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C8988

Sigma-Aldrich

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

≥98% (HPLC)

Synonyme(s) :

8-pCPT-2′-O-Me-cAMP

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About This Item

Formule empirique (notation de Hill):
C17H16N5O6ClPSNa · xH2O
Numéro CAS:
634207-53-7
Poids moléculaire :
507.82 (anhydrous basis)
Numéro MDL:
MFCD11045952
Code UNSPSC :
41106305
ID de substance PubChem :
24893122
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

white

Pf

235.5-237.5 °C (lit.)

Solubilité

H2O: >10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

NVPSOXGMFVFZIS-IPBMGFFTSA-M

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Autres remarques

Light sensitive

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Shuang Tao et al.
Journal of oncology, 2022, 5483523-5483523 (2022-07-12)
Chemoresistance poses a great hindrance in the treatment of breast cancer (BC). Interestingly, exosome (Exo)-mediated transfer of long noncoding RNAs (lncRNAs) has been reported to regulate chemoresistance in diverse diseases. We herein investigate the potential role of lncRNA metastasis-associated lung
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
Ana-Caroline Raulin et al.
STAR protocols, 4(1), 101976-101976 (2023-01-05)
Cholesterol is a structural component of cell membranes. Most cells are incapable of its catabolism, and intracellular cholesterol accumulation is linked to several disorders including cardiovascular and neurodegenerative diseases. Cholesterol efflux, essential to its metabolism, is dependent on acceptors such
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
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
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