CAS 362-74-3

Dibutyryl-cAMP

Beschreibung:

Dibutyryl-cAMP (CAS 362-74-3) ist ein synthetisches Derivat von cyclischem Adenosinmonophosphat (cAMP), einem entscheidenden sekundären Botenstoff in der zellulären Signalübertragung. Es ist durch das Vorhandensein von zwei Butyrylgruppen gekennzeichnet, die am Stickstoffatom der Adeninstruktur angebracht sind, was seine Membranpermeabilität im Vergleich zu cAMP erhöht. Diese Modifikation ermöglicht es Dibutyryl-cAMP, effektiv in Zellmembranen einzudringen und intrazelluläre Signalwege zu aktivieren. Es wird häufig in der biochemischen Forschung verwendet, um die Rolle von cAMP in verschiedenen physiologischen Prozessen, einschließlich Zellwachstum, Differenzierung und Stoffwechsel, zu untersuchen. Die Verbindung ist typischerweise ein weißes bis off-white Pulver und ist in Wasser und organischen Lösungsmitteln löslich. Ihre Stabilität unter physiologischen Bedingungen macht sie zu einem wertvollen Werkzeug in pharmakologischen Studien. Dibutyryl-cAMP kann die Proteinkinase A (PKA) aktivieren und verschiedene nachgelagerte Effekte beeinflussen, was sie in der Untersuchung von Signaltransduktionsmechanismen bedeutend macht. Wie alle chemischen Substanzen sollte sie jedoch mit Vorsicht behandelt werden, wobei die entsprechenden Sicherheitsprotokolle in Laborumgebungen zu beachten sind.

Formel: C₁₈H₂₄N₅O₈P

InChl: InChI=1S/C18H24N5O8P/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24)/t10-,14-,15-,18-/m1/s1

InChI Key: InChIKey=CJGYSWNGNKCJSB-YVLZZHOMSA-N

SMILES: O(C(CCC)=O)[C@H]1[C@@H](O[C@]2([C@]1(OP(=O)(O)OC2)[H])[H])N3C=4C(N=C3)=C(NC(CCC)=O)N=CN4

Synonyme:

