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Cyclic AMP

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Definition: An adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. It is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon, and ACTH.  /biosyn /physiol permitted; cAMP receptor protein, cyclic AMP receptor protein: index under RECEPTORS, CYCLIC AMP; DF: CYCL AMP   
See Also Receptors, Cyclic AMP
Examples 8-Bromo Cyclic Adenosine Monophosphate; Bucladesine 		Other names Adenosine Cyclic 3',5'-Monophosphate; Monophosphate, Adenosine Cyclic; Cyclic-3',5'-Monophosphate, Adenosine; Cyclic Monophosphate, Adenosine; Cyclic 3',5'-Monophosphate, Adenosine; Adenosine Cyclic 3',5' Monophosphate; AMP, Cyclic; 3',5'-Monophosphate, Adenosine Cyclic; Cyclic AMP, Sodium Salt; Cyclic AMP, Monosodium Salt; Cyclic AMP, Monopotassium Salt; Cyclic AMP, Monoammonium Salt; Cyclic AMP, Disodium Salt; Cyclic AMP, (R)-Isomer; Adenosine Cyclic-3',5'-Monophosphate; Adenosine Cyclic Monophosphate; Adenosine Cyclic 3,5 Monophosphate
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
4-(4-chlorophenylthio)-2'-O-methyladenosine-3',5'-cAMP  0   Cyclic AMP/*analogs & derivatives. Am J Physiol Gastrointest Liver Physiol 2011 Aug;301(2):G385-400
8-(4-chlorophenylthio)-2'-O-methyladenosine-3',5'-monophosphate acetoxymethyl ester  0   Cyclic AMP/*analogs & derivatives. J Biol Chem 2010 Dec 31;285(53):41356-65
8-(Pharos-575)-adenosine-3',5'-cyclic monophosphate  0   Cyclic AMP/*analogs & derivatives. BMC Biochem 2008;9:18
2'-O-methyl-8-(4-chlorophenylthio)cAMP  0   *Thionucleotides Cyclic AMP/*analogs & derivatives Apoptosis. Am J Physiol Gastrointest Liver Physiol 2004 Aug;287(2):G334-43
8-hydroxy-cyclic AMP  0   Cyclic AMP/*analogs & derivatives. Science 2004 Jul 9;305(5681):254-8
N(6)-phenyl-cAMP  0   Cyclic AMP/*analogs & derivatives. Eur J Biochem 1989 Apr 15;181(1):19-31
8-(4-chloro-phenylthio)-2'-O-methyladenosine-3'-5'-cyclic monophosphate  0   Cyclic AMP/*analogs & derivatives. J Biol Chem 2003 Mar 7;278(10):8279-85
adenosine-3',5'-cyclic-S-(4-bromo-2,3-dioxobutyl)monophosphorothioate  0   *Organothiophosphorus Compounds Cyclic AMP/*analogs & derivatives 3',5'-Cyclic-AMP Phosphodiesterases/antagonists & inhibitors. Bioorganic Chem 2002 Feb;30(1):16-31
8-((4-bromo-2,3-dioxobutyl)thio)adenosine 3',5'-cyclic S-(methyl)monophosphorothioate  0   Cyclic AMP/*analogs & derivatives. Biochemistry 2002 Mar 5;41(9):2962-9
(7-methoxycoumarin-4-yl)methyl-caged 8-bromoadenosine cyclic 3',5'-monophosphate  0   *Coumarins Cyclic AMP/*analogs & derivatives. J Photochem Photobiol B 1999 Nov-Dec;53(1-3):91-102
Ras-interacting protein 3, Dictyostelium  0   *Protozoan Proteins Cyclic AMP Chemotaxis ras Proteins. Mol Biol Cell 1999 Sep;10(9):2829-45
