ALEXIS Biochemicals: KT5823

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ALX-270-039

Revised 15-Nov-06

A-3 . hydrochloride
SYNONYMS	N-(2-Aminoethyl)-5-chloronaphthalene-1-sulfonamide . HCl
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	PKA Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-039-M010		10 mg	65.00 USD
ALX-270-039-M050		50 mg	260.00 USD

Product Specification

FORMULA:	C₁₂H₁₃ClN₂O₂S . HCl
MW:	284.8 . 36.5
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Inhibitor of cAMP- and cGMP-dependent protein kinase (PKA and PKG), protein kinase C (PKC), casein kinase I and II, and myosin light chain kinase.

Product Specific Literature References

Naphthalenesulfonamides as calmodulin antagonists and protein kinase inhibitors: M. Inagaki, et al.; Mol. Pharmacol. 29, 577 (1986) Abstract

Further Categories Containing This Product:

Myosin Light Chain Kinase Inhibitors • PKC Inhibitors • Casein Kinase Inhibitors • PKG Inhibitors

ALX-480-026

Revised 03-Aug-06

8-Bromoguanosine 3',5'-cyclic Monophosphothioate, Rp-Isomer . sodium salt (high purity)
SYNONYMS	Rp-8-Br-cGMPS . Na 8-Br-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-480-026-MC05		0.5 mg	90.00 USD
ALX-480-026-M001		1 mg	160.00 USD

Product Specification

FORMULA:	C₁₀H₁₀BrN₅O₆PS . Na
MW:	439.2 . 23.0
CAS NUMBER:	150418-07-8
PURITY:	≥99% (HPLC)
APPEARANCE:	White lyophilized powder.
SOLUBILITY:	Soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Inhibitor of cGMP-dependent protein kinase (PKG) 1α and 1β. Resistant to mammalian cyclic nucleotide-dependent phosphodiesterases; no metabolic side effects. Significantly more lipophilic and membrane permeant as compared to cyclic GMP (Prod. No. ALX-480-059) or Rp-cGMPS (Prod. No. ALX-480-072).

Product Specific Literature References

Nitric oxide regulates luteinizing hormone-releasing hormone secretion: M. Moretto, et al.; Endocrinology 133, 2399 (1993) Abstract
Role of guanylyl cyclase and cGMP-dependent protein kinase in long-term potentiation: M. Zhuo, et al.; Nature 368, 635 (1994) Abstract

Further Categories Containing This Product:

PKG Inhibitors

ALX-350-027

Revised 19-Aug-08

Calphostin C
SYNONYMS	UCN-1028C
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-027-C100		100 µg	85.00 USD
ALX-350-027-M001		1 mg	595.00 USD

Product Specification

FORMULA:	C₄₄H₃₈O₁₄
MW:	790.8
CAS NUMBER:	121263-19-2
SOURCE/HOST:	Isolated from Cladosporium cladosporioides MST-FP1798.
PURITY:	≥95% (HPLC)
APPEARANCE:	Dark red solid.
SOLUBILITY:	Soluble in 100% ethanol, methanol, DMSO or dimethyl formamide; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Stock solutions are stable for 3 months when stored at -20°C.
HANDLING:	Protect from light.

Product Description

Potent and selective inhibitor of the protein kinase C (PKC) regulatory site of diacylglycerol and phorbol esters. At higher concentrations inhibits myosin light chain kinase, cAMP-dependent protein kinase, protein kinase G and pp60v-src protein tyrosine kinase. Induces apoptotic DNA fragmentation and cell death. Kills breast cancer cells. Has antiviral potential. Inhibits cardiac L-type Ca²⁺ channels.

