SML3072

8-pCPT-2′-O-Me-cAMP-AM

≥98% (HPLC)

• Synonym(s): 8-pCPT-2′-O-Me-cAMP-AM, 007-AM, 8-(4-Chlorophenylthio)-2′-O-methyladenosine-3′,5′-cyclic monophosphate, acetoxymethyl ester, 8-CPT-2′-O-Me-cAMP-AM, 8-CPT-AM, 8-pCPT-AM, CPT-AM
• Empirical Formula (Hill Notation): C₂₀H₂₁ClN₅O₈PS
• CAS Number: 1152197-23-3
• Molecular Weight: 557.90
• MDL number: MFCD26792583
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: film or powder
• color: colorless to light yellow
• storage temp.: −20°C
• SMILES string: NC1=NC=NC2=C1N=C(N2[C@H](O[C@H](CO3)[C@H]4OP3(OCOC(C)=O)=O)[C@@H]4OC)SC5=CC=C(C=C5)Cl
• 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
• InChI key: FZMWUFYPEVDWPA-SILPBKOMSA-N

Description

Biochem/physiol Actions

8-pCPT-2′-O-Me-cAMP-AM (CPT-AM) is a membrane-permeant acetoxymethyl (AM) ester precusor form of the EPAC-selective cAMP analog (ESCA) 8-pCPT-2′-O-Me-cAMP (CPT). CPT-AM is >100-times more cell-permeable than CPT (by FRET using CFP-Epac-YFP-expressing A431; No effect by PKA FRET assay) and >100-times more efficient in stimulating cellular Rap1 activation (ECmax = 0.1 μM/CPT-AM vs. 100 μM/CPT; HUVECs).

Acetoxymethyl (AM) ester precusor of the EPAC-selective cAMP analog 8-pCPT-2′-O-Me-cAMP with greatly improved membrane permeability and cellular efficacy.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable