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Natural Products - Signal Transduction Pathway Modulators
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ALX-350-003 Revised 23-May-08
Okadaic acid (high purity)
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SYNONYMS Halochondrine A (high purity)
9,10-Deepithio-9,10-didehydroacanthifolicin (high purity)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Okadaic Acids
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-003-C025   25 µg 60.00 USD Add To Cart
ALX-350-003-C050   50 µg 110.00 USD Add To Cart
ALX-350-003-C100   100 µg 180.00 USD Add To Cart
ALX-350-003-M001   1 mg 990.00 USD Add To Cart
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Product Specification
FORMULA: C44H68O13
MW: 805.0
CAS NUMBER: 78111-17-8
MERCK INDEX: 14: 6819
RTECS: AA8227800
SOURCE/HOST: Isolated from Prorocentrum concavum by preparative flash, medium pressure and high performance liquid chromatography.
PURITY: ≥98% (HPLC)
APPEARANCE: White crystalline solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol or methanol (1mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Use only fresh solutions.
HANDLING: Protect from light. Packaged under inert gas.
HAZARD: MAY BE CARCINOGENIC. HIGHLY IRRITANT. TOXIC.

Product Description
Potent inhibitor of protein phosphatases 1 (PP1) and 2A (PP2A) in numerous cell types. Does not affect activity of acid phosphatase, alkaline phosphatase and tyrosine phosphatase. Non-phorbol type tumor promoter. Induces apoptosis in human breast carcinoma cells (MB-231 and MCF-7) and in myeloid cells, but inhibits glucocorticoid-induced apoptosis in T cell hybridomas. Tumor promoter. Has shown contractile effect on smooth muscle and heart muscle. Significantly increases cyclin B1 expression in adult neurons.
Product Specific Literature References
Okadaic acid: an additional non-phorbol-12-tetradecanoate-13-acetate- type tumor promoter: M. Suganuma, et al.; PNAS 85, 1768 (1988) Abstract
Protein phosphatases come of age: P. Cohen & P.T.W. Cohen; J. Biol. Chem. 264, 21435 (1989) Abstract; Full Text
The structure and regulation of protein phosphatases: P. Cohen; Ann. Rev. Biochem. 58, 453 (1989) Abstract
Effects of the tumour promoter okadaic acid on intracellular protein phosphorylation and metabolism: T.A. Haystead, et al.; Nature 337, 78 (1989) Abstract
Okadaic acid: a new probe for the study of cellular regulation: P. Cohen, et al.; TIPS 15, 98 (1990), (Review) Abstract
Nonphorbol tumor promoters okadaic acid and calyculin-A induce membrane translocation of protein kinase C: R. Gopalakrishna, et al.; BBRC 189, 950 (1992) Abstract
Protein phosphatase inhibitors okadaic acid and calyculin A alter cell shape and F-actin distribution and inhibit stimulus-dependent increases in cytoskeletal actin of human neutrophils: P. Kreienbuehl, et al.; Blood 80, 2911 (1992) Abstract
Site-specific dephosphorylation of smooth muscle myosin light chain kinase by protein phosphatases 1 and 2A: M. Nomura, et al.; Biochemistry 31, 11915 (1992) Abstract
Inhibition of apoptosis in human tumour cells by okadaic acid: Q. Song, et al.; J. Cell Physiol. 153, 550 (1992) Abstract
Okadaic acid enhances human T cell activation and phosphorylation of an internal substrate induced by phorbol myristate acetate: Y. Tada, et al.; Immunopharmacol. 24, 17 (1992) Abstract
Okadaic acid inhibits glucocorticoid-induced apoptosis in T cell hybridomas at its late stage: Y. Ohoka, et al.; BBRC 197, 916 (1993) Abstract
Multiple apoptotic death types triggered through activation of separate pathways by cAMP and inhibitors of protein phosphatases in one (IPC leukemia) cell line: B.T. Gjertsen, et al.; J. Cell. Sci. 107, 3363 (1994) Abstract
Differential induction of apoptosis in human breast tumor cells by okadaic acid and related inhibitors of protein phosphatases 1 and 2A: K. Kiguchi, et al.; Cell Growth Differentiation 5, 995 (1994) Abstract
Unique features of the okadaic acid activity class of tumor promoters: H. Fujiki & M. Suganuma; J. Cancer Res. Clin. Oncol. 125, 150 (1999), Review Abstract
Okadaic acid: the archetypal serine/threonine protein phosphatase inhibitor: A.B. Dounay & C.J. Forsyth; Curr. Med. Chem. 9, 1939 (2002), Review Abstract
Mechanism of Ca2+-mediated regulation of NDR protein kinase through autophosphorylation and phosphorylation by an upstream kinase: R. Tamaskovic, et al.; J. Biol. Chem. 278, 6710 (2003) Abstract; Full Text
Okadaic acid induced cyclin B1 expression and mitotic catastrophe in rat cortex: B. Chen, et al.; Neurosci. Lett. 406, 178 (2006) Abstract
 
