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Antibiotics - Ionophores
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ALX-450-001 Revised 23-Jul-08
A23187 (free acid)
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SYNONYMS Calcium Ionophore A23187
Calcimycin
Antibiotic A23187
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-450-001-M001   1 mg 28.00 USD Add To Cart
ALX-450-001-M005   5 mg 65.00 USD Add To Cart
ALX-450-001-5001   5x1 mg 80.00 USD Add To Cart
ALX-450-001-M010   10 mg 92.00 USD Add To Cart
ALX-450-001-M025   25 mg 195.00 USD Add To Cart
ALX-450-001-M050   50 mg 350.00 USD Add To Cart
Product Specification
FORMULA: C29H37N3O6
MW: 523.6
CAS NUMBER: 52665-69-7
MERCK INDEX: 14: 1639
RTECS: DM4676000
SOURCE/HOST: Isolated from Streptomyces chartreusis.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol or methylene chloride; slightly soluble in water. Solubilize in DMSO or ethanol prior to preparing aqueous solutions of very low concentrations.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: In aqueous systems product may aggregate over time.
HANDLING: Protect from light. In aqueous systems, the product aggregates over time.
HAZARD: IRRITANT.

Product Description
Antibiotic possessing weak in vitro antimicrobial activity against gram positive bacteria and fungi. Divalent cation ionophore commonly used to increase intracellular Ca2+ levels in intact cells.
Product Specific Literature References
A23187: a divalent cation ionophore: P. W. Reed & H. A. Lardy; J. Biol. Chem. 247, 6970 (1972) Abstract
Effects of antibiotic ionophore, A23187, on oxidative phosphorylation and calcium transport of liver mitochondria: D.T. Wong, et al.; Arch. Biochem. Biophys. 156, 578 (1973) Abstract
Biological applications of ionophores: B.C. Pressman; Annu. Rev. Biochem. 45, 501 (1976), (Review) Abstract
Molecular mechanisms of endothelium-mediated vasodilation: R.R. Fiscus; Semin. Thromb. Hemost. 14 Suppl, 12 (1988), (Review) Abstract
Calcium ionophore A23187 action on cardiac myocytes is accompanied by enhanced production of reactive oxygen species: 1740, 481 (2005): T. Przygodzki, et al.; Biochim. Biophys. Acta 1740, 481 (2005) Abstract
 
 
ALX-450-002 Revised 14-Nov-07
A23187 (Mixed Calcium-Magnesium Salt)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-450-002-M005   5 mg 60.00 USD Add To Cart
ALX-450-002-M010   10 mg 110.00 USD Add To Cart
ALX-450-002-M050   50 mg 415.00 USD Add To Cart
Product Specification
MERCK INDEX: 13: 1639
SOURCE/HOST: Semisynthetic.
PURITY: ≥98% (molar ratio Ca:Mg ~1:1)
APPEARANCE: White solid.
SOLUBILITY: Soluble in methylene chloride, chloroform, acetone, ethyl acetate, or diethyl ketone; also soluble in DMSO, 100% ethanol, and ethanol. Solubilize in DMSO or ethanol prior to preparing aqueous solutions of very low concentrations.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light. In aqueous systems, product may aggregate over time.
HAZARD: TOXIC.

Product Description
Salt form of A23187 (Prod. No. ALX-450-001). Used in cell activation experiments when calcium dose-response data are not required.
 
 
ALX-380-046 Revised 08-Apr-08
Alamethicin
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SYNONYMS U-22324
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-046-M001   1 mg 40.00 USD Add To Cart
ALX-380-046-M005   5 mg 90.00 USD Add To Cart
Product Specification
SEQUENCE: Main component: Ac-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-Val-Aib-Gly-Leu-Aib-Pro-Val-Aib-Aib-Glu-Gln-Phl
FORMULA: C92H150N22O25
MW: 1964.3
CAS NUMBER: 27061-78-5, 59588-86-2
SOURCE/HOST: Isolated from Trichoderma viride.
PURITY: ≥50% (remainder homologs)
APPEARANCE: Off-white to brown solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Solutions are stable for up to 3 months when stored at -20°C.
HAZARD: TOXIC.
Product Description
Membrane permeabilizing antibiotic.
Product Specific Literature References
The primary structure of alamethicin: J.W. Payne, et al.; Biochem. J. 117, 757 (1970) Abstract
Alamethicin-mediated fusion of lecithin vesicles: A.L.Y. Lau and S.I. Chan; PNAS 72, 2170 (1975) Abstract
The use of ionophores and channel formers in the study of the function of biological membranes: A. Gomez-Puyou & C. Gomez-Lojero; Curr. Top. Bioener. 6, 221 (1977)
The production of alamethicins by Trichoderma spp: D. Brewer, et al.; Can. J. Microbiol. 33, 619 (1987) Abstract
Model ion channels: gramicidin and alamethicin: G. A. Woolley & B. A. Wallace; J. Membr. Biol. 129, 109 (1992), Review Abstract
Ligand-induced extramembrane conformation switch controlling alamethicin assembly and the channel current: S. Futaki & K. Asami; Chem. Biodivers. 4, 1313 (2007), Review Abstract
Channel-forming activity of alamethicin: effects of covalent tethering: G.A. Woolley; Chem. Biodivers. 4, 1323 (2007), Review Abstract
 
