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ALX-480-028
Revised 16-Dec-04
8-Chloroadenosine
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
Adenosine Derivatives Other Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-028-M001
1 mg
40.00 USD
ALX-480-028-M005
5 mg
160.00 USD
Product Specification
FORMULA:
C
10
H
12
ClN
5
O
4
MW:
301.7
CAS NUMBER:
34408-14-5
PURITY:
≥98%
SOLUBILITY:
Soluble in water or 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Cytotoxic metabolite of 8-Cl-cAMP (Prod. No.
ALX-480-029
).
Product Specific Literature References
Site-selective cyclic AMP analogs as new biological tools in growth control, differentiation, and proto-oncogene regulation:
Y.S. Cho-Chung, et al.; Cancer Invest.
7
, 161 (1989)
Abstract
ALX-480-029
Revised 26-Sep-08
8-Chloroadenosine 3',5'-Cyclic Monophosphate . sodium salt
SYNONYMS
8-Cl-cAMP . Na
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cAMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-029-M001
1 mg
27.00 USD
ALX-480-029-M005
5 mg
108.00 USD
Product Specification
FORMULA:
C
10
H
11
ClN
5
O
6
P . Na
MW:
363.7 . 23.0
CAS NUMBER:
41941-56-4
PURITY:
≥98%
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in water and aqueous buffers. May produce hazy solutions.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
cAMP analog with high selectivity for cAMP-dependent protein kinase type I. Induces growth inhibition and differentiation in cultured cancer cell lines.
Product Specific Literature References
Selective modulation of protein kinase isozymes by the site-selective analog 8-chloroadenosine 3',5'-cyclic monophosphate provides a biological means for control of human colon cancer cell growth:
S. Ally, et al.; PNAS
85
, 6319 (1988)
Abstract
Further Categories Containing This Product:
Antitumor Reagents Other Products
ALX-480-030
Revised 07-Jun-06
8-(4-Chlorophenylthio)adenosine 3',5'-cyclic Monophosphate . sodium salt
SYNONYMS
8-pCPT-cAMP . Na
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cAMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-030-M010
10 mg
25.00 USD
ALX-480-030-M025
25 mg
50.00 USD
Product Specification
FORMULA:
C
16
H
14
ClN
5
O
6
PS . Na
MW:
470.8 . 23.0
CAS NUMBER:
93882-12-3
PURITY:
≥99%
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Stock solutions should be stored in the refrigerator and should be lyophilized and frozen for longer storage periods.
Product Description
Lipophilic, membrane permeable activator of both cAMP- and cGMP-dependent protein kinases (PKA, PKG). More potent than cAMP and more resistant to phosphodiesterases, with good selectivity for site B of PKA. For specific activation of the cAMP pathway the highly membrane permeable Sp-5,6-DCl-cBIMPS (Prod. No.
ALX-480-047
) is a recommended.
Product Specific Literature References
cAMP analogs promote survival and neurite outgrowth in cultures of rat sympathetic and sensory neurons independently of nerve growth factor:
R.E. Rydel & L.A. Greene; PNAS
85
, 1257 (1988)
Abstract
Comparison of the two classes of binding sites (A and B) of type I and type II cyclic-AMP-dependent protein kinases by using cyclic nucleotide analogs:
D. Ogreid, et al.; Eur. J. Biochem.
181
, 19 (1989)
Abstract
8-(4-Chlorophenyl)thio-cyclic AMP is a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA):
B.J. Connolly, et al.; Biochem. Pharmacol.
44
, 2303 (1992)
Abstract
Role of cGMP and cGMP-dependent protein kinase in nitrovasodilator inhibition of agonist-evoked calcium elevation in human platelets:
J. Geiger, et al.; PNAS
89
, 1031 (1992)
Abstract
The role of protein kinase A anchoring via the RII alpha regulatory subunit in the murine immune system:
R.V. Schillace, et al.; J. Immunol.