8-thioacetamidofluorescein-cAMP  0   *Fluoresceins Cyclic AMP/*analogs & derivatives. Biochim Biophys Acta 1997 Jun 5;1357(1):81-90
8-thioacetamidorhodamine-cAMP  0   *Rhodamines Cyclic AMP/*analogs & derivatives. Biochim Biophys Acta 1997 Jun 5;1357(1):81-90
1-(5-phosphoribosyl)-2'-phosphoadenosine 5'-phosphate cyclic anhydride  0   Cyclic AMP/*analogs & derivatives. Eur J Biochem 1997 Apr 15;245(2):411-7
4-(7-propanoyloxycoumarinyl)methyl cAMP  0   Cyclic AMP/*analogs & derivatives. Biochem Biophys Res Commun 1996 Nov 1;128(1):193-8
4-(7-acetoxycoumarinyl)methyl cAMP  0   Cyclic AMP/*analogs & derivatives. Biochem Biophys Res Commun 1996 Nov 1;128(1):193-8
4,5-dimethoxy-2-nitrobenzyl-8-bromo-cAMP  177592-87-9   Cyclic AMP/*analogs & derivatives. Biochemistry 1996 Jun 18;35(24):7762-71
(2-nitrophenyl)ethyl-cyclic adenosine monophosphate  0   Cyclic AMP/*analogs & derivatives. Am J Physiol 1994 Oct;267(4 Pt 2):H1514-22
3'-deoxy-3'aminocyclic-3',5'-AMP  53294-70-5   Cyclic AMP/*analogs & derivatives. J Cell Sci 1993 Jan;104(Pt 1):181-5
adenosine 3',5'-cyclic decylphosphoramidate  140686-45-9 Adenosine, cyclic 3',5'-(decylphosphoramidate)  Cyclic AMP/*analogs & derivatives. J Pharmacobiodyn 1992 Oct;15(10):597-604
8-chloroadenosine-3',5'-cyclic monophosphorothioate  142754-28-7   Cyclic AMP/*analogs & derivatives. Cancer Res 1992 May 1;52(9):2504-8
N(6)-benzyl-cyclic adenosine 5'-monophosphate  32115-08-5   Cyclic AMP/*analogs & derivatives. Cancer Res 1991;51(23 Pt 1):6263
8-thioethyladenosine-3',5'-cyclic monophosphoric acid  31966-51-5   Cyclic AMP/*analogs & derivatives. J Neurochem 1991;57(5):1516
N(6),O(2)-dioctanoyl cyclic AMP  0   Cyclic AMP/*analogs & derivatives. Immun Infect 1991;19(1):3
8-aminohexylamino cAMP  39824-30-1   Cyclic AMP/*analogs & derivatives 3',5'-Cyclic-AMP Phosphodiesterases/antagonists & inhibitors. Int J Biochem 1990;22(9):1047
2-((3-bromo-2-oxopropyl)thio)-adenosine 3'5'-cyclic monophosphate  124379-89-1   *Thionucleotides Cyclic AMP/*analogs & derivatives. Biochemistry 1990;29(4):887
2-((4-bromo-2,3-dioxobutyl)thio)-adenosine 3'5'-cyclic monophosphate  124357-33-1   *Thionucleotides Cyclic AMP/*analogs & derivatives. Biochemistry 1990;29(4):887
8-((4-bromo-2,3-dioxobutyl)thio)-adenosine 3',5'-cyclic monophosphate  124357-34-2   *Thionucleotides Cyclic AMP/*analogs & derivatives. Biochemistry 1990;29(4):887
adenosine 3',5'-cyclic methylphosphonothioate  130320-50-2   *Organothiophosphorus Compounds Cyclic AMP/*analogs & derivatives. Yao Hsueh Hsueh Pao 1989;24(11):872
adenosine 3',5'-cyclic methylphosphonate  117571-83-2 Adenosine, cyclic 3',5'-(methylphosphonate)  Cyclic AMP/*analogs & derivatives. Yao Hsueh Hsueh Pao 1989;24(11):872
2'-dansyl-cyclic AMP  64691-10-7   *Dansyl Compounds Cyclic AMP/*analogs & derivatives. J Biol Chem 1989;264(17):9989
