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Antibiotics
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ALX-270-075 Revised 08-Oct-08
KT5720
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKA Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-270-075-C100   100 µg 110.00 USD Add To Cart
ALX-270-075-C500   500 µg 330.00 USD Add To Cart
ALX-270-075-M001   1 mg 590.00 USD Add To Cart
Product Specification
FORMULA: C32H31N3O5
MW: 537.6
CAS NUMBER: 108068-98-0
SOURCE/HOST: Semisynthetic.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol (5mg/ml) or DMSO (1mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

Product Description
Potent, reversible, cell permeable and selective inhibitor of cAMP-dependent protein kinase (PKA).
Product Specific Literature References
K-252 compounds, novel and potent inhibitors of protein kinase C and cyclic nucleotide-dependent protein kinases: H. Kase, et al.; BBRC 142, 436 (1987) Abstract
Multiple kinase arrest points in the G1 phase of nontransformed mammalian cells are absent in transformed cells: D.M. Gadbois, et al.; PNAS 89, 8626 (1992) Abstract
Effects of selective inhibition of protein kinase C, cyclic AMP- dependent protein kinase, and Ca(2+)-calmodulin-dependent protein kinase on neurite development in cultured rat hippocampal neurons: L. Cabell and G. Audesirk; Int. J. Dev. Neurosci. 11, 357 (1993), (Review) Abstract
Further Categories Containing This Product:
Staurosporine / Related Products • Alkaloids
 
 
ALX-270-087 Revised 15-Dec-08
KT5823
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKG Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-270-087-C100   100 µg 110.00 USD Add To Cart
ALX-270-087-C500   500 µg 330.00 USD Add To Cart
ALX-270-087-M001   1 mg 590.00 USD Add To Cart
Product Specification
FORMULA: C29H25N3O5
MW: 495.5
CAS NUMBER: 126643-37-6
SOURCE/HOST: Semisynthetic.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, dimethyl formamide or ethyl acetate (5mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

Product Description
Potent and selective inhibitor of cGMP-dependent protein kinase (PKG).
Product Specific Literature References
K-252 compounds, novel and potent inhibitors of protein kinase C and cyclic nucleotide-dependent protein kinases: H. Kase, et al.; BBRC 142, 436 (1987) Abstract
Further Categories Containing This Product:
Staurosporine / Related Products • Alkaloids
 
 
ALX-380-014 Revised 15-May-08
Staurosporine
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SYNONYMS Antibiotic AM-2282
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Apoptosis Inducers & Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-014-C100   100 µg 47.00 USD Add To Cart
ALX-380-014-C250   250 µg 112.00 USD Add To Cart
ALX-380-014-M001   1 mg 270.00 USD Add To Cart
ALX-380-014-M005   5 mg 790.00 USD Add To Cart
Product Specification
FORMULA: C28H26N4O3
MW: 466.5
CAS NUMBER: 62996-74-1
MERCK INDEX: 14: 8802
RTECS: KC655000
SOURCE/HOST: Isolated from Streptomyces staurosporeus.
PURITY: ≥98%
APPEARANCE: Off-white to green powder.
SOLUBILITY: Soluble in ethyl acetate, DMSO or dimethyl formamide; only slightly soluble in chloroform and methanol. Insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stable for at least 2 years after receipt when stored +4°C.
HANDLING: Protect from light and moisture.
HAZARD: HARMFUL. MAY BE CARCINOGENIC.

