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ALX-350-287 Revised 17-Nov-08
Bistheonellide A
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SYNONYMS Misakinolide A
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-287-C100   100 µg 470.00 USD Add To Cart
Product Specification
FORMULA: C74H128O20
MW: 1337.8
CAS NUMBER: 105304-96-9
SOURCE/HOST: Isolated from the marine sponge Theonella sp.
PURITY: ≥80% (HPLC)
SOLUBILITY: Soluble in methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HAZARD: TOXIC.

Product Description
Inhibits actin polymerization by forming a 1:2 complex with G-actin.
Product Specific Literature References
Cellular changes of rat embryonic fibroblasts by an actin-polymerization inhibitor, bistheonellide A, from a marine sponge: S. Watabe, et al.; Cell. Struct. Func. 21, 199 (1996) Abstract
Misakinolide A is a marine macrolide that caps but does not sever filamentous actin: D.R. Terry, et al.; J. Biol. Chem. 272, 7841 (1997) Abstract
Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A: S.Y. Saito, et al.; J. Biochem. (Tokyo) 123, 571 (1998) Abstract
Use of the F-actin-binding drugs, misakinolide A and swinholide A: M.R. Bubb & I. Spector; Meth. Enzymol. 298, 26 (1998) Abstract
A novel structure involved in the formation of liver endothelial cell fenestrae revealed by using the actin inhibitor misakinolide: F. Braet, et al.; PNAS 95, 13635 (1998) Abstract
Effects of Bistheonellide A, an Actin-polymerization Inhibitor, on Chinese Hamster V79 Cells and on IL-8 Production in PMA-stimulated HL-60 Cells: T. Oda, et al.; Mar. Drugs 4, 22 (2006)
Further Categories Containing This Product:
Actin / Related Products • Marine Natural Products
 
 
ALX-380-012 Revised 16-Jun-08
Cytochalasin B
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SYNONYMS Phomin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics for Cytoskeletal Research
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-012-M001   1 mg 35.00 USD Add To Cart
ALX-380-012-M005   5 mg 90.00 USD Add To Cart
ALX-380-012-M025   25 mg 380.00 USD Add To Cart
Product Specification
FORMULA: C29H37NO5
MW: 479.6
CAS NUMBER: 14930-96-2
MERCK INDEX: 14: 2790
SOURCE/HOST: Isolated from Drechslera dematoidea.
PURITY: ≥98%
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Antibiotic. Cell permeable mycotoxin. Inhibits cytoplasmic division by blocking the formation of contractile microfilaments. Shortens actin filaments by blocking monomer addition at the fast-growing end of polymers. Inhibits glucose transport and platelet aggregation. Blocks adenosine-induced apoptotic body formation without affecting activation of endogenous ADP-ribosylation in leukemia HL-60 cells.
Product Specific Literature References
Cytochalasin B: effects on cell morphology, cell adhesion, and mucopolysaccharide synthesis (cultured cells-contractile microfilaments-glycoproteins-embryonic cells-sorting-out): J.W. Sanger & H. Holtzer; PNAS 69, 253 (1972) Abstract
Cytochalasin B: inhibition of glucose and glucosamine transport: R.D. Ebstensen & P.G. Plagemann; PNAS 69, 1430 (1972) Abstract
Effects of cytochalasin B on endocytosis and exocytosis: P. Davies & A.C. Allison; Front. Biol. 46, 143 (1978), Review Abstract
Effect of cytochalasin B on glucose uptake, utilization, oxidation and insulinotropic action in tumoral insulin-producing cells: W.J. Malaisse, et al.; Cell Biochem. Funct. 5, 183 (1987) Abstract
Apoptosis induced by adenosine in human leukemia HL-60 cells: Y. Tanaka, et al.; Exp. Cell Res. 213, 242 (1994) Abstract
Cytochalasin B may shorten actin filaments by a mechanism independent of barbed end capping: P.A. Theodoropoulos, et al.; Biochem. Pharmacol. 47, 1875 (1994) Abstract
The inhibition of GLUT1 glucose transport and cytochalasin B binding activity by tricyclic antidepressants: H.B. Pinkofsky, et al.; Life Sci. 66, 271 (2000) Abstract
Further Categories Containing This Product:
Apoptosis Inducers & Inhibitors Other Products • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • Microtubule Modulators • Alkaloids • Actin / Related Products
 
