8-pCPT-2'-O-Me-cAMP-AM

For research use only. Not for therapeutic Use.

  • CAT Number: I011039
  • CAS Number: 1152197-23-3
  • Molecular Formula: C20H21ClN5O8PS
  • Molecular Weight: 557.90
  • Purity: ≥95%
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8-pCPT-2′-O-Me-cAMP-AM(Cat No.:I011039)is a synthetic analog of cyclic AMP (cAMP), a critical second messenger involved in intracellular signal transduction. This compound is modified with a 2′-O-methyl group and a p-chlorophenylthio (pCPT) group, enhancing its stability and cellular permeability. The AM (acetoxymethyl) ester form allows for better membrane penetration and hydrolysis inside cells to release active cAMP. 8-pCPT-2′-O-Me-cAMP-AM is used in research to study cAMP-related signaling pathways, including its role in regulating cellular processes such as metabolism, gene expression, and cell proliferation. It serves as a tool in pharmacological and biochemical studies.


CAS Number 1152197-23-3
Synonyms

[(4aR,6R,7R,7aR)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-7-methoxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxymethyl acetate

Molecular Formula C20H21ClN5O8PS
Purity ≥95%
IUPAC Name [(4aR,6R,7R,7aR)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-7-methoxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxymethyl acetate
InChI InChI=1S/C20H21ClN5O8PS/c1-10(27)30-9-32-35(28)31-7-13-15(34-35)16(29-2)19(33-13)26-18-14(17(22)23-8-24-18)25-20(26)36-12-5-3-11(21)4-6-12/h3-6,8,13,15-16,19H,7,9H2,1-2H3,(H2,22,23,24)/t13-,15-,16-,19-,35?/m1/s1
InChIKey FZMWUFYPEVDWPA-SILPBKOMSA-N
SMILES CC(=O)OCOP1(=O)OC[C@@H]2[C@@H](O1)[C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)OC
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