Product Description
Model apoptosis inducer. Potent cell-permeable inhibitor of a variety of protein kinases, e.g. protein kinase C (PKC), CDK1/cyclin B (IC50~5nM), CDK2/cyclin A (IC50=7nM), CDK4/cyclin D (IC50=3-10µM), CDK5/p25 (IC50=4nM) and GSK-3β (IC50=15nM).
Product Specific Literature References
A new alkaloid AM-2282 of Streptomyces origin. Taxonomy, fermentation, isolation and preliminary characterization: S. Omura, et al.; J. Antibiot. (Tokyo) 30, 275 (1977) Abstract
A. Furusaki, et al.; J. C. S. Chem. Commun. 800 (1978)
Staurosporine, a potent inhibitor of phospholipid/Ca++dependent protein kinase: T. Tamaoki, et al.; BBRC 135, 397 (1986) Abstract
Staurosporine, a potent platelet aggregation inhibitor from a Streptomyces species: S. Oka, et al.; Agric. Biol. Chem. 50, 2723 (1986)
Staurosporine inhibits tyrosine-specific protein kinase activity of Rous sarcoma virus transforming protein p60: N. Nakano, et al.; J. Antibiot. (Tokyo) 40, 706 (1987) Abstract
Contrasting actions of staurosporine, a protein kinase C inhibitor, on human neutrophils and primary mouse epidermal cells: T. Sako, et al.; Cancer Res. 48, 4646 (1988) Abstract
Staurosporine, a protein kinase C inhibitor interferes with proliferation of arterial smooth muscle cells: H. Matsumoto & Y. Sasaki; Biochem. Biophys. Res. Commun. 158, 105 (1989) Abstract
Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989), (Review) Abstract
Staurosporine: an effective inhibitor for Ca2+/calmodulin-dependent protein kinase II: N. Yanagihara, et al.; J. Neurochem. 56, 294 (1991) Abstract
Is staurosporine a specific inhibitor of protein kinase C in intact porcine coronary arteries?: M. Kageyama, et al.; J. Pharmacol. Exp. Ther. 259, 1019 (1991) Abstract
Induction of a common pathway of apoptosis by staurosporine: R. Bertrand, et al.; Exp. Cell Res. 211, 314 (1994) Abstract
First total synthesis of Staurosporine and ent-Staurosporine: J.T. Link et al.; J. Am. Chem. Soc. 117, 552 (1995)
Staurosporine induces programmed cell death in embryonic neurons and activation of the ceramide pathway: D.A. Wiesner & G. Dawson; J. Neurochem 66, 1418 (1996) Abstract
Staurosporine and ent-staurosporine: the first total synthesis, prospects for a regioselective approach, and activity profile: J.T. Link et al.; J. Am. Chem. Soc. 118, 2825 (1996)
K252a and staurosporine microbial alkaloid toxins as prototype of neurotropic drugs: P. Lazarovici, et al.; Adv. Exp. Med. Biol. 391, 367 (1996), Review Abstract
Characterization of the cell death process induced by staurosporine in human neuroblastoma cell lines: J. Boix, et al.; Neuropharmacology 36, 811 (1997) Abstract
Caspase-3-dependent cleavage of Bcl-2 promotes release of cytochrome c: D.G. Kirsch, et al.; J. Biol. Chem. 274, 21155 (1999) Abstract; Full Text
Molecular mechanism of staurosporine-induced apoptosis in osteoblasts: H.J. Chae, et al.; Pharmacol. Res. 42, 373 (2000) Abstract
Glycogen synthase kinase-3beta facilitates staurosporine- and heat shock-induced apoptosis. Protection by lithium: G.N. Bijur, et al.; J. Biol. Chem. 275, 7583 (2000) Abstract; Full Text
Dissociation of staurosporine-induced apoptosis from G2-M arrest in SW620 human colonic carcinoma cells: initiation of the apoptotic cascade is associated with elevation of the mitochondrial membrane potential (deltapsim): B.G. Heerdt, et al.; Cancer Res. 60, 6704 (2000) Abstract
Changes in mitochondrial membrane potential during staurosporine- induced apoptosis in Jurkat cells: J.L. Scarlett, et al.; FEBS Lett. 475, 267 (2000) Abstract
Equivalent death of P-glycoprotein expressing and nonexpressing cells induced by the protein kinase C inhibitor staurosporine: K.M. Tainton, et al.; BBRC 276, 231 (2000) Abstract
Caspase-8 activation and bid cleavage contribute to MCF7 cellular execution in a caspase-3-dependent manner during staurosporine-mediated apoptosis: D. Tang, et al.; J. Biol. Chem. 275, 9303 (2000) Abstract; Full Text
Insulin-stimulated protein kinase B phosphorylation on Ser-473 is independent of its activity and occurs through a staurosporine-insensitive kinase: M.M. Hill, et al.; J. Biol. Chem. 276, 25643 (2001) Abstract; Full Text
Single-cell fluorescence resonance energy transfer analysis demonstrates that caspase activation during apoptosis is a rapid process. Role of caspase-3: M. Rehm, et al.; J. Biol. Chem. 277, 24506 (2002) Abstract; Full Text
Related Products
Further Categories Containing This Product:
Antibiotics for Cell Cycle Research • CDK & Cyclin Inhibitors • PKC Inhibitors • Myosin Light Chain Kinase Inhibitors • Alkaloids • Staurosporine / Related Products • Antibiotics - Protein Kinase Inhibitors
 