 
ALX-350-010 Revised 02-Apr-08
Okadaic acid . ammonium salt (high purity)
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SYNONYMS Halochondrine A . Na (high purity)
9,10-Deepithio-9,10-didehydroacanthifolicin . Na (high purity)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Okadaic Acids
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-010-C025   25 µg 55.00 USD Add To Cart
ALX-350-010-C100   100 µg 145.00 USD Add To Cart
ALX-350-010-M001   1 mg 980.00 USD Add To Cart
Product Specification
FORMULA: C44H67O13 . NH4
MW: 804.0 . 18.0
CAS NUMBER: 155716-06-6
SOURCE/HOST: Isolated from Prorocentrum concavum by preparative flash, medium pressure and high performance liquid chromatography. Salt form generated in aqueous ammonium hydroxide-methanol solution.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol, methanol, acetone, ethyl acetate or distilled water. Dissolve first in organic solvent before diluting in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Packaged under inert gas. Protect from light.
HAZARD: TOXIC. MAY BE CARCINOGENIC. HIGHLY IRRITANT.

Product Description
Salt form of okadaic acid (Prod. No. ALX-350-003), with slightly greater stability than the free acid after it is put into stock solution (in organic solvents). Potent inhibitor of protein phosphatase 1 (PP1) and 2A (PP2A). Potent tumor promotor and neurotoxin.
 
 
ALX-350-063 Revised 22-Aug-08
Okadaic acid . potassium salt (high purity)
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SYNONYMS Halochondrine A . K (high purity)
9,10-Deepithio-9,10-didehydroacanthifolicin . K (high purity)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Okadaic Acids
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-063-C050   50 µg 90.00 USD Add To Cart
ALX-350-063-C100   100 µg 140.00 USD Add To Cart
ALX-350-063-M001   1 mg 990.00 USD Add To Cart
Product Specification
FORMULA: C44H67O13 . K
MW: 804.0 . 39.1
CAS NUMBER: 155751-72-7
SOURCE/HOST: Isolated from Prorocentrum concavum.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol, methanol, acetone, ethyl acetate or distilled water. Dissolve first in organic solvent before diluting in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light. Packaged under inert gas.
HAZARD: TOXIC. MAY BE CARCINOGENIC. HIGHLY IRRITANT.

Product Description
Salt form of okadaic acid (Prod. No. ALX-350-003), with slightly greater stability than the free acid after it is put into stock solution (in organic solvents). Potent inhibitor of protein phosphatase 1 (PP1) and 2A (PP2A). Potent tumor promotor and neurotoxin.
General Information
BACKGROUND/TECHNICAL INFORMATION Isolated from Prorocentrum concavum by preparative flash, low pressure and high performance liquid chromatography. Salt form generated in aqueous potassium hydroxide - methanol solution.
 