 
ALX-350-053 Revised 03-Apr-08
Cytochalasin B, Dihydro-
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics for Cytoskeletal Research
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ALX-350-053-M001   1 mg 285.00 USD Add To Cart
Product Specification
FORMULA: C29H39NO5
MW: 481.6
CAS NUMBER: 39156-67-7
MERCK INDEX: 14: 2790
SOURCE/HOST: Semisynthetic. Derived from cytochalasin B (Prod. No. ALX-380-012), which was isolated from Drechslera dematoidea.
PURITY: ≥98%
APPEARANCE: White solid.
SOLUBILITY: Soluble in or acetone, DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Used as tool in cytological research and in characterization of polymerization properties of actin.
Product Specific Literature References
Dihydrocytochalasin B. Biological effects and binding to 3T3 cells: S.J. Atlas & S. Lin; J. Cell. Biol. 76, 360 (1978) Abstract
Microfilament modification by dihydrocytochalasin B causes retinoic acid-modulated chondrocytes to reexpress the differentiated collagen phenotype without a change in shape: P.D. Benya, et al.; J. Cell Biol. 106, 161 (1988) Abstract
Dihydrocytochalasin B enhances transforming growth factor-beta-induced reexpression of the differentiated chondrocyte phenotype without stimulation of collagen synthesis: P.D. Benya & S.R. Padilla; Exp. Cell Res. 204, 268 (1993) Abstract
Complex regulation of human neutrophil activation by actin filaments: dihydrocytochalasin B and botulinum C2 toxin uncover the existence of multiple cation entry pathways: K. Wenzel-Seifert, et al.; J. Leukoc. Biol. 61, 703 (1997) Abstract
Further Categories Containing This Product:
Microtubule Modulators • Actin / Related Products • Alkaloids
 
 
ALX-380-062 Revised 03-Apr-08
Cytochalasin E
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics for Cytoskeletal Research
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ALX-380-062-M001   1 mg 40.00 USD Add To Cart
ALX-380-062-M005   5 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C28H33NO7
MW: 495.6
CAS NUMBER: 36011-19-5
MERCK INDEX: 14: 2790
SOURCE/HOST: Isolated from Aspergillus clavatus.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Antibiotic. Inhibits angiogenesis and tumor growth. Depolymerizes actin filaments.
Product Specific Literature References
Inhibition of actin polymerization in blood platelets by cytochalasins: J.E. Fox & D.R. Phillips; Nature 292, 650 (1981) Abstract
Cytochalasin-E-Resistant Mutants of Coprinus cinereus: Isolation and Genetic, Biochemical, and Cytological Analyses: M. Tsukamoto, et al.; Fungal Genet. Biol. 20, 52 (1996) Abstract
Cytochalasin E, an epoxide containing Aspergillus-derived fungal metabolite, inhibits angiogenesis and tumor growth: T. Udagawa, et al.; J. Pharmacol. Exp. Ther. 294, 421 (2000) Abstract
Depolymerization of actin filament by cytochalasin E induces interleukin-8 production and up-regulates CD54 in the HeLa epithelial cell line: N. Ikewaki, et al.; Microbiol. Immunol. 47, 775 (2003) Abstract
Further Categories Containing This Product:
Interleukins Other Products • Antibiotics for Angiogenesis Research • Antitumor Antibiotics • Microtubule Modulators • Alkaloids • Actin / Related Products
 
 
ALX-350-357 Revised 05-Apr-08
Hurghadolide A
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-357-C010   10 µg 120.00 USD Add To Cart
Product Specification
FORMULA: C76H130O20
MW: 1363.9
SOURCE/HOST: Isolated from marine sponge Theonella swinhoei.
PURITY: ≥98% (HPLC)
APPEARANCE: Colorless oil.
SOLUBILITY: Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description

Cytotoxic. Disrupts the actin cytoskeleton. Antifungal.
Product Specific Literature References
Hurghadolide A and swinholide I, potent actin-microfilament disrupters from the Red Sea sponge Theonella swinhoei: D.T. Youssef & S.L. Mooberry; J. Nat. Prod. 69, 154 (2006) Abstract
General Literature References
Marine natural products. XXIII. Three new cytotoxic dimeric macrolides, swinholides B and C and isoswinholide A, congeners of swinholide A, from the Okinawan marine sponge Theonella swinhoei: M. Kobayashi, et al. ; Chem. Pharm. Bull. (Tokyo) 38, 2960 (1990) Abstract
Marine natural products. XXXI. Structure-activity correlation of a potent cytotoxic dimeric macrolide swinholide A, from the Okinawan marine sponge Theonella swinhoei, and its isomers: M. Kobayashi, et al.; Chem. Pharm. Bull. (Tokyo) 42, 19 (1994) Abstract
Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments: M.R. Bubb, et al.; J. Biol. Chem. 270, 3463 (1995) Abstract; Full Text
Two classes of metabolites from Theonella swinhoei are localized in distinct populations of bacterial symbionts: C.A. Bewley, et al.; Experientia 52, 716 (1996) Abstract
Autoregulation of actin synthesis responds to monomeric actin levels: A. Lyubimova, et al.; J. Cell. Biochem. 65, 469 (1997) Abstract
Misakinolide A is a marine macrolide that caps but does not sever filamentous actin: D.R. Terry, et al.; J. Biol. Chem. 272, 7841 (1997) Abstract; Full Text
Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A: S.Y. Saito, et al.; J. Biochem. 123, 571 (1998) Abstract
Structural basis of swinholide A binding to actin: V.A. Klenchin, et al.; Chem. Biol. 12, 187 (2005) Abstract; Full Text
Related Products
Further Categories Containing This Product:
Natural Products - Antifungal Agents • Actin / Related Products • Marine Natural Products
 