 
ALX-380-027 Revised 09-May-08
K-252a
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKC Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-027-C100   100 µg 98.00 USD Add To Cart
ALX-380-027-C500   500 µg 290.00 USD Add To Cart
ALX-380-027-M001   1 mg 395.00 USD Add To Cart
Product Specification
FORMULA: C27H21N3O5
MW: 467.5
CAS NUMBER: 97161-97-2
SOURCE/HOST: Isolated from Nocardiopsis sp.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO, methanol or methylene chloride (5mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description
Alkaloid isolated from soil fungi. General, cell permeable protein kinase inhibitor. Potent inhibitor of Ca2+/calmodulin kinase II. Inhibits myosin light chain kinase, cAMP-dependent protein kinase (PKA), protein kinase C (PKC), and cGMP-dependent protein kinase (PKG). Induces apoptosis.
Product Specific Literature References
K-252a, a potent inhibitor of protein kinase C from microbial origin: H. Kase, et al.; J. Antibiot. (Tokyo) 39, 1059 (1986) Abstract
The structures of the novel protein kinase C inhibitors K-252a, b, c and d: T. Yasuzawa, et al.; J. Antibiot. (Tokyo) 39, 1072 (1986) Abstract
Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989), (Review) Abstract
K252a is a potent and selective inhibitor of phosphorylase kinase: L.H. Elliott, et al.; BBRC 171, 148 (1990) Abstract
Potent and preferential inhibition of Ca2+/calmodulin-dependent protein kinase II by K252a and its derivative, KT5926: Y. Hashimoto, et al.; BBRC 181, 423 (1991) Abstract
Differentiation of PC12 cells with K-ras: comparison with nerve growth factor: D.L. Simpson, et al.; J. Neurosci. Res. 28, 486 (1991) Abstract
K-252a inhibits nerve growth factor-induced trk proto-oncogene tyrosine phosphorylation and kinase activity: M.M. Berg, et al.; J. Biol. Chem. 267, 13 (1992) Abstract; Full Text
K-252 compounds: modulators of neurotrophin signal transduction: B. Knusel & F. Hefti; J. Neurochem. 59, 1987 (1992) Abstract
pp42/44MAP kinase is a component of the neurogenic pathway utilized by nerve growth factor in PC12 cells: E.D. Lloyd & M.W. Wooten; J. Neurochem. 59, 1099 (1992) Abstract
K-252a and staurosporine selectively block autophosphorylation of neurotrophin receptors and neurotrophin-mediated responses: S.H. Nye, et al.; Mol. Biol. Cell 3, 677 (1992) Abstract
K-252a and staurosporine promote choline acetyltransferase activity in rat spinal cord cultures: M.C. Glicksman, et al.; J. Neurochem. 61, 210 (1993) Abstract
Staurosporine-related compounds, K252a and UCN-01, inhibit both cPKC and nPKC: K. Mizuno, et al.; FEBS Lett. 330, 114 (1993) Abstract
Ecto-protein kinase and surface protein phosphorylation in PC12 cells: interactions with nerve growth factor: Z. Pawlowska, et al.; J. Neurochem. 60, 678 (1993) Abstract
Staurosporine, K-252a, and K-252b stabilize calcium homeostasis and promote survival of CNS neurons in the absence of glucose: B. Cheng, et al.; J. Neurochem. 62, 1319 (1994) Abstract
K252a and staurosporine microbial alkaloid toxins as prototype of neurotropic drugs: P. Lazarovici, et al.; Adv. Exp. Med. Biol. 391, 367 (1996), Review Abstract
Further Categories Containing This Product:
CAM Kinase Inhibitors • CDK & Cyclin Inhibitors • Myosin Light Chain Kinase Inhibitors • PKG Inhibitors • Alkaloids • Staurosporine / Related Products • PKA Inhibitors • Apoptosis Inducers & Inhibitors Other Products
 
