714
Inhibitor of:
C20orf152, Olfr1086, and Olfr869.Activator of:
α-protein kinase 2, 0610007N19Rik, 1110006G14Rik, 1110007A13Rik, 1110007L15Rik, 1110059G10Rik, 1200011I18Rik, 1500012F01Rik, 1500016O10Rik, 1600016N20Rik, 1600027J07Rik, 1700001F09Rik, 1700003F12Rik, 1700003M07Rik, 1700007E06Rik, 1700016K19Rik, 1700016L21Rik, 1700018A14Rik, 1700018C11Rik, 1700019G17Rik, 1700020A23Rik, 1700021C14Rik, 1700027N10Rik, 1700057G04Rik, 2310004I24Rik, 2310008M10Rik, 2310022A10Rik, 2610034M16Rik, 2610044O15Rik, 2610301B20Rik, 4930422G04Rik, 4930526D03Rik, 4933426I21Rik, 5430413K10Rik, 6330569M22Rik, 6720457D02Rik, AADACL3, AARD, Abp α, ADCK1, Aftiphilin, AI314180, AI413782, AI449175, AI462493, AI467606, AKAP 7, AKAP 9, AKIP, ALG-4, ANGEL2, ANKDD1B, ANKRD16, ANKRD18B, ANKRD20A1, ANKRD20A3, ANKRD49, ANKRD50, ANKRD61, ANKRD7, AQP1, AQP5, ARFRP1, ARHGAP21, ARHGAP4, ARHGEF3, ATP1B3, ATP9BL, ATP9BL2, ATRCMG2, AW209491, AWP1, AZI1, B230219D22Rik, BAT2D1, BC002199, BC025816, BC026682, BC046331, BC055004, BC057170, BLC, BRMS1L, Bzrap1, C/EBP α, C030048B08Rik, C10orf122, C10orf30, C11orf20, C11orf35, C130090K23Rik, C14orf54, C16orf58, C16orf77, C19orf26, C19orf43, C19orf52, C1orf51, C20orf24, C20orf77, C5orf29, C9orf114, Calponin 1, CaMK1G, CAMTA2, CBWD, CCDC100, CCDC106, CCDC127, CCDC144B, CCDC15, CCDC151, Ccdc163, CCDC37, CCDC74B, CCDC94, CCPG1, CD101, Cdc37L1, CdcA7, CEACAM19, ChM-I, claudin-5, CLDN (Claudin), CLN5, CMC1, CMV gB, CNTD2, COG4, COMMD6, copine 8, CPEB, CPSF, CPSF1, CREB, CRN, CYP19, Cytokeratin 4, D4Ertd22e, DAZAP1, DDX3L, DEHAL1, Dlx-6, DOC2BL, DPY19L2, EBPL, EF-CAB4A, Emi1, Epsilon-COP, FAM120C, FAM21A-D, FAM24A, FAM90A, FAM91A1, FAM98C, FAT4, FBP, Fe65L, FIZ1, FKSG80, Fmi2, Gγ4, G630016D24Rik, GATA-4, GBX1, GKAP, GLT8D3, Glycogenin-1, Gm581, GMEB-2, GOLGA6D, GOLGA7B, gp91-phox, GPB5, GPR32, GPSN2, granuphilin, GRINL1A, GRIP1, HAP1, HB-EGF, hCG_40738, HDA2, Hex, Hmcn2, HOM-TES-103, HSDL2, I-Plastin, IBRDC1, ICA69, Jagged1, Jun B, KBTBD13, KCC4, KCTD14, KCTD9, KIAA0280, KIAA0841, KIAA1267, KIF18B, LAPTM5, LIPM, LOC347549, LOC388553, LOC728393, LOC729303, LOH11CR1A_AI593442, LRFN1, LRP16, LRRC14, LRRC24, LRRK1, Ly-6C2, LYG1, LZTFL1, Mbc2, MCT13, MCT8, MDFI, Mei4, MEIG1, METT5D1, METTL21A, MGC26647, MIER3, MMP-9, Morc4, MPP6, MPPED1, MRS2L, MS4A6D, MSP-1, Mtvr1, Mumps