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C0735

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

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

≥99% (HPLC), solid

Synonym(s):

Rp-8-CPT-cAMPS

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₄ClN₅O₅PS₂Na

CAS Number:

129735-01-9

Molecular Weight:

509.86

MDL number:

MFCD04113743

UNSPSC Code:

41106305

PubChem Substance ID:

24892271

NACRES:

NA.77

biological source

synthetic (organic)

Quality Level

200

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mediation of hippocampal mossy fiber long-term potentiation by cyclic AMP.

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

Cascade Signals of Papaverine Inhibiting LPS-Induced Retinal Microglial Activation.

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

Transient Activation of GABAB Receptors Suppresses SK Channel Currents in Substantia Nigra Pars Compacta Dopaminergic Neurons.

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

Augmenting the therapeutic efficacy of adenosine against pancreatic cancer by switching the Akt/p21-dependent senescence to apoptosis.

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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