 
ALX-380-029 Revised 20-Feb-08
K-252b
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKC Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-029-C100   100 µg 98.00 USD Add To Cart
ALX-380-029-C500   500 µg 295.00 USD Add To Cart
ALX-380-029-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C26H19N3O5
MW: 453.5
CAS NUMBER: 99570-78-2
SOURCE/HOST: Isolated from Nocardiopsis sp.
PURITY: ≥98% (HPLC)
APPEARANCE: Off-white to brown powder.
SOLUBILITY: Soluble in DMSO, dimethyl formamide or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description
General, cell permeable protein kinase inhibitor. Potent inhibitor of Ca2+/calmodulin kinase II. Inhibits myosin light chain kinase, cAMP- dependent protein kinase (PKA), protein kinase C (PKC), and cGMP-dependent protein kinase (PKG).
Product Specific Literature References
K-252b, c and d, potent inhibitors of protein kinase C from microbial origin: S. Nakanishi, et al.; J. Antibiot. (Tokyo) 39, 1066 (1986) Abstract
The structures of the novel protein kinase C inhibitors K-252a, b, c and d: T. Yasuzawa, et al.; J. Antibiot. 39, 1072 (1986) Abstract
Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Rüegg & G.M. Burgess; TIPS 10, 218 (1989), (Review) Abstract
Potent and preferential inhibition of Ca2+/calmodulin-dependent protein kinase II by K252a and its derivative, KT5926: Y. Hashimoto, et al.; BBRC 181, 423 (1991) Abstract
K-252b selectively potentiates cellular actions and trk tyrosine phosphorylation mediated by neurotrophin-3: B. Knusel, et al.; J. Neurochem. 59, 715 (1992) Abstract
K-252 compounds: modulators of neurotrophin signal transduction: B. Knusel & F. Hefti; J. Neurochem. 59, 1987 (1992) Abstract
Ecto-protein kinase and surface protein phosphorylation in PC12 cells: interactions with nerve growth factor: Z. Pawlowska, et al.; J. Neurochem. 60, 678 (1993) Abstract
Staurosporine, K-252a, and K-252b stabilize calcium homeostasis and promote survival of CNS neurons in the absence of glucose: B. Cheng, et al.; J. Neurochem. 62, 1319 (1994) Abstract
Further Categories Containing This Product:
Myosin Light Chain Kinase Inhibitors • CAM Kinase Inhibitors • PKG Inhibitors • Staurosporine / Related Products • Alkaloids • PKA Inhibitors
 