174
, 6847 (2005)
Abstract
;
Full Text
Further Categories Containing This Product:
PKG Activators
•
PKA Activators
ALX-480-088
Revised 31-Oct-06
8-(4-Chlorophenylthio)guanosine 3',5'-cyclic Monophosphate . sodium salt
SYNONYMS
8-pCPT-cGMP . Na
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cGMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-088-M001
1 mg
50.00 USD
ALX-480-088-M005
5 mg
190.00 USD
Product Specification
FORMULA:
C
16
H
14
ClN
5
O
7
PS . Na
MW:
486.8 . 23.0
CAS NUMBER:
51239-26-0
PURITY:
≥99% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Selective activator of cGMP-dependent protein kinase (PKG) Iα, Iβ, and type II as well as of cGMP-gated ion channels. Higher activation potential as compared to cGMP; excellent cell membrane permeability and phosphodiesterase stability. Preferred alternative to unsuitable analogs such as dibutyryl-cGMP.
Product Specific Literature References
Role of cGMP and cGMP-dependent protein kinase in nitrovasodilator inhibition of agonist-evoked calcium elevation in human platelets
:
J. Geiger, et al.; PNAS
89
, 1031 (1992)
Abstract
Analysis of the functional role of cGMP-dependent protein kinase in intact human platelets using a specific activator 8-para-chlorophenylthio-cGMP
:
E. Butt, et al.; Biochem. Pharmacol.
43
, 2591 (1992)
Abstract
Further Categories Containing This Product:
PKG Activators
ALX-480-031
Revised 08-Oct-08
8-(4-Chlorophenylthio)guanosine 3',5'-cyclic Monophosphate . triethylammonium salt
SYNONYMS
8-pCPT-cGMP . TEA
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cGMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-031-M001
1 mg
42.00 USD
ALX-480-031-M005
5 mg
168.00 USD
Product Specification
FORMULA:
C
16
H
14
ClN
5
O
7
PS . C
6
H
15
N
MW:
486.8 . 101.2
CAS NUMBER:
54364-02-2
PURITY:
≥99% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
IDENTITY:
Identity determined by MS, UV and
1
H-NMR.
Product Description
Selective activator of cGMP-dependent protein kinase Iα, Iβ and type II as well as of cGMP-gated ion channels. Higher activation potential as compared to cGMP; excellent cell membrane permeability and phosphodiesterase stability. Preferred alternative to unsuitable analogs such as dibutyryl-cGMP.
Product Specific Literature References
Analysis of the functional role of cGMP-dependent protein kinase in intact human platelets using a specific activator 8-para- chlorophenylthio-cGMP:
E. Butt, et al.; Biochem. Pharmacol.
43
, 2591 (1992)
Abstract
Role of cGMP and cGMP-dependent protein kinase in nitrovasodilator inhibition of agonist-evoked calcium elevation in human platelets:
J. Geiger, et al.; PNAS
89
, 1031 (1992)
Abstract
Further Categories Containing This Product:
PKG Activators
ALX-480-087
Revised 21-Dec-06
8-(4-Chlorophenylthio)guanosine 3',5'-cyclic Monophosphothioate, Rp-Isomer . sodium salt
SYNONYMS
Rp-8-pCPT-cGMPS . Na
8-pCPT-cGMPS . Na, Rp-Isomer
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cGMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-087-C100
100 µg
50.00 USD
ALX-480-087-M001
1 mg
280.00 USD
Product Specification
FORMULA:
C
16
H
14
ClN
5
O
6
PS
2
. Na
MW:
502.9 . 23.0
CAS NUMBER:
153660-09-9
PURITY:
≥99%
APPEARANCE:
White powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Potent selective inhibitor of cGMP-dependent protein kinase (PKG) 1α, 1β and type II. Resistant to mammalian cyclic nucleotide-dependent phosphodiesterases. No metabolic side effects. Significantly more lipophilic and membrane permeant as compared to Rp-cGMPS (Prod. No.
ALX-480-072
) or Rp-8-Br-cGMPS (Prod. No.
ALX-480-026
).
Product Specific Literature References
(Rp)-8-pCPT-cGMPS, a novel cGMP-dependent protein kinase inhibitor
:
E. Butt, et al.; Eur. J. Pharmacol.
269
, 265 (1994)
Abstract
The type II isoform of cGMP-dependent protein kinase is dimeric and possesses regulatory and catalytic properties distinct from the type I isoforms
:
D.M. Gamm, et al.; J. Biol. Chem.
270
, 27380 (1995)
Abstract
;
Full Text
Antagonists of cyclic nucleotide-gated channels and molecular mapping of their site of action
:
R.H. Kramer & G.R. Tibbs; J. Neurosci.
