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C8988

Sigma-Aldrich

8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate

≥98% (HPLC)

Synonym(e):

8-pCPT-2′-O-Me-cAMP

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About This Item

Empirische Formel (Hill-System):
C17H16N5O6ClPSNa · xH2O
CAS-Nummer:
634207-53-7
Molekulargewicht:
507.82 (anhydrous basis)
MDL-Nummer:
MFCD11045952
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24893122
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

white

mp (Schmelzpunkt)

235.5-237.5 °C (lit.)

Löslichkeit

H2O: >10 mg/mL

Lagertemp.

−20°C

SMILES String

O.[Na+].CO[C@@H]1[C@@H]2OP([O-])(=O)OC[C@H]2O[C@H]1n3c(Sc4ccc(Cl)cc4)nc5c(N)ncnc35

InChI

1S/C17H17ClN5O6PS.Na.H2O/c1-26-13-12-10(6-27-30(24,25)29-12)28-16(13)23-15-11(14(19)20-7-21-15)22-17(23)31-9-4-2-8(18)3-5-9;;/h2-5,7,10,12-13,16H,6H2,1H3,(H,24,25)(H2,19,20,21);;1H2/q;+1;/p-1/t10-,12-,13-,16-;;/m1../s1

InChIKey

NVPSOXGMFVFZIS-IPBMGFFTSA-M

Biochem./physiol. Wirkung

Analog of natural cAMP, potent and specific membrane-permeant activator of exchange factors directly activated by cAMP (Epac or cAMP-GEF), a new receptor for cyclic AMP

Leistungsmerkmale und Vorteile

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Sonstige Hinweise

Light sensitive

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Andrzej J Chruscinski et al.
PloS one, 8(12), e82164-e82164 (2013-12-18)
β-adrenergic receptors (β-ARs) are model G-protein coupled receptors that mediate signal transduction in the sympathetic nervous system. Despite the widespread clinical use of agents that target β-ARs, the signaling pathways that operate downstream of β-AR stimulation have not yet been
Ángeles Domínguez-Soto et al.
Scientific reports, 7(1), 14761-14761 (2017-11-09)
Peripheral serotonin (5-hydroxytryptamine, 5-HT) regulates cell growth and differentiation in numerous cell types through engagement of seven types of cell surface receptors (HTR1-7). Deregulated 5-HT/HTR levels contribute to pathology in chronic inflammatory diseases, with macrophages being relevant targets for the
Mengye Li et al.
Clinical and experimental pharmacology & physiology, 44(6), 686-692 (2017-03-21)
Recent papers have attributed arrhythmic substrate in murine RyR2-P2328S hearts to reduced action potential (AP) conduction velocities (CV), reflecting acute functional inhibition and/or reduced expression of sodium channels. We explored for acute effects of direct exchange protein directly activated by
Yi-Fei Chen et al.
Respiratory research, 20(1), 285-285 (2019-12-20)
β2 receptor agonists induce airway smooth muscle relaxation by increasing intracellular cAMP production. PKA is the traditional downstream signaling pathway of cAMP. Exchange protein directly activated by cAMP (Epac) was identified as another important signaling molecule of cAMP recently. The
Hechang Huang et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 25(4), 819-829 (2009-10-14)
Murine MC3T3-E1 and MC-4 cells were stably transfected with -371/+70 bp of the murine cyclooxygenase-2 (COX-2) promoter fused to a luciferase reporter (Pluc371) or with Pluc371 carrying site-directed mutations. Mutations were made in (1) the cAMP response element (CRE) at
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