 
ALX-450-003 Revised 03-Apr-08
4-Bromo-A23187
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SYNONYMS 4-Bromo-Calcimycin
4-Bromo-Calcium Ionophore A23187
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-450-003-M001   1 mg 85.00 USD Add To Cart
ALX-450-003-M005   5 mg 260.00 USD Add To Cart
Product Specification
FORMULA: C29H36BrN3O6
MW: 602.5
CAS NUMBER: 76455-82-8
SOURCE/HOST: Semisynthetic.
PURITY: ≥85%
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in methanol or methylene chloride.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light and moisture.
HAZARD: TOXIC.

Product Description
Brominated analog of the widely used calcium ionophore A23187 (Prod. No. ALX-450-001). Nonfluorescent, and therefore used as a calibration standard for determining cytoplasmic calcium ions by fluorescent probes.
Product Specific Literature References
Bromo-A23187: a nonfluorescent calcium ionophore for use with fluorescent probes: C.M. Deber, et al.; Anal. Biochem. 146, 349 (1985) Abstract
Calcium transport by ionophorous peptides in dog and human lymphocytes detected by quin-2 fluorescence: C.M. Deber & L.C. Hsu; BBRC 134, 731 (1986) Abstract
Ionophore bromo-A23187 reveals cellular calcium stores in single pituitary somatotropes
:
R.W. Holl, et al.; Mol. Cell. Endocrinol. 64, 105 (1989) Abstract
The mitochondrial permeability transition mediates both necrotic and apoptotic death of hepatocytes exposed to Br-A23187
:
T. Qian, et al.; Toxicol. Appl. Pharmacol. 154, 117 (1999) Abstract
 
 
ALX-380-226 Revised 03-Apr-08
Dinactin
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SYNONYMS Antibiotic AKD 1C
Antibiotic S 3466A
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-226-M001   1 mg 370.00 USD Add To Cart
Product Specification
FORMULA: C42H68O12
MW: 765.0
CAS NUMBER: 20261-85-2
SOURCE/HOST: Isolated from Streptomyces sp. MST-AS5448.
PURITY: ≥95% (HPLC)
APPEARANCE: Colorless film.
SOLUBILITY: Soluble in ethyl acetate or DMSO; moderately soluble in 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Antibioit. Cation ionophore with high selectivity for ammonium and potassium. Inhibits T cell proliferation induced by IL-2 and cytokine production at nanomolar levels. Dimeric dinactin shows potent antineoplastic and antibacterial activities.
Product Specific Literature References
The in Vitro Activity of Nonactin and Its Homologs: Monactin, Dinactin and Trinactin: E. Meyers, et al.; J. Antibiot. (Tokyo) 18, 128 (1965) Abstract
Antibiotics as tools for metabolic studies. V. Effect of nonactin, monactin, dinactin, and trinactin on oxidative phosphorylation and adenosine triphosphatase induction: S.N. Graven, et al.; Biochemistry 5, 1729 (1966) Abstract
Antibiotics as tools for metabolic studies. VI. Damped oscillatory swelling of mitochondria induced by nonactin, monactin, dinactin, and trinactin: S.N. Graven, et al.; Biochemistry 5, 1735 (1966) Abstract
Immunosuppressive effects of polynactins (tetranactin, trinactin and dinactin) on experimental autoimmune uveoretinitis in rats: Y. Tanouchi and H. Shichi; Jpn. J. Ophthalmol. 31, 218 (1987) Abstract
Effects of cyclosporin A and dinactin on T-cell proliferation, interleukin-5 production, and murine pulmonary inflammation: S.P. Umland, et al.; Am. J. Respir. Cell. Mol. Biol. 20, 481 (1999) Abstract; Full Text
Antibacterial and antitumor macrolides from Streptomyces sp. Is9131: P.J. Zhao, et al.; Arch. Pharm. Res. 28, 1228 (2005) Abstract
Further Categories Containing This Product:
Antitumor AntibioticsAntibiotics - Immunomodulators
 
