ALEXIS Biochemicals: 8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate . sodium salt

ALX-480-093

Revised 07-Feb-08

8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate . sodium salt
SYNONYMS	8-CPT-2'-O-Me-cAMP . Na
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	cAMP Derivatives

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-480-093-M001		1 mg	130.00 USD
ALX-480-093-M005		5 mg	520.00 USD

Product Specification

FORMULA:	C₁₇H₁₆ClN₅O₆PS . Na
MW:	484.8 . 23.0
CAS NUMBER:	510774-50-2
PURITY:	≥98% (HPLC)
PURITY DETAIL:	Product is not sterile.
FORMULATION:	White to off-white powder.
SOLUBILITY:	Soluble in water, aqueous buffers, DMSO, dimethyl formamide or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light. Hygroscopic.
IDENTITY:	Determined by ¹H-NMR, MS and UV (λ_max: 282nm, ε: 16’000, pH 7).

Product Description

Specific, potent and membrane permeant activator of the Epac cAMP receptor. Activates Epac1 and Epac2, the guanine nucleotide-exchange factors (GEFs) for the small GTPases Rap1 and Rap2. Does not activate protein kinase A (PKA), neither in vitro nor in vivo and is therefore a valuable tool to specifically discriminate between PKA- and Epac-mediated effects. Since a free 2'-ribose hydroxyl group in cyclic AMP is essential for stimulation of PKA, the methylated structure of 8-CPT-2'-O-Me-cAMP is an extremely poor PKA activator. Its high lipophilicity allows for good membrane permeability in most biosystems and its increased resistance towards phosphodiesterases prevents rapid hydrolysis.

Product Specific Literature References

A novel Epac-specific cAMP analogue demonstrates independent regulation of Rap1 and ERK: J.M. Enserink, et al.; Nat. Cell Biol. 4, 901 (2002) Abstract; Full Text
Epac-selective cAMP analog 8-pCPT-2'-O-Me-cAMP as a stimulus for Ca2+-induced Ca2+ release and exocytosis in pancreatic beta-cells: G. Kang, et al.; J. Biol. Chem. 278, 8279 (2003) Abstract; Full Text
Cyclic AMP induces integrin-mediated cell adhesion through Epac and Rap1 upon stimulation of the {beta}2-adrenergic receptor: S. Rangarajan, et al.; J. Cell Biol. 160, 487 (2003) Abstract

General Literature References

Signal transduction. New exchange, new target: J. Downward; Nature 396, 416 (1998), Comment Abstract
Epac is a Rap1 guanine-nucleotide-exchange factor directly activated by cyclic AMP: J. de Rooij, et al.; Nature 396, 474 (1998) Abstract
A family of cAMP-binding proteins that directly activate Rap1: H. Kawasaki, et al.; Science 282, 2275 (1998) Abstract

Further Categories Containing This Product:

PKA Activators • Guanine-nucleotide Exchange Factors [GEFs]

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