NP, Myosin Id, Myosin X, NICE-3, Nim1, nm23-M6, Noxp20, NRADD, NRIF2, Nsg2, NT-4, NT5C1B, Nup62CL, OB-cadherin, Obox1, Obox5, Olfr513, Olfr868, oogenesin 1, OR51I, OR5K1, ORF19, OTTMUSG00000005523, OTTMUSG00000010136, OTTMUSG00000010328, OTTMUSG00000010537, OTTMUSG00000010694, OTUD7B, PAGE-1, PARD3B, Pax-4, PCNXL3, Pdcd-10, PHACTR1, PHT2, PKA, PKAγ cat, PKD2, pki α, PLEKHF1, PLEKHM3, POGZ, Polycystin-L, Polycystin-L2, POR1, POU2F3, PP2B-B1, PP2Cε, PRK2, Proliferin-3, Protogenin, Prpmp5, PRR14, Pseudo, Psg22, PSP, PWWP2A, R3HDM4, Rab 1B, Rab 23, Rab 27b, Rab 3 GAP p150, Rab GDI α, Rab11-FIP2, RAI15, Rap 2C, RAP55, RASEF, RBM33, RBM46, RCL1, Relaxin Receptor 4, REM2, RFX-B, RGS2, RIBC2, RIMBP3B, RIN3, RMP, RNPC3, ROM-K, RPL12, RWDD4A, SAMD1, SAP 30BP, SBK2, Scc1, SCYL1BP1, SDAD1, Sec1, SEC22C, SG2NA, SgK269, SH3BP5L, SLC35C1, SLIRP, SNAPC 190, SorCS1, Sp1, SP140L, SPACA7, SPAK, SPARCL1_Sc1, Spartin, Speedy E3, Spir-2, SPTY2D1, SPZ1, SSAT2, St3Gal-II, Staufen, Ste2, STYX, SULT1A3, SULT1A4, Supt4h1, SWAP, Synapsin IIb, Syntaxin 11, Syntaxin 5, TALK-1, TCEAL8, TCTE1, TDRD10, TDRD7, Tenrl, TEX101, TFIIE-β, TGH-2, THAP4, THOC6, THSD3, TIS11D, TM6P1, TMEM10, TMEM149, TMEM161B, TMEM178, TMEM182, TMEM215, TMEM229B, TPPP, Trk A, TSLC1, TTC28, TTC9B, TTF, Type II 5-phosphatase, UGRP1, UPIb, URE-B1, UTP15, V1RB, VAMP-3, Vmn1r132, VPS51, VWA9, WBSCR19, WBSCR9, WDR59, WDR62, WT1, YIF1B, YIPF5, ZAR1, ZDHHC20, ZFP617, ZFYVE28, Zizimin-1, ZMAT1, ZNF101, ZNF175, ZNF180, ZNF215, ZNF227, ZNF237, ZNF285A, ZNF418, ZNF426, ZNF474, ZNF546, ZNF548, ZNF559, and ZSCAN22.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
8-Bromoadenosine 3′,5′-cyclic monophosphate, 25 mg | sc-217493B | 25 mg | $106.00 | |||
8-Bromoadenosine 3′,5′-cyclic monophosphate, 50 mg | sc-217493 | 50 mg | $166.00 | |||
8-Bromoadenosine 3′,5′-cyclic monophosphate, 100 mg | sc-217493A | 100 mg | $289.00 | |||
8-Bromoadenosine 3′,5′-cyclic monophosphate, 250 mg | sc-217493C | 250 mg | $550.00 | |||
8-Bromoadenosine 3′,5′-cyclic monophosphate, 500 mg | sc-217493D | 500 mg | $819.00 |