meglumine cyclic adenylate  113960-50-2   Cyclic AMP/*analogs & derivatives Meglumine/*analogs & derivatives. Chung Kuo Yao Li Hsueh Pao 1988;9(5):421
N(6)-benzoyl-cyclic AMP  30275-80-0   Cyclic AMP/*analogs & derivatives. J Biol Chem 1986;261(28):13082
N(1),O(2)-dioctanoyl cyclic AMP  57329-09-6   Cyclic AMP/*analogs & derivatives. Brain Res 1986;370(1):61
8,5'-cyclo(deoxyadenosine 5'-monophosphate)  100217-00-3   *Deoxyadenine Nucleotides Cyclic AMP/*analogs & derivatives. Radiat Res 1985;104(3):272
2'-O-anthraniloyl cyclic AMP  83707-12-4   *Anthranilic Acids Cyclic AMP/*analogs & derivatives. Anal Biochem 1985;149(1):202
cyclic adenosine 3',5'-diphosphate  77319-01-8   Cyclic AMP/*analogs & derivatives. Cell Differ 1985;17(3):169
succinyl cyclic AMP-tyrosine methyl ester  60448-20-6 L-Tyrosine, N-(3-carboxy-1-oxopropyl)-, (4alpha)  Cyclic AMP/*analogs & derivatives Tyrosine/*analogs & derivatives. Anal Biochem 1984;141(2):499
adenosine 3',5'-monophosphodimethylamidate  40732-50-1 Adenosine, N-(N-(N-(N5-(aminocarbonyl)-N2-(N-(N-(N-(N-((2,3,4,5-tetrahydro-8-hydroxy-4,9-dioxo-1H,9H-3a,5,10b-triazaacephenanthrylen-1-yl)carbonyl)-alpha-aspartyl)homoseryl)seryl)homoseryl)ornithyl)seryl)glycy)(8beta)  Cyclic AMP/*analogs & derivatives. Eur J Biochem 1984;142(2):255
4,5-dimethoxy-2-nitrobenzyl cyclic AMP  92313-25-2 Adenosine, prepro- (human pheochromocytoma), (+-)  Cyclic AMP/*analogs & derivatives. Nature 1984;310(5972):74
8-benzylthio-N(6)-n-butyladenosine cyclic-3,5'-monophosphate  56583-64-3   Cyclic AMP/*analogs & derivatives. Masui 1983;32(11):1340
8-benzylamino-cyclic AMP  31319-90-1   Cyclic AMP/*analogs & derivatives. FEBS Lett 1983;164(2):350
aminobutylethylisoluminol succinyl cyclic AMP  87619-74-7 Adenosine, cyclic 3',5'-(hydrogen phosphate) 2'-(4-((4-(ethyl(1,2,3,4-tetrahydro-1,4-dioxo-6-phthalazinyl)amino)butyl)amino)-4-oxobutanoate)  Cyclic AMP/*analogs & derivatives Luminescent Measurements. Biochem J 1983;216(1):185
5'-(6-aminopurin-9-yl)-5'-deoxyribofuranose 1',2'-cyclic monophosphate  84498-18-0 alpha-D-Ribofuranose, 5-(6-amino-9H-purin-9-yl)-5-deoxy-, cyclic 1,2-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. J Cyclic Nucleotide Res 1982;8(3):181
8-(chloroacetylaminoethylthio)cyclic AMP  65259-76-9 Adenosine, 8-((2-((chloroacetyl)amino)ethyl)thio)-, cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. Biull Eskp Biol Med 1982;94(8):3
cyclic adenosine-5'-trimetaphosphate  53355-60-5 Adenosine, 5'-O-(4,6-dihydroxy-1,3,5,2,4,6-trioxatriphosphorinan-2-yl)-, P,P',P''-trioxide  Cyclic AMP/*analogs & derivatives. FEBS Lett 1982;137(1):89; Science 1974;185(148):352
N(6)-(aminohexyl)-adenosine-3',5'-monophosphate  66311-09-9 Adenosine, N-(6-aminohexyl)-, cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. Dev Biol 1981;83(1):114
