8-(4-Chlorophenylthio)-cAMP
8-(4-Chlorophenylthio)-cAMP (8CPT-cAMP) is a cell membrane-permeable cAMP analog with excellent membrane permeability, which activates Sgk kinase via phosphorylation mediated by PKA. 8-(4-Chlorophenylthio)-cAMP is hydrolyzed by intracellular enzymes to produce the active metabolite 8CPT-Ade, which induces cortisol synthesis and the expression of steroidogenic protein genes. When used in combination with insulin, 8-(4-Chlorophenylthio)-cAMP enhances the activation of Sgk; it activates the cAMP pathway to promote the proliferation and iodine uptake of thyroid cells. 8-(4-Chlorophenylthio)-cAMP can be used in studies related to metabolism and signal transduction.
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- No. CAS: 41941-66-6
- Fòrmula: C16H15ClN5O6PS
- Peso molecular:471.81
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Almacenamiento:
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Actividad biológica
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Chemical Information
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- Referencias
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Help & FAQs
Actividad biológica
8-(4-Chlorophenylthio)-cAMP (8CPT-cAMP) (0.2 mM; 60 min) activates the activity of wild-type Myc-Sgk to 2-fold in COS7 cells via a PKA-dependent mechanism requiring PDK-mediated phosphorylation; it fails to activate the Thr369→Ala mutant Myc-Sgk and Ser422→Ala mutant Myc-Sgk, indicating that Thr369 and Ser422 are essential for cAMP-mediated activation; it further enhances the activity of wild-type Myc-Sgk activated by Okadaic acid (HY-N6785) in COS7 cells[1].
8-(4-Chlorophenylthio)-cAMP (0.2 mM; 60 min) increases the intensity of the fastest-migrating Myc-Sgk band (B1) in COS7 cells expressing wild-type, Thr369→Ala mutant, or Ser422→Ala mutant Myc-Sgk in a PKA- and PDK-independent manner[1].
8-(4-Chlorophenylthio)-cAMP (0.2 mM; 60 min) induces hyperphosphorylation of wild-type Myc-Sgk in COS7 cells, forming a slower-migrating B3 band that correlates with enzyme activation[1].
8-(4-Chlorophenylthio)-cAMP (0.1 mmol/L; 4 days) stimulates the proliferation of FRTL-5 rat thyroid cells, and this effect is attenuated by 1,25-(OH)2D3 in a dose-dependent manner[2].
8-(4-Chlorophenylthio)-cAMP (0.1 mmol/L; 2-4 days) stimulates iodine uptake by FRTL-5 rat thyroid cells, and this effect is attenuated by 1,25-(OH)2D3 in a dose-dependent manner[2].
8-(4-Chlorophenylthio)-cAMP (increasing concentrations; 3 days) stimulates iodine uptake in FRTL-5 rat thyroid cells in a dose-dependent manner in vitro, whereas 10 nmol/L 1,25-(OH)2D3 attenuates this uptake effect[2].
8-(4-Chlorophenylthio)-cAMP (8CPT-cAMP) (10-50 μM; 1-48 h) stimulates a delayed, concentration-dependent increase in cortisol synthesis and CYP17 mRNA expression in bovine adrenal fasciculata cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:COS7 cells transiently expressing wild-type, Thr369→Ala mutant, or Ser422→Ala mutant Myc-Sgk
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Concentration:0.2 mM
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Incubation Time:60 min
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Result:Increased the intensity of the fastest migrating Myc-Sgk band (B1) in wild-type, Thr369→Ala mutant, and Ser422→Ala mutant-expressing cells.
Mobility shift was not inhibited by pre-incubation with wortmannin or H89.
Occurred even at 8-(4-Chlorophenylthio)-cAMP concentrations that did not activate Sgk.
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Cell Line:COS7 cells transiently expressing wild-type Myc-Sgk
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Concentration:0.2 mM
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Incubation Time:60 min
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Result:Induced the appearance of a highly phosphorylated, slower mobility Myc-Sgk band (B3), with intensity correlating with Sgk activation.
Fastest migrating band (B1) was not phosphorylated despite increased intensity.
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Cell Line:FRTL-5 rat thyroid cells
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Concentration:0.1 mmol/L
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Incubation Time:4 days
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Result:Stimulated an increase in FRTL-5 cell number over 4 days.
Had a stimulatory effect on cell proliferation that was dose-dependently attenuated by 1,25-(OH)2D3, with maximum inhibition observed at 100 nmol/L 1,25-(OH)2D3.
Chemical Information
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No. CAS 41941-66-6
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Peso molecular 471.81
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Fòrmula C16H15ClN5O6PS
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SMILES
S(C=1N(C=2C(N1)=C(N)N=CN2)[C@@H]3O[C@]4([C@]([C@H]3O)(OP(=O)(O)OC4)[H])[H])C5=CC=C(Cl)C=C5
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Synonyms
8CPT-cAMP
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureza y Documentación
Referencias
[1]. Perrotti N, et al. Activation of serum- and glucocorticoid-induced protein kinase (Sgk) by cyclic AMP and insulin. The Journal of biological chemistry. 2001 Mar 23;276(12):9406-12. [Content Brief]
[2]. Berg JP, et al. 1,25-dihydroxyvitamin D3 attenuates TSH and 8-(4-chlorophenylthio)-cAMP-stimulated growth and iodide uptake by rat thyroid cells (FRTL-5). Thyroid : official journal of the American Thyroid Association. 1993;3(3):245-51. [Content Brief]
[3]. Enyeart JA, et al. 8-Phenylthio-adenines stimulate the expression of steroid hydroxylases, Cav3.2 Ca²⁺ channels, and cortisol synthesis by a cAMP-independent mechanism. American journal of physiology. Endocrinology and metabolism. 2011 Nov;301(5):E941-54. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
8-(4-Chlorophenylthio)-cAMP Related Classifications
HY-155940 Related Classifications
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