8-Bromoadenosine 3',5'-cyclic monophosphate
8-Bromoadenosine 3',5'-cyclic monophosphate[1]
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Names
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IUPAC name
8-Bromoadenosine 3′,5′-(hydrogen phosphate)
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Systematic IUPAC name
(4aR,6R,7R,7aS)-6-(6-Amino-8-bromo-9H-purin-9-yl)-2,7-dihydroxytetrahydro-2H,4H-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
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Other names
8-Br-cAMP; BCAMP; 8-Bromo-cyclic AMP; 8-Bromo-cyclic 3',5'-AMP
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Identifiers
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ChEBI
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ChEMBL
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ChemSpider
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ECHA InfoCard
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100.041.585
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UNII
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InChI=1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1 NKey: DVKQVRZMKBDMDH-UUOKFMHZSA-N N
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Brc2nc1c(ncnc1n2[C@@H]3O[C@@H]4COP(=O)(O[C@H]4[C@H]3O)O)N
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Properties
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C10H11BrN5O6P
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Molar mass
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408.105 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
8-Bromoadenosine 3',5'-cyclic adenosine monophosphate (8-Br-cAMP) is a brominated derivative of cyclic adenosine monophosphate (cAMP). 8-Br-cAMP is an activator of cyclic AMP-dependent protein kinase, and it is long-acting because it is resistant to degradation by cyclic AMP phosphodiesterase.[2]
See also
References
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