 
ALX-350-275 Revised 04-Aug-08 New product
Jasplakinolide
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SYNONYMS Jaspamide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-275-C050   50 µg 150.00 USD Add To Cart
ALX-350-275-C100   100 µg 250.00 USD Add To Cart
Product Specification
FORMULA: C36H45BrN4O6
MW: 709.7
CAS NUMBER: 102396-24-7
SOURCE/HOST: Isolated from Jaspis splendens.
PURITY: ≥97% (HPLC)
APPEARANCE: Off-white to yellow solid.
SOLUBILITY: Soluble in 100% ethanol, 83% methanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: HARMFUL.
IDENTITY: Identity determined by MS.

Product Description
Cell permeable F-actin probe. Induces actin polymerization. Completely inhibits the binding of phalloidin to F-actin. Antifungal and anti-proliferative agent.
Product Specific Literature References
New class of antifungal agents: jasplakinolide, a cyclodepsipeptide from the marine sponge, Jaspis species: V.R. Scott, et al.; Antimicrob. Agents Chemother. 32, 1154 (1988) Abstract
In vitro screening of crude extracts and pure metabolites obtained from marine invertebrates for the treatment of breast cancer: J. Stingl, et al.; Cancer Chemother. Pharmacol. 30, 401 (1992) Abstract
Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin: M.R. Bubb, et al.; J. Biol. Chem. 269, 14869 (1994) Abstract; Full Text
Growth modulation and differentiation of acute myeloid leukemia cells by jaspamide: I. Fabian, et al.; Exp. Hematol. 23, 583 (1995) Abstract
Jasplakinolide's inhibition of the growth of prostate carcinoma cells in vitro with disruption of the actin cytoskeleton: A.M. Senderowicz, et al.; J. Natl. Cancer Inst. 87, 46 (1995) Abstract
Jasplakinolide: interaction with radiation and hyperthermia in human prostate carcinoma and Lewis lung carcinoma: H. Takeuchi, et al.; Cancer Chemother. Pharmacol. 42, 491 (1998) Abstract
Role of actin-filament disassembly in lamellipodium protrusion in motile cells revealed using the drug jasplakinolide: L.P. Cramer; Curr. Biol. 9, 1095 (1999) Abstract
Actin stabilization by jasplakinolide enhances apoptosis induced by cytokine deprivation: S.C. Posey & B.E. Bierer; J. Biol. Chem. 274, 4259 (1999) Abstract; Full Text
The anti-proliferative agent jasplakinolide rearranges the actin cytoskeleton of plant cells: H. Sawitzky, et al.; Eur. J. Cell Biol. 78, 424 (1999) Abstract
Effects of jasplakinolide on the kinetics of actin polymerization. An explanation for certain in vivo observations: M.R. Bubb, et al.;; J. Biol. Chem. 275, 5163 (2000) Abstract; Full Text
A role for the actin cytoskeleton in the initiation and maintenance of store-mediated calcium entry in human platelets. Evidence for conformational coupling: J.A. Rosado, et al.; J. Biol. Chem. 275, 7527 (2000) Abstract; Full Text
A simple model for the cooperative stabilisation of actin filaments by phalloidin and jasplakinolide: B. Visegrády, et al.; FEBS Lett. 579, 6 (2005) Abstract
Dynamics of an F-actin aggresome generated by the actin-stabilizing toxin jasplakinolide: F. Lázaro-Diéguez, et al.; J. Cell Sci. 121, 1415 (2008) Abstract
Further Categories Containing This Product:
Actin / Related Products • Marine Natural Products
 
