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ALX-350-291 Revised 19-Oct-07
Hymenidin
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SYNONYMS 2-Debromooroidin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cell Cycle Research
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ALX-350-291-M001   1 mg 230.00 USD Add To Cart
Product Specification
FORMULA: C11H12BrN5O
MW: 310.2
CAS NUMBER: 107019-95-4
SOURCE/HOST: Isolated from Hymeniacidon sp.
PURITY: ≥95%
APPEARANCE: Amorphous solid.
SOLUBILITY: Soluble in DMSO or 100 % ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: TOXIC. CYTOTOXIC.

Product Description
Antagonist of serotonergic receptors. Inhibitor of CDK5/p25 (IC50=4µM) and GSK-3β (IC50=12µM). 
Product Specific Literature References
A novel antagonist of serotonergic receptors, hymenidin, isolated from the Okinawan marine sponge Hymeniacidon sp: J. Kobayashi, et al.; Experientia 42, 1176 (1986) Abstract
Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent: L. Meijer, et al.; Chem. Biol. 7, 51 (2000)
Brominated pyrrole alkaloids from marine Agelas sponges reduce depolarization-induced cellular calcium elevation: U. Bickmeyer, et al.; Toxicon. 44, 45 (2004) Abstract
Marine compounds for the therapeutic treatment of neurological disorders: D. Alonso, et al.; Expert Opininon on Therapeutic Patents 15, 1377 (2005)
 
 
ALX-350-157 Revised 18-Feb-08
Isofistularin-3
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Alkaloids
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ALX-350-157-M001   1 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C31H30Br6N4O11
MW: 1114.0
CAS NUMBER: 87099-50-1
SOURCE/HOST: Isolated from Aplysina aerophoba.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white amorphous solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR.

Product Description
Cytotoxic alkaloid. Shows antibiotic properties. Inhibits cell growth in vitro.
Product Specific Literature References
The bromo-compounds of the true sponge Verongia aerophoba: G. Cimino, et al.; Tetrahedron Lett. 24, 3029 (1983)
Antibiotic and cytotoxic activity of brominated compounds from the marine sponge Verongia aerophoba: R. Teeyapant, et al.; Z. Naturforsch. 48, 939 (1993) Abstract
Two unprecedented dibromotyrosine-derived alkaloids from the Brazilian endemic marine sponge Aplysina caissara: B.M. Saeki, et al.; J. Nat. Prod. 65, 796 (2002) Abstract
Chemical defense of Mediterranean sponges Aplysina cavernicola and Aplysina aerophoba: C. Thoms, et al.; Z. Naturforsch. 59, 113 (2004) Abstract
Stereochemical heterogeneity in Verongid sponge metabolites. Absolute stereochemistry of (+)-fistularin-3 and (+)-11-epi-fistularin-3 by microscale LCMS-Marfey’s analysis: E.W. Rogers, et al.; J. Nat. Prod. 68, 891 (2005) Abstract
Antimycobacterial brominated metabolites from two species of marine sponges: M.F. de Oliveira, et al.; Planta Med. 72, 437 (2006) Abstract
Further Categories Containing This Product:
Natural Products with Antibiotic ActivityMarine Natural Products
 
 
ALX-350-035 Revised 14-Nov-07
Isotetrandrine
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SYNONYMS Berbamine methyl ether
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-035-M001   1 mg 65.00 USD Add To Cart
Product Specification
FORMULA: C38H42N2O6
MW: 622.8
CAS NUMBER: 477-57-6
RTECS: NX7285000
PURITY: ≥98%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Alkaloid inhibitor of G-protein mediated activation of phospholipase A2 (PLA2) but not phospholipase C or D.
Product Specific Literature References
Total syntheses of optically active natural isotetrandrine, phaeanthine and tetrandrine
:
Y. Inubushi, et al.; Tetrahedron Lett. 30, 3399 (1968) Abstract
Suppressive effect of biscoclaurine alkaloids on agonist-induced activation of phospholipase A2 in rabbit platelets: T. Hashizume, et al.; Biochem. Pharmacol. 41, 419 (1991) Abstract
Biscoclaurine alkaloids inhibit receptor-mediated phospholipase A2 activation probably through uncoupling of a GTP-binding protein from the enzyme in rat peritoneal mast cells: S. Akiba, et al.; Biochem. Pharmacol. 44, 45 (1992) Abstract
Inhibition of membrane tubule formation and trafficking by isotetrandrine, an antagonist of G-protein-regulated phospholipase A2 enzymes: D. Chan, et al.; Mol. Biol. Cell 15, 1871 (2004) Abstract
Further Categories Containing This Product:
PLA2 InhibitorsAlkaloids
 