16
, 1285 (1996)
Abstract
Further Categories Containing This Product:
PKG Inhibitors
ALX-480-032
Revised 03-Feb-05
8-(4-Chlorophenylthio)guanosine 3',5'-cyclic Monophosphothioate, Rp-Isomer . triethylammonium salt (high purity)
SYNONYMS
Rp-8-pCPT-cGMPS . TEA
8-pCPT-cGMPS . TEA, Rp-Isomer
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cGMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-032-C100
100 µg
45.00 USD
ALX-480-032-M001
1 mg
230.00 USD
Product Specification
FORMULA:
C
16
H
15
ClN
5
O
6
PS
2
. C
6
H
15
N
MW:
504.1 . 101.0
CAS NUMBER:
153660-04-9
PURITY:
≥99%
APPEARANCE:
White lyophilized powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Potent selective inhibitor of cGMP-dependent protein kinase 1α, 1β and type II. Resistant to mammalian cyclic nucleotide-dependent phosphodiesterases, no metabolic side effects. Significantly more lipophilic and membrane permeant as compared to Rp-cGMPS (Prod. No.
ALX-480-072
) or Rp-8-Br-cGMPS (Prod. No.
ALX-480-026
).
Product Specific Literature References
(Rp)-8-pCPT-cGMPS, a novel cGMP-dependent protein kinase inhibitor:
E. Butt, et al.; Eur. J. Pharmacol.
269
, 265 (1994)
Abstract
The type II isoform of cGMP-dependent protein kinase is dimeric and possesses regulatory and catalytic properties distinct from the type I isoforms:
D.M. Gamm, et al.; J. Biol. Chem.
270
, 27380 (1995)
Abstract
;
Full Text
Antagonists of cyclic nucleotide-gated channels and molecular mapping of their site of action:
R.H. Kramer & G.R. Tibbs; J. Neurosci.
16
, 1285 (1996)
Abstract
Further Categories Containing This Product:
PKG Inhibitors
ALX-480-070
Revised 05-Dec-04
8-(4-Chlorophenylthio)guanosine-3',5'-cyclic-Monophosphothioate, Sp-Isomer . sodium salt
SYNONYMS
Sp-8-pCPT-cGMPS . Na
8-pCPT-cGMPS . Na, Sp-Isomer
PRODUCT LINE
Signal Transduction
PRODUCT CATEGORY
cGMP Derivatives
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-480-070-MC05
0.5 mg
80.00 USD
ALX-480-070-M001
1 mg
140.00 USD
Product Specification
FORMULA:
C
16
H
14
N
5
ClO
6
S
2
P . Na
MW:
502.9 . 23.0
CAS NUMBER:
160385-87-5
PURITY:
≥99%
APPEARANCE:
White lyophilized powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Potent activator of both cGMP-dependent protein kinase 1α, 1β and type II and cAMP-dependent protein kinase II. Excellent cell membrane permeability and phosphodiesterase stability.
Product Specific Literature References
(Rp)-8-pCPT-cGMPS, a novel cGMP-dependent protein kinase inhibitor:
E. Butt, et al.; Eur. J. Pharmacol.
269
, 265 (1994)
Abstract
The type II isoform of cGMP-dependent protein kinase is dimeric and possesses regulatory and catalytic properties distinct from the type I isoforms:
D.M. Gamm, et al.; J. Biol. Chem.
270
, 27380 (1995)
Abstract
;
Full Text
Further Categories Containing This Product:
PKA Activators
•
PKG Activators
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:
C
17
H
16
ClN
5
O
6
PS . 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
1
H-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]
ALX-350-149
Revised 23-Oct-07
Cylindrospermopsin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Other Toxins
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-149-C025
25 µg
140.00 USD
ALX-350-149-C100
100 µg
210.00 USD
Product Specification
FORMULA:
C
15
H
21
N
5
O
7
S
MW:
415.4
CAS NUMBER:
143545-90-8
RTECS:
UV9104310
SOURCE/HOST:
Isolated from
Cylindrospermopsis raciborskii
.
PURITY:
≥95% (HPLC)
APPEARANCE:
Glassy solid.
SOLUBILITY:
Soluble in water, methanol or DMSO.
SHIPPING: <