Product Specific Literature References

Calphostin C (UCN-1028C), a novel microbial compound, is a highly potent and specific inhibitor of protein kinase C: E. Kobayashi, et al.; BBRC 159, 548 (1989) Abstract
Potent and specific inhibitors of protein kinase C of microbial origin: T. Tamaoki and H. Nakano; Biotechnology 8, 732 (1990) Abstract
Inhibition of protein kinase C by calphostin C is light-dependent: R.F. Bruns, et al.; BBRC 176, 288 (1991) Abstract
Irreversible oxidative inactivation of protein kinase C by photosensitive inhibitor calphostin C: R. Gopalakrishna, et al.; FEBS Lett. 314, 149 (1992) Abstract
Calphostin C, a specific protein kinase C inhibitor, activates human neutrophils: effect on phospholipase A2 and aggregation: S. Svetlov and S. Nigam; Biochim. Biophys. Acta 1177, 75 (1993) Abstract
Induction of apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells by pharmacological inhibitors of protein kinase C: W.D. Jarvis, et al.; Cancer Res. 54, 1707 (1994) Abstract
Growth inhibition of herpes simplex virus-type 1 in calphostin C-treated astrocytes: C.G. Castagnino, et al.; Intervirology 38, 332 (1995) Abstract
Calphostin C, a widely used protein kinase C inhibitor, directly and potently blocks L-type Ca channels: H.C. Hartzell & A. Rinderknecht; Am. J. Physiol. 270, C1293 (1996) Abstract
Pharmacokinetic features and metabolism of calphostin C, a naturally occurring perylenequinone with antileukemic activity: C.L. Chen, et al.; Pharm. Res. 16, 1003 (1999) Abstract
Potent killing of paclitaxel- and doxorubicin-resistant breast cancer cells by calphostin C accompanied by cytoplasmic vacuolization: B. Guo, et al.; Breast Cancer Res. Treat. 82, 125 (2003) Abstract

Further Categories Containing This Product:

Tyrosine Kinase Inhibitors • PKA Inhibitors • PKC Inhibitors • PKG Inhibitors • Myosin Light Chain Kinase Inhibitors • Ca2+ Channels (L-type) • Natural Products - Antiviral/anti-HIV Agents • Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors

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:	C₁₆H₁₄ClN₅O₆PS₂ . 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:	C₁₆H₁₅ClN₅O₆PS₂ . C₆H₁₅N
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

Further Categories Containing This Product:

PKG Inhibitors

ALX-480-072

Revised 16-Jun-06

Guanosine 3',5'-cyclic Monophosphothioate, Rp-Isomer . sodium salt
SYNONYMS	Rp-cGMPS . Na 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-480-072-M001		1 mg	240.00 USD

Product Specification

FORMULA:	C₁₀H₁₁N₅O₆SP . Na
MW:	360.3 . 23.0
CAS NUMBER:	86562-09-6 (free acid)
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Inhibitor of cGMP-dependent protein kinase (PKG) 1α (cGMP antagonist). Resistant against mammalian cyclic nucleotid-dependent phosphodiesterases. No metabolic side effects. Low membrane permeability.

Product Specific Literature References

Inhibition of cGMP-dependent protein kinase by (Rp)-guanosine 3',5'- monophosphorothioates: E. Butt, et al.; FEBS Lett. 263, 47 (1990) Abstract
Inhibition of cyclic GMP-dependent protein kinase-mediated effects by (Rp)-8-bromo-PET-cyclic GMPS: E. Butt, et al.; Br. J. Pharmacol. 116, 3110 (1995) Abstract

Further Categories Containing This Product:

PKG Inhibitors

ALX-270-016

Revised 05-May-08

H-7 . dihydrochloride
SYNONYMS	(±)-1-(5-Isoquinolinesulfonyl)-2-methylpiperazine . 2HCl
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	PKC Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-016-M010		10 mg	60.00 USD
ALX-270-016-M025		25 mg	120.00 USD

Product Specification

FORMULA:	C₁₄H₁₇N₃O₂S . 2 HCl
MW:	291.4 . 73.0
CAS NUMBER:	108930-17-2
PURITY:	≥98%
APPEARANCE:	White to light yellow solid.
SOLUBILITY:	Soluble in water, 100% ethanol or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Inhibitor of protein kinase C (PKC), cAMP- and cGMP-dependent protein kinase (PKA and PKG). Also inhibits myosin light chain kinase. Induces apoptotic DNA fragmentation and cell death. Inhibits telomerase activity in treated NPC-076 cells.

Product Specific Literature References

1-(5-Isoquinolinesulfonyl)-2-methylpiperazine (H-7) is a selective inhibitor of protein kinase C in rabbit platelets: S. Kawamoto & H. Hidaka; BBRC 125, 258 (1984) Abstract
Stimulus-dependent inhibition of platelet aggregation by the protein kinase C inhibitors polymyxin B, H-7 and staurosporine: C. Schächtele, et al.; BBRC 151, 542 (1988) Abstract
Blockade of the spinal excitatory effect of cAMP on the startle reflex by intrathecal administration of the isoquinoline sulfonamide H-8: comparison to the protein kinase C inhibitor H-7: N.M. Boulis & M. Davis; Brain Res. 525, 198 (1990) Abstract
Potent selective inhibition of 7-O-methyl UCN-01 against protein kinase C: I. Takahashi, et al.; J. Pharmacol. Exp. Ther. 255, 1218 (1990) Abstract
The structure and biological activities of the widely used protein kinase inhibitor, H7, differ depending on the commercial source: J. Quick, et al.; BBRC 187, 657 (1992) Abstract
Modulation of neutrophil superoxide generation by inhibitors of protein kinase C, calmodulin, diacylglycerol and myosin light chain kinases, and peptidyl prolyl cis-trans isomerase: H. Bergstrand, et al.; J. Pharmacol. Exp. Ther. 263, 1334 (1992) Abstract
C. Gimond and M. Aumailley; Exp. Cell Res. 203, 365 (1992) Abstract
Induction of apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells by pharmacological inhibitors of protein kinase C: W.D. Jarvis, et al.; Cancer Res. 54, 1707 (1994) Abstract
Crystal structures of catalytic subunit of cAMP-dependent protein kinase in complex with isoquinolinesulfonyl protein kinase inhibitors H7, H8, and H89. Structural implications for selectivity: R.A. Engh, et al.; J. Biol. Chem. 271, 26157 (1996) Abstract; Full Text
Inhibition of telomerase activity by PKC inhibitors in human nasopharyngeal cancer cells in culture: W.C. Ku, et al.; Biochem. Biophys. Res. Commun. 241, 730 (1997) Abstract

Further Categories Containing This Product:

Myosin Light Chain Kinase Inhibitors • PKG Inhibitors • Apoptosis Inducers & Inhibitors Other Products • PKA Inhibitors

ALX-270-067

Revised 04-Mar-05

H-8 . dihydrochloride
SYNONYMS	N-[2-(Methylamino)ethyl]-5-isoquinolinesulfonamide . 2HCl
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	PKA Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-067-M005		5 mg	40.00 USD
ALX-270-067-M025		25 mg	160.00 USD

Product Specification

FORMULA:	C₁₂H₁₅N₃O₂S . 2HCl
MW:	265.3 . 73.0
CAS NUMBER:	113276-94-1
PURITY:	≥98%
APPEARANCE:	White crystalline solid.
SOLUBILITY:	Soluble in water or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Potent inhibitor of cAMP- and cGMP-dependent protein kinases (PKA and PKG). Also inhibits myosin light chain kinase.

