C0735

Sigma-Aldrich

8-(4-Chlorophenylthio)adenosine-3′,5′-cyclic Monophosphorothioate, Rp-isomer sodium salt

≥99% (HPLC), solid

Synonym(s):
Rp-8-CPT-cAMPS
Empirical Formula (Hill Notation):
C16H14ClN5O5PS2Na
CAS Number:
Molecular Weight:
509.86
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

solid

packaging

vial of 5 μmol

storage temp.

−20°C

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([S-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12

InChI

1S/C16H15ClN5O5PS2.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(26-15)5-25-28(24,29)27-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,29)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-,28?;/m1./s1

InChI key

AWXMSJRRXLCVMW-JVSRKQJHSA-M

Biochem/physiol Actions

Lipophilic analog of the competitive inhibitor of protein kinase A (cyclic AMP antagonist).

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_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Ting Zhou et al.
Journal of molecular neuroscience : MN, 68(1), 111-119 (2019-03-11)
Studies have shown that papaverine can inhibit lipopolysaccharide (LPS)-induced microglial activation. The retinal primary microglia of newborn SD rats were isolated and purified, and a LPS-induced microglia activation model was established. The protein phosphorylation level of the signaling pathway was...
M G Weisskopf et al.
Science (New York, N.Y.), 265(5180), 1878-1882 (1994-09-23)
Repetitive activation of hippocampal mossy fibers evokes a long-term potentiation (LTP) of synaptic responses in pyramidal cells in the CA3 region that is independent of N-methyl-D-aspartate receptor activation. Previous results suggest that the site for both the induction and expression...
Chad M Estep et al.
PloS one, 11(12), e0169044-e0169044 (2016-12-31)
Dopaminergic (DA) neurons in the substantia nigra pars compacta (SNc) are richly innervated by GABAergic neurons. The postsynaptic effects of GABA on SNc DA neurons are mediated by a mixture of GABAA and GABAB receptors. Although activation of GABAA receptors...
Dongqin Yang et al.
EBioMedicine, 47, 114-127 (2019-09-10)
There are many reports of the anti-tumour effects of exogenous adenosine in gastrointestinal tumours. Gemcitabine, a first line agent for patients with poor performance status, and adenosine have structural similarities. For these reasons, it is worth exploring the therapeutic efficacy...

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