 
ALX-380-103 Revised 17-Jun-08
K-252c
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SYNONYMS Staurosporinone
Staurosporine Aglycone
PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKC Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-103-M001   1 mg 80.00 USD Add To Cart
ALX-380-103-M005   5 mg 320.00 USD Add To Cart
ALX-380-103-M100   100 mg Inquire
ALX-380-103-M500   500 mg Inquire
ALX-380-103-G001   1 g Inquire
Product Specification
FORMULA: C20H13N3O
MW: 311.4
CAS NUMBER: 85753-43-1
PURITY: ≥95%
APPEARANCE: Yellow crystalline solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Inhibitor of protein kinase C (PKC). Aglycone of staurosporine.
Product Specific Literature References
K-252b, c and d, potent inhibitors of protein kinase C from microbial origin: S. Nakanishi, et al.; J. Antibiot. 39, 1066 (1986) Abstract
The structures of the novel protein kinase C inhibitors K-252a, b, c and d: T. Yasuzawa, et al.; J. Antibiot. 39, 1072 (1986) Abstract
Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989) Abstract
Synthesis of the Staurosporine aglycon: C.J. Moody & K.F. Rahimtoola; J. Org. Chem. 57, 2105 (1992)
Non-glycosidic/non-aminoalkyl-substituted indolocarbazoles as inhibitors of protein kinase C: J. Kleinschroth, et al.; Bioorg. Med. Chem. Lett. 3, 1959 (1993)
Protein kinase C inhibitors; structure-activity relationships in K252c-related compounds: S. Fabre, et al.; Bioorg. Med. Chem. 1, 193 (1993) Abstract
Selective inhibition of protein kinase C isozymes by the indolocarbazole Go 6976: G. Martiny-Baron, et al.; J. Biol. Chem. 268, 9194 (1993) Abstract
Oxidative cyclisations with palladium acetate. A short synthesis of staurosporine aglycone: W. Harris, et al.; Tetrahedron Lett. 34, 8361 (1993)
Staurosporine aglycone (K252-c) and arcyriaflavin A from the marine ascidian, Eudistoma sp: P.A. Horton, et al.; Experientia 50, 843 (1994) Abstract
A facile synthesis of staurosporine aglycone: G. Xie& J.W. Lown; Tetrahedron Lett. 35, 5555 (1994)
Staurosporine, a potentially important gift from a microorganism: S. Omura, et al.; J. Antibiot. 48, 535 (1995) Abstract
A General Approach to the Synthesis of Bisindolylmaleimides: Synthesis of Staurosporine Aglycone: M.M. Faul et al.; Synthesis 1511 (1995)
Design and implementation of an efficient synthesis approach to furanosylated indolocarbazoles: total synthesis of (+)- and (-)-K252a: J.L. Wood, et al.; J. Am. Chem. Soc. 119, 9641 (1997)
Advances in indolo[2,3-a]carbazole chemistry: design and synthesis of protein kinase C and topoisomerase I inhibitors: U. Pindur, et al.; Curr. Med. Chem. 6, 29 (1999) Abstract
Synthesis of pyrrolidin-2-ones and of Staurosporine aglycon (K-252c) by intermolecular Michael reaction: S. Mahboobi, et al.; J. Org. Chem. 64, 4697 (1999)
Kinase inhibitors: not just for kinases anymore: S.L. McGovern & B.K. Shoichet; J. Med. Chem. 46, 1478 (2003) Abstract
A short synthesis of staurosporinone (K-252c): S.P. Gaudencio; Tetrahedron Lett. 44, 2577 (2003)
Biological targets of antitumor indolocarbazoles bearing a sugar moiety: M. Prudhomme; Curr. Med. Chem. Anticancer Agents 4, 509 (2004) Abstract
Staurosporine and rebeccamycin aglycones are assembled by the oxidative action of StaP, StaC, and RebC on chromopyrrolic acid: A.R. Howard-Jones & C.T. Walsh; J. Am. Chem. Soc. 128, 12289 (2006) Abstract
Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a: R.L. Hudkins, et al.; J. Med. Chem. 50, 433 (2007) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION Please also see our Product Flyer "K-252c - A Key Aglycone for Medicinal Chemistry".
Further Categories Containing This Product:
Staurosporine / Related Products • Alkaloids
 
 
ALX-380-206 Revised 19-Aug-08
UCN-02
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Staurosporine / Related Products
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-206-MC25   0.25 mg 85.00 USD Add To Cart
ALX-380-206-M001   1 mg 265.00 USD Add To Cart
Product Specification
FORMULA: C28H26N4O4
MW: 482.5
CAS NUMBER: 121569-61-7
RTECS: KC6600000
SOURCE/HOST: Isolated from Streptomyces sp. MST-AS5345.
PURITY: ≥98% (HPLC)
APPEARANCE: White to pale yellow solid.
SOLUBILITY: Soluble in ethyl acetate, 100% ethanol, dimethyl formamide or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description
Inhibitor of protein kinase C (PKC) and protein kinase A (PKA). Although less selective than its isomer UCN-01 (Prod. No. ALX-380-222), UCN-02 exhibits comparable activity and probably acts by similar mechanisms.
Product Specific Literature References
[1] UCN-01 and UCN-02, new selective inhibitors of protein kinase C. II. Purification, physico-chemical properties, structural determination and biological activities: I. Takahashi, et al.; J. Antibiot. (Tokyo) 42, 571 (1989) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION Note: Some interconversion of UCN-02 to UCN-01 may occur under acidic HPLC conditions (see [1]).
Further Categories Containing This Product:
Antitumor Antibiotics • CDK & Cyclin Inhibitors • PKC Inhibitors • Antibiotics for Cell Cycle Research • Antibiotics - Protein Kinase Inhibitors • Alkaloids • Antibiotics - Apoptosis Inducers & Inhibitors • Cell Cycle Blockers & Inhibitors / Related Products
 
 
ALX-380-210 Revised 08-Apr-08
7-Oxostaurosporine