Product Specific Literature References

Isoquinolinesulfonamides, novel and potent inhibitors of cyclic nucleotide dependent protein kinase and protein kinase C: H. Hidaka, et al.; Biochemistry 23, 5036 (1984) Abstract
Naphthalenesulfonamides as calmodulin antagonists and protein kinase inhibitors: M. Inagaki, et al.; Mol. Pharmacol. 29, 577 (1986) Abstract
Specific binding of a novel compound, N-[2-(methylamino)ethyl]-5- isoquinolinesulfonamide (H-8) to the active site of cAMP-dependent protein kinase: M. Hagiwara, et al.; Mol. Pharmacol. 31, 523 (1987) Abstract
Selective modulation of calcium-dependent myosin phosphorylation by novel protein kinase inhibitors, isoquinolinesulfonamide derivatives: M. Hagiwara, et al.; Mol. Pharmacol. 32, 7 (1987) Abstract
Differential growth inhibition of isoquinolinesulfonamides H-8 and H-7 towards multidrug-resistant P388 murine leukaemia cells: M. Ido, et al.; Br. J. Cancer 64, 1103 (1991) Abstract
Crystal structures of catalytic subunit of cAMP-dependent protein kinase in complex with isoquinolinesulfonyl protein kinase inhibitors H7, H8, and H89. Structural implications for selectivity: R.A. Engh, et al.; J. Biol. Chem. 271, 26157 (1996) Abstract; Full Text

Further Categories Containing This Product:

Myosin Light Chain Kinase Inhibitors • PKG Inhibitors

ALX-270-017

Revised 27-Apr-06

H-89 . dihydrochloride
SYNONYMS	N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide . 2HCl
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	PKA Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-017-M001		1 mg	22.00 USD
ALX-270-017-M005		5 mg	55.00 USD

Product Specification

FORMULA:	C₂₀H₂₀BrN₃O₂S . 2HCl
MW:	446.4 . 73.0
CAS NUMBER:	127243-85-0
PURITY:	≥97% (¹H-NMR)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO or methanol; also soluble in ethanol: water (1:1).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Stock solutions are stable for at least 3-4 weeks when stored at +4°C. We recommend using a fresh solution each day.

Product Description

Cell permeable potent and selective inhibitor of cAMP- and cGMP-dependent protein kinases (PKA and PKG) and protein kinase Cµ (PKCµ). In contrast, most other protein kinase C (PKC) isotypes are much more weakly inhibited. Also inhibits Ca²⁺/calmodulin-dependent protein kinase II, casein kinase I and myosin light chain kinase. Induces apoptosis.

Product Specific Literature References

Polyamines differentially inhibit cyclic AMP-dependent protein kinase- mediated phosphorylation in the brain of the tobacco hornworm, Manduca sexta: W.L. Combest, et al.; J. Neurochem. 51, 1581 (1988) Abstract
Inhibition of forskolin-induced neurite outgrowth and protein phosphorylation by a newly synthesized selective inhibitor of cyclic AMP-dependent protein kinase, N-[2-(p-bromocinnamylamino)ethyl]-5- isoquinolinesulfonamide (H-89), of PC12D pheochromocytoma: T. Chijiwa, et al.; J. Biol. Chem. 265, 5267 (1990) Abstract; Full Text
A selective inhibitor of cyclic AMP-dependent protein kinase, N-[2- bromocinnamyl(amino)ethyl]-5-isoquinolinesulfonamide (H-89), inhibits phosphatidylcholine biosynthesis in HeLa cells: C.C. Geilen; FEBS Lett. 309, 381 (1992) Abstract
Protein kinase A inhibitors enhance radiation-induced apoptosis: D. Findik, et al.; J. Cell. Biochem. 57, 12 (1995) Abstract
Characterization of activators and inhibitors of protein kinase C mu: F.-J. Johannes, et al.; Eur. J. Biochem. 227, 303 (1995) Abstract
Crystal structures of catalytic subunit of cAMP-dependent protein kinase in complex with isoquinolinesulfonyl protein kinase inhibitors H7, H8, and H89. Structural implications for selectivity: R.A. Engh, et al.; J. Biol. Chem. 271, 26157 (1996) Abstract; Full Text
Stimulation of the ERK pathway by GTP-loaded Rap1 requires the concomitant activation of Ras, protein kinase C, and protein kinase A in neuronal cells: T. Bouschet, et al.; J. Biol. Chem. 278, 4778 (2003) Abstract; Full Text