C0610
8-Chloroadenosine-3′,5′-cyclic monophosphorothioate, Rp-isomer
≥99% (HPLC)
Synonym(s):
Rp-8-Cl-cAMPS
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About This Item
Empirical Formula (Hill Notation):
C10H10ClN5O5PSNa
CAS Number:
Molecular Weight:
401.70
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
SMILES string
Nc1ncnc2n([C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O)c(Cl)nc12
InChI
1S/C10H11ClN5O5PS/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,13,14)/t3-,5-,6-,9-,22-/m1/s1
InChI key
PJAHPRNGOHUYQD-KVBUDSETSA-N
assay
≥99% (HPLC)
form
solid
packaging
vial of 5 μmol
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
Competitive inhibitor of cyclic AMP-dependent protein kinase A (PKA) type I. Membrane-permeable analog of the cAMP inhibitor Rp-cAMPS (Prod. No. A-165).
Features and Benefits
This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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H Yokozaki et al.
Cancer research, 52(9), 2504-2508 (1992-05-01)
A set of adenosine 3':5'-monophosphate (cAMP) analogues that combine exocyclic sulfur substitutions in the equatorial (Rp) or the axial (Sp) position of the cyclophosphate ring with modifications in the adenine base of cAMP were tested for their effect on the
Ibtesam Almami et al.
British journal of pharmacology, 171(16), 3946-3960 (2014-05-14)
Tissue transglutaminase (TG2) has been shown to mediate cell survival in many cell types. In this study, we investigated whether the role of TG2 in cytoprotection was mediated by the activation of PKA and PKC in cardiomyocyte-like H9c2 cells. H9c2
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