• (4aR,7R,7aR)-6-[6-(butanoylamino)-9H-purin-9-yl]-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
• 3',5'-Cyclic AMP dibutyrate
• 3′,5′-Cyclic AMP dibutyrate
• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
• 6-[6-(butanoylamino)-9H-purin-9-yl]-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
• Actosin
• Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate
• Adenosine, N-(1-oxobutyl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butanoate
• Bucladesin
• Bucladesina
• Butyramide, N-(9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purin-6-yl)-, 2′-butyrate, cyclic 3′,5′-phosphate
• Butyramide, N-(9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purin-6-yl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butyrate
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, 2'-butyrate, cyclic 3',5'-phosphate
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
• Cyclic AMP N6,2'-O-dibutyrate
• Cyclic AMP N⁶,2′-O-dibutyrate
• Cyclic AMP dibutyrate
• Cyclic dibutyryl-AMP
• Dibutyryl 3',5'-cyclic AMP
• Dibutyryl 3',5'-cyclic adenosine monophosphate
• Dibutyryl 3′,5′-cyclic AMP
• Dibutyryl 3′,5′-cyclic adenosine monophosphate
• Dibutyryl adenosine 3',5'-cyclic monophosphate
• Dibutyryl cAMP
• Dibutyryl cyclic 3',5'-AMP
• Dibutyryl cyclic 3',5'-adenylic acid
• Dibutyryl cyclic 3′,5′-AMP
• Dibutyryl cyclic 3′,5′-adenylic acid
• Dibutyryl cyclic AMP
• Dibutyryl cyclic adenosine 3',5'-monophosphate
• Dibutyryl cyclic adenosine 3′,5′-monophosphate
• Dibutyryl cyclic adenosine monophosphate
• Dibutyryl-3',5'-AMP
• Dibutyryl-3',5'-adenosine monophosphate
• Dibutyryl-3′,5′-AMP
• Dibutyryl-3′,5′-adenosine monophosphate
• Dibutyryladenosine 3',5'-cyclic monophosphate
• Dibutyryladenosine 3',5'-cyclic phosphate
• Dibutyryladenosine 3',5'-cyclophosphate
• Dibutyryladenosine 3',5'-monophosphate
• Dibutyryladenosine 3′,5′-cyclic monophosphate
• Dibutyryladenosine 3′,5′-cyclic phosphate
• Dibutyryladenosine 3′,5′-cyclophosphate
• Dibutyryladenosine 3′,5′-monophosphate
• Dibutyryladenosine cyclic 3',5'-monophosphate
• Dibutyryladenosine cyclic 3′,5′-monophosphate
• Dibutyryladenosine cyclic monophosphate
• Dt 5621
• N-(9-beta-D-Ribofuranosyl-9H-furin-6-yl)-butyramide cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
• N-6,O-2'-Dibutyryl adenosine cyclic 3':5'-monophosphate
• N-6-2-O-Dibutyryl adenosine-3',5'-monophosphate
• N6,2'-Dibutyryladenosine cyclic 3',5'-(hydrogen phosphate)
• N6,2'-O-Dibutyryl 3',5'-cyclic adenosine monophosphate
• N6,2'-O-Dibutyryl cAMP
• N6,2'-O-Dibutyryl cyclic 3',5'-AMP
• N6,2'-O-Dibutyryl cyclic 3',5'-adenosine monophosphate
• N6,2'-O-Dibutyryl cyclic AMP
• N6,2'-O-Dibutyryladenosine 3',5'-monophosphate
• N6,2'-O-Dibutyryladenosine cyclic 3',5'-monophosphate
• N6,2'-O-Dibutyryladenosine cyclic 3',5'-phosphate
• N6,O2'-Dibutyryl 3',5'-AMP
• N6,O2'-Dibutyryl adenosine 3',5'-cyclic monophosphate
• N6,O2'-Dibutyryl adenosine-3',5'-phosphate
• N6,O2'-Dibutyryl cyclic 3',5'-AMP
• N6,O2'-Dibutyryl cyclic AMP
• N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphate
• N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphoric acid
• N6,O2'-Dibutyryl cyclic adenosine monophosphate
• N6,O2'-Dibutyryl-3',5'-cyclic AMP
• N6,O2'-Dibutyryl-cAMP
• N6,O2'-Dibutyryladenosine 3',5'-monophosphate
• N6,O2'-Dibutyryladenosine cyclic 3',5'-phosphate
• N6,O2'-Dibutyrylcyclic adenosine 3',5'-phosphate
• N6-2'-O-Dibutyryl-3',5'-AMP
• N₆-2′-O-Dibutyryl-3′,5′-AMP
• N⁶,2′-Dibutyryladenosine cyclic 3′,5′-(hydrogen phosphate)
• N⁶,2′-O-Dibutyryl 3′,5′-cyclic adenosine monophosphate
• N⁶,2′-O-Dibutyryl cAMP
• N⁶,2′-O-Dibutyryl cyclic 3′,5′-AMP
• N⁶,2′-O-Dibutyryl cyclic 3′,5′-adenosine monophosphate
• N⁶,2′-O-Dibutyryl cyclic AMP
• N⁶,2′-O-Dibutyryladenosine 3′,5′-monophosphate
• N⁶,2′-O-Dibutyryladenosine cyclic 3′,5′-monophosphate
• N⁶,2′-O-Dibutyryladenosine cyclic 3′,5′-phosphate
• N⁶,O²′-Dibutyryl 3′,5′-AMP
• N⁶,O²′-Dibutyryl adenosine 3′,5′-cyclic monophosphate
• N⁶,O²′-Dibutyryl adenosine-3′,5′-phosphate
• N⁶,O²′-Dibutyryl cyclic 3′,5′-AMP
• N⁶,O²′-Dibutyryl cyclic adenosine monophosphate
• N⁶,O²′-Dibutyryl-3′,5′-cyclic AMP
• N⁶,O²′-Dibutyrylcyclic adenosine 3′,5′-phosphate
• N⁶,O^2′-Dibutyryl cyclic AMP
• N⁶,O^2′-Dibutyryl cyclic adenosine 3′,5′-monophosphate
• N⁶,O^2′-Dibutyryl cyclic adenosine 3′,5′-monophosphoric acid
• N⁶,O^2′-Dibutyryl-cAMP
• N⁶,O^2′-Dibutyryladenosine 3′,5′-monophosphate
• N⁶,O^2′-Dibutyryladenosine cyclic 3′,5′-phosphate
• Nsc 143108
• dbcAMP
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butyrate

Bucladesine Sodium Salt

CAS: 16980-89-5, 362-74-3

Formel: C₁₈H₂₃N₅NaO₈P

Reinheit: >95.0%(HPLC)(qNMR)

Farbe und Form: White to Almost white powder to crystal

Molekulargewicht: 491.37

Ref: 3B-D4228

Calcium dibutyryladenosine cyclophosphate

CAS: 362-74-3

Formel: C₁₈H₂₃N₅O₈P·Ca

Reinheit: ≥ 95.0% (anhydrous basis)

Farbe und Form: White, off-white, beige or yellow-orange powder

Molekulargewicht: 508.46

Ref: 7W-GN2961

Bucladesine

CAS: 362-74-3

Bucladesine mimics cAMP, permeates cells, and inhibits phosphodiesterase; used in research.

Formel: C₁₈H₂₄N₅O₈P

Farbe und Form: Solid

Molekulargewicht: 469.39

Ref: TM-T20214

Dibutyryladenosine cyclic 3',5'-monophosphate

CAS: 362-74-3

Dibutyryladenosine cyclic 3',5'-monophosphate (DBACMP) is a mitochondrial function regulator that inhibits the synthesis of ATP by binding to the methyltransferase enzyme. DBACMP also has an inhibitory effect on other enzymes, such as dna binding activity and enzyme activities involved in cellular energy metabolism. DBACMP inhibits infectious diseases by altering signal pathways, which leads to the production of cytokines and chemokines that have pro-inflammatory effects and stimulate axonal growth. The drug may also bind to the atp-binding cassette transporter and inhibit mitochondrial calcium uptake. DBACMP binds to polymorphonuclear leucocytes and alters cytosolic calcium levels, which may lead to an increased production of protein genes for cell growth.

Formel: C₁₈H₂₄N₅O₈P

Reinheit: Min. 95%

Molekulargewicht: 469.39 g/mol

Ref: 3D-NR145431