 
ALX-350-011 Revised 10-Apr-08
Okadaic acid . sodium salt (high purity)
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SYNONYMS Halochondrine A . sodium salt (high purity)
9,10-Deepithio-9,10-didehydroacanthifolicin . sodium salt (high purity)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Okadaic Acids
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-011-C025   25 µg 58.00 USD Add To Cart
ALX-350-011-C100   100 µg 160.00 USD Add To Cart
ALX-350-011-M001   1 mg 980.00 USD Add To Cart
Product Specification
FORMULA: C44H67O13 . Na
MW: 804.0 . 23.0
CAS NUMBER: 209266-80-8
SOURCE/HOST: Isolated from Prorocentrum concavum by preparative flash, medium pressure and high performance liquid chromatography. Salt form generated in aqueous sodium hydroxide-methanol solution.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (1mg/ml), 100% ethanol, methanol, acetone, ethyl acetate or distilled water. Dissolve first in organic solvent before diluting in water. 
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: HIGHLY IRRITANT. MAY BE CARCINOGENIC. TOXIC.

Product Description
Salt form of okadaic acid (Prod. No. ALX-350-003), with slightly greater stability than the free acid after it is put into stock solution (in organic solvents). Potent inhibitor of protein phosphatase 1 (PP1) and 2A (PP2A). Potent tumor promotor and neurotoxin.
 
 
ALX-270-109 Revised 14-Apr-08
Ophiobolin A
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SYNONYMS Cochliobolin A
Ophiobalin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-270-109-MC01   0.1 mg 50.00 USD Add To Cart
ALX-270-109-M001   1 mg 220.00 USD Add To Cart
Product Specification
FORMULA: C25H36O4
MW: 400.6
CAS NUMBER: 4611-05-6
RTECS: RL1576000
SOURCE/HOST: Isolated from Bipolaris leersia MST-FP107.
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in dimethyl formamide, DMSO, 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: HARMFUL.

Product Description
Cell permeable antagonist of calmodulin. Inhibits Ca2+/calmodulin-dependent phosphodiesterase. Inhibits P-glycoprotein-mediated transport. Exhibits antibacterial, antitumor and nematocidal activities. Phytotoxic.
Product Specific Literature References
The structure of ophiobolin, a C25 terpenoid having a novel skeleton: S. Nozoe, et al.; JACS 87, 4968 (1965) Abstract
The constitution of cochliobolin: L. Canonica, et al.; THL 7, 1211 (1966)
Ophiobolin A. A natural product inhibitor of calmodulin: P.C. Leung, et al.; J. Biol. Chem. 259, 2742 (1984) Abstract; Full Text
Role of Calmodulin Inhibition in the Mode of Action of Ophiobolin A: P.C. Leung, et al.; Plant Physiol. 77, 303 (1985) Abstract; Full Text
Characterization of the interaction of ophiobolin A and calmodulin: P.C. Leung, et al.; Int. J. Biochem. 20, 1351 (1988) Abstract
Microbial metabolites of ophiobolin A and antimicrobial evaluation of ophiobolins: E. Li, et al.; J. Nat. Prod. 58, 74 (1995) Abstract
The biology of ophiobolins: T.K. Au, et al.; Life Sci. 67, 733 (2000), Review Abstract
Calmodulin and lipid binding to synaptobrevin regulates calcium-dependent exocytosis: S. Quetglas, et al.; EMBO J. 21, 3970 (2002) Abstract; Full Text
Herbicidal potential of ophiobolins produced by Drechslera gigantea: A. Evidente, et al.; J. Agric. Food Chem. 54, 1779 (2006) Abstract
Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products: N. Yoshida, et al.; Food Chem. Toxicol. 44, 2033 (2006) Abstract
 
 
ALX-350-338 Revised 16-Jun-08
Ophiobolin B
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SYNONYMS Cochliobolin B
Zizanin B
Ophiobolsin A
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-338-M001   1 mg 330.00 USD Add To Cart
Product Specification
FORMULA: C25H38O4
MW: 402.6
CAS NUMBER: 5601-74-1
SOURCE/HOST: Isolated from Bipolaris leersia MST-FP107.
APPEARANCE: White to off-white solid.
FORMULATION: ≥95% (HPLC)
SOLUBILITY: Soluble in 100% ethanol, methanol, dimethyl formamide or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Originally isolated from Helminthosporium sp. Inhibitor of calmodulin action in calcium regulation. Exhibits antibacterial, antitumor and nematocidal activities.
Product Specific Literature References
The structure of ophiobolin, a C25 terpenoid having a novel skeleton: S. Nozoe, et al.; JACS 87, 4968 (1965) Abstract
Microbial metabolites of ophiobolin A and antimicrobial evaluation of ophiobolins: E. Li, et al.; J. Nat. Prod. 58, 74 (1995) Abstract
The biology of ophiobolins: T.K. Au, et al.; Life Sci. 67, 733 (2000), (Review) Abstract
 
 
ALX-350-066 Revised 14-Nov-07
Ouabain . octahydrate
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SYNONYMS Strophanthin G
3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11α-14,19-penta-hydroxycard-20(22)-enolide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-066-M100   100 mg 20.00 USD Add To Cart
Product Specification
FORMULA: C29H44O12 . 8H2O
MW: 584.6 . 144.2
CAS NUMBER: 630-60-4
MERCK INDEX: 14: 6901
PURITY: ≥98%
APPEARANCE: White solid.
SOLUBILITY: Soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Selective inhibitor of Na+- and K+-dependent ATPases.
Product Specific Literature References
Subacute noradrenergic agonist infusions in vivo increase Na+, K+- ATPase and ouabain binding in rat cerebral cortex: A.C. Swann & J.D. Steketee; J. Neurochem. 52, 1598 (1989) Abstract
Actions of bufalin and cinobufotalin, two bufadienolides respectively more active and less active than ouabain, on ouabain binding and 86Rb uptake by human erythrocytes: A.A. Brownlee, et al.; Clin. Sci. (Lond.) 78, 169 (1990) Abstract
Subchronic methamphetamine treatment enhances ouabain-induced striatal dopamine efflux in vivo: A. Kanzaki, et al.; Brain Res. 569, 181 (1992) Abstract
Resting membrane potential and potassium currents in cultured parasympathetic neurones from rat intracardiac ganglia: Z.J. Xu & D.J. Adams; J. Physiol. 456, 405 (1992) Abstract
Allosteric regulation of the access channels to the Rb+ occlusion sites of (Na+ + K+)-ATPase: J. Hasenauer, et al.; J. Biol. Chem. 268, 3289 (1993) Abstract; Full Text
Charge movement by the Na/K pump in Xenopus oocytes: R.F. Rakowski; J. Gen. Physiol. 101, 117 (1993) Abstract
Cardiotonic steroids differentially affect intracellular Na+ and [Na+]i/[K+]i-independent signaling in C7-MDCK cells: O.A. Akimova, et al.; J. Biol. Chem. 280, 832 (2005) Abstract
Vascular endothelium as a target for endogenous ouabain: studies on the effect of ouabain on human endothelial cells: L. Trevisi, et al.; Cell. Mol. Biol. 52, 64 (2006), (Review) Abstract
Na+,K+-ATPase and hormone ouabain:new roles for an old enzyme and an old inhibitor: R.G. Contreras, et al.; Cell. Mol. Biol. 52, 31 (2006), (Review) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products
 
 
ALX-350-301 Revised 14-May-07
Oxaspirodion
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - NF-kB Pathway Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-301-MC05   0.5 mg 290.00 USD Add To Cart
Product Specification
FORMULA: C13H14O5
MW: 250.3
SOURCE/HOST: Isolated from Chaetomium subspirale.
APPEARANCE: Orange to brown oil.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C