 
ALX-350-378 Revised 19-Aug-08 New product
Jervine
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SYNONYMS (3β,23β)-17,23-Epoxy-3-hydroxyveratraman-11-one
11-Ketocyclopamine
PRODUCT LINE Signal Transduction
PRODUCT CATEGORY Hedgehog [Hh] Signalling Pathway
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ALX-350-378-M001   1 mg 90.00 USD Add To Cart
ALX-350-378-M005   5 mg 360.00 USD Add To Cart
Product Specification
FORMULA: C27H39NO3
MW: 425.6
CAS NUMBER: 469-59-0
MERCK INDEX: 14: 5264
RTECS: WG9700000
PURITY: ≥98% (TLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (5mg/ml), 100% ethanol (10mg/ml) or dimethyl formamide (6mg/ml). Slight warming may be required.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for up to 3 months when stored at -20°C.
HANDLING: After reconstitution, prepare aliquots and store at -20°C.
HAZARD: HARMFUL. MAY BE TERATOGENIC.

Product Description
Cell permeable steroidal alkaloid. Structurally similar to cyclopamine (Prod. No. ALX-430-159). Inhibits the sonic hedgehog pathway (shh) by interacting with smoothened. Tomatidine (Prod. No. ALX-430-377) is a useful negative control.
Product Specific Literature References
Teratogen-mediated inhibition of target tissue response to Shh signaling: M.K. Cooper, et al.; Science 280, 1603 (1998) Abstract
Cyclopamine inhibition of Sonic hedgehog signal transduction is not mediated through effects on cholesterol transport: J.P. Incardona, et al.; Dev. Biol. 224, 440 (2000) Abstract
Prx1 and Prx2 are upstream regulators of sonic hedgehog and control cell proliferation during mandibular arch morphogenesis: D. ten Berge, et al.; Development 128, 2929 (2001) Abstract; Full Text
Cyclopamine and jervine in embryonic rat tongue cultures demonstrate a role for Shh signaling in taste papilla development and patterning: fungiform papillae double in number and form in novel locations in dorsal lingual epithelium: C.M. Mistretta, et al.; Dev. Biol. 254, 1 (2003) Abstract
Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basal cell carcinoma-like lesions: J.A. Williams, et al.; PNAS 100, 4616 (2003) Abstract; Full Text
A defective response to Hedgehog signaling in disorders of cholesterol biosynthesis: M.K. Cooper, et al.; Nat. Genet. 33, 508 (2003) Abstract
Further Categories Containing This Product:
Alkaloids
 
 
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
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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 ProductsAlkaloids
 
 
ALX-380-027 Revised 09-May-08
K-252a
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKC Inhibitors
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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
 
 
ALX-380-029 Revised 20-Feb-08
K-252b
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKC Inhibitors
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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
 
 
ALX-350-351 Revised 08-Feb-08
Komarovidine
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SYNONYMS 3-(Quinolin-8’-yl)-5,6-dihydro-β-carboline
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Alkaloids
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ALX-350-351-M001   1 mg 90.00 USD Add To Cart
ALX-350-351-M005   5 mg 360.00 USD Add To Cart
Product Specification
FORMULA: C20H15N3
MW: 297.4
CAS NUMBER: 76971-22-7
SOURCE/HOST: Synthetic. Originally isolated from Nitraria komarovii.
PURITY: ≥98% (HPLC)
SOLUBILITY: Soluble in DMSO or dichloromethane.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description
Alkaloid.
Product Specific Literature References
Alkaloids of Nitraria komarovii. IV. Total synthesis of komarovine and komarovidine: T.S. Tulyaganov, et al.; Chem. Nat. Comp. 17, 149 (1981)
Alkaloids of Nitraria komarovii. N-Allylnitrarine and komarovidine N-oxide: T.S. Tulyaganov & O.E. Makhmudov; Chem. Nat. Comp. 36, 396 (2000)
 
 
ALX-270-075 Revised 08-Oct-08
KT5720
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PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PKA Inhibitors
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ALX-270-075-C100   100 µg