41941-66-6
Chemical Structure
8-(4-Chlorophenylthio)-cAMP
Synonym(s): 8CPT-cAMP
- CAS No.: 41941-66-6
- Formula:C16H15ClN5O6PS
- Molecular Weight:471.81
IUPAC Name: (4aR,6R,7R,7aS)-6-(6-amino-8-((4-chlorophenyl)thio)-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
InChIKey: AAZMHPMNAVEBRE-SDBHATRESA-N
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
Biological Activity: 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[1][2][3].
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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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- [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]
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