9 beta-D-ribofuranosylpurine cyclic 3',5'-phosphate  53303-84-7   Cyclic AMP/*analogs & derivatives. Biochem Biophys Res Commun 1980;97(2):737
methyl 5'-(6-aminopurin-9-yl)-5'-deoxy-beta-D-ribofuranoside 2',3'-cyclic monophosphate  76281-91-9 beta-D-Ribofuranoside, methyl 5-(6-amino-9H-purin-9-yl)-5-deoxy-, cyclic 2,3-(hydrogen phosphate), compd. with N,N-diethylethanamine (1:1)  Cyclic AMP/*analogs & derivatives. J Cyclic Nucleotide Res 1980;6(3):189
8-hydroxyethylaminoadenosine 3',5'-monophosphate  33823-17-5 adenosine, 8-((2-hydroxyethyl)amino)-, cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. Mol Pharmacol 1980;18(1):65
8-aminoadenosine 3',5'-monophosphate  30685-40-6   Cyclic AMP/*analogs & derivatives. Mol Pharmacol 1980;18(1):65
8-dimethylamino-cAMP  33376-91-9 Adenosine, 8-(dimethylamino)-, cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. Endocrinology 1980;107(2):626
8-thio-benzyl cyclic AMP  32487-38-0 8-((phenylmethyl)thio)adenosine, cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. Eur J Pharmacol 1980;62(1):63
succinyladenosine 3',5'-cyclic monophosphate  36940-87-1 adenosine, cyclic 3',5'-(hydrogen phosphate) 2'-(hydrogen butanedioate)  Cyclic AMP/*analogs & derivatives. Tohoku J Exp Med 129(1):91;1979
2'-deoxy cyclic AMP  1157-33-1 2'-deoxyadenosine cyclic 3',5'-(hydrogen phosphate)  Cyclic AMP/*analogs & derivatives. J Cyclic Nucleotide Res 4(6):463;1978
benzoadenosine 3'-5'-monophosphate  61925-60-8 3H-Imidazo(4,5-g)quinazolin-8-amine, 3-(3,5-O-phosphinico-beta-D-ribofuranosyl)  Cyclic AMP/*analogs & derivatives. J Cyclic Nucleotides Res 4(3):201;1978
8-azidoadenosine-3',5'-monophosphate  31966-52-6 8-azidoadenosine 3',5'-monophosphate  *Azides Cyclic AMP/*analogs & derivatives.
Pharma Action Affinity Labels ; Photoaffinity Labels 		J Biol Chem 1979;254(20):10109; J Biol Chem 253(17):6275;1978; J Cyclic Nucleotide Res 4(6):437;1978; Proc Natl Acad Sci USA 75(11):5286;1978
adenosine-3',5'-cyclic phosphorothioate  23645-17-2   *Thionucleotides Cyclic AMP/*analogs & derivatives Stereoisomerism Cyclic AMP-Dependent Protein Kinases/antagonists & inhibitors Cyclic AMP-Dependent Protein Kinases/agonists.
Pharma Action Protein Kinase Inhibitors 		FEBS Lett 91(2):182;1978; J Biol Chem 1980;255(2):331; J Biol Chem l979;254(20):9959
8-azido-1,N(6)-ethenoadenosine-3',5'-cyclic monophosphate  0   *Azides Cyclic AMP/*analogs & derivatives. Proc Nat Acad Sci USA 75(3):1199;1978
8-((4-chlorophenyl)thio)cyclic-3',5'-AMP  41941-66-6   *Thionucleotides Cyclic AMP/*analogs & derivatives.
Pharma Action Enzyme Inhibitors ; Neuroprotective Agents 		Am J Physiol 332(4):F368;1977; J Cycl Nucleotide Res 4(1):35;1978
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