 
ALX-380-007 Revised 16-Jun-08
Enniatin B
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-007-M001   1 mg 130.00 USD Add To Cart
Product Specification
FORMULA: C33H57N3O9
MW: 639.8
CAS NUMBER: 917-13-5
MERCK INDEX: 14: 3585
SOURCE/HOST: Isolated from Fusarium orthoceras var. enniatum.
PURITY: ≥90% (HPLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO or other organic solvents; almost insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Ionophore antibiotic. Inhibitor of the S. cerevisiae ABC transporter Pdr5p.
Inhibitor of acyl-CoA-cholesterol acyltransferase and of phosphodiesterase. Potential anticancer compound.
Product Specific Literature References
Ionophore antibiotics produced by the fungus Fusarium orthoceras var. enniatum and other Fusaria: E. Gaumann, et al.; Experientia 3, 202 (1947)
"Sandwich" complexation in cyclopeptides and its implications in membrane processes: V.T. Ivanov; Ann. N. Y. Acad. Sci. 264, 221 (1975) Abstract
Interaction of cyclic peptides and depsipeptides with calmodulin: K.A. Mereish, et al.; Pept. Res. 3, 233 (1990) Abstract
Enniatin has a new function as an inhibitor of Pdr5p, one of the ABC transporters in Saccharomyces cerevisiae: K. Hiraga, et al.; Biochem. Biophys. Res. Commun. 328, 1119 (2005) Abstract
Enniatin exerts p53-dependent cytostatic and p53-independent cytotoxic activities against human cancer cells: R. Dornetshuber, et al.; Chem. Res. Toxicol. 20, 465 (2007) Abstract
 
 
ALX-450-006 Revised 07-Apr-08
Ionomycin (free acid)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-450-006-M001   1 mg 75.00 USD Add To Cart
ALX-450-006-M005   5 mg 290.00 USD Add To Cart
Product Specification
FORMULA: C41H72O9
MW: 709.0
CAS NUMBER: 56092-81-0
SOURCE/HOST: Isolated from Streptomyces conglobatus.
PURITY: ≥90%
APPEARANCE: Pale-yellow oil.
SOLUBILITY: Soluble in DMSO or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stock solutions are stable for 1 year when stored at +4°C.
HANDLING: Protect from light. Keep under inert gas.
HAZARD: HARMFUL.

Product Description
Potent and selective calcium ionophore. Ca2+/ionomycin complex forms between pH 7-9.5 which has intense UV absorption. Induces apoptotic neuronal degeneration in embryonic cortical neurons and cell cycle arrest at G1 phase.
Product Specific Literature References
Characterization of ionomycin as a calcium ionophore: C.M. Liu & T.E. Herman; J. Biol. Chem. 253, 5892 (1978) Abstract; Full Text
Structure of ionomycin - a novel diacidic polyether antibiotic having high affinity for calcium ions: B.K. Toeplitz at al.; JACS 101, 3344 (1979)
Demonstration of a calcium requirement for secretory protein processing and export. Differential effects of calcium and dithiothreitol: G. Kuznetsov, et al.; J. Biol. Chem. 267, 3932 (1992) Abstract; Full Text
Potentiation of calcium- and caffeine-induced calcium release by cyclic ADP-ribose: H.C. Lee; J. Biol. Chem. 268, 293 (1993) Abstract; Full Text
Contrasting effect of transforming growth factor type beta 1 (TGF-beta 1) on proliferation and interleukin-2 receptor expression in activated and rapidly cycling immature (CD3-CD4-CD8-) thymocytes: A. Dupuy d'Angeac, et al.; J. Cell. Physiol. 154, 44 (1993) Abstract
Ca2+ ionophore-induced apoptosis on cultured embryonic rat cortical neurons: N. Takei & Y. Endo; Brain Res. 652, 65 (1994) Abstract
Differential activation of a calcium-dependent endonuclease in human B lymphocytes. Role in ionomycin-induced apoptosis: K.M. Aagaard-Tillery & D.F. Jelinek; J. Immunol. 155, 3297 (1995) Abstract
ctivation of stress response by ionomycin in rat hepatoma cells: A. S. Sreedhar & U. K. Srinivas; J. Cell. Biochem. 86, 154 (2002) Abstract
Ionomycin downregulates beta-catenin/Tcf signaling in colon cancer cell line: C.H. Park, et al.; Carcinogenesis 26, 1