 
ALX-350-130 Revised 07-Apr-08
Latrunculin A
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-130-C100   100 µg 150.00 USD Add To Cart
Product Specification
FORMULA: C22H31NO5S
MW: 421.6
CAS NUMBER: 76343-93-6
MERCK INDEX: 14: 5378
SOURCE/HOST: Isolated from Latrunculia magnifica.
PURITY: ≥98% (HPLC)
APPEARANCE: White to light yellow solid.
SOLUBILITY: Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for 1 year after receipt when stored at -20°C. Stock solutions are stable for up to 3 months when stored at -20°C.
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Inhibits actin polymerization via a different mechanism and 10- to 20-fold more potently than cytochalasins. Inhibits phagocytosis by macrophages.
Product Specific Literature References
Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells: I. Spector, et al.; Science 219, 493 (1983) Abstract
Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice: G. Schatten, et al.; Exp. Cell Res. 166, 191 (1986) Abstract
Inhibition of actin polymerization by latrunculin: A: M. Coue, et al.; FEBS Lett. 213, 316 (1987) Abstract
Latrunculin A is a potent inhibitor of phagocytosis by macrophages: C.A. de Oliveira and B. Mantovani; Life Sci. 43, 1825 (1988) Abstract
Latrunculins--novel marine macrolides that disrupt microfilament organization and affect cell growth: I. Comparison with cytochalasin D: I. Spector, et al.; Cell Motil. Cytoskeleton 13, 127 (1989) Abstract
High rates of actin filament turnover in budding yeast and roles for actin in establishment and maintenance of cell polarity revealed using the actin inhibitor latrunculin-A: K.R. Ayscough, et al.; J. Cell Biol. 137, 399 (1997) Abstract; Full Text
Differential effects of latrunculin-A on myofibrils in cultures of skeletal muscle cells: Insights into mechanisms of myofibrillogenesis: J. Wang, et al.; Cell Motil. Cytoskeleton 62, 35 (2005) Abstract
Seizures induced by microperfusion of glutamate and glycine in the hippocampus of rats pretreated with latrunculin A: A. Vazquez-Lopez; Neurosci. Lett. 388, 81 (2005) Abstract
Latrunculin A depolarizes starfish oocytes: F. Moccia; Comp. Biochem. Physiol. A Mol. Integr. Physiol. 148, 845 (2007) Abstract
Further Categories Containing This Product:
Other Toxins • Actin / Related Products • Marine Natural Products
 
 
ALX-350-036 Revised 18-Jan-08
Latrunculin B
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-036-C100   100 µg 48.00 USD Add To Cart
ALX-350-036-M001   1 mg 120.00 USD Add To Cart
Product Specification
FORMULA: C20H29NO5S
MW: 395.5
CAS NUMBER: 76343-94-7
MERCK INDEX: 14: 5378
SOURCE/HOST: Isolated from Latrunculia magnifica.
PURITY: ≥97% (HPLC)
APPEARANCE: White to light yellow solid.
SOLUBILITY: Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: TOXIC.

Product Description
Structurally unique marine toxin. Actin filament modulator. 10- to 100-fold more potent than cytochalasins. Whereas cytochalasin D (Prod. No. ALX-380-031) induces dissolution of F-actin and stress fiber contraction in fibroblasts in culture, latrunculin B causes a shortening and thickening of stress fibers.
Product Specific Literature References
Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells: I. Spector, et al.; Science 219, 493 (1983) Abstract
Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice: G. Schatten, et al.; Exp. Cell. Res. 166, 191 (1986) Abstract
Inhibition of actin polymerization by latrunculin: M. Coue, et al.; FEBS Lett. 213, 316 (1987) Abstract
Latrunculin A is a potent inhibitor of phagocytosis by macrophages: C.A. de Oliveira & B. Mantovani; Life Sci. 43, 1825 (1988) Abstract
Latrunculins--novel marine macrolides that disrupt microfilament organization and affect cell growth: I. Comparison with cytochalasin D: I. Spector, et al.; Cell Motility & Cytoskeleton 13, 127 (1989) Abstract
Effects of cytochalasin D and latrunculin B on mechanical properties of cells: T. Wakatsuki, et al.; J. Cell. Sci. 114, 1025 (2001) Abstract
Further Categories Containing This Product:
Other Toxins • Actin / Related Products • Marine Natural Products
 
 
ALX-350-288 Revised 21-May-08
Mycalolide B
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-288-C100   100 µg 590.00 USD Add To Cart
Product Specification
FORMULA: C52H74N4O17
MW: 1027.2
CAS NUMBER: 122752-21-0
SOURCE/HOST: Isolated from the marine sponge Mycale sp.
PURITY: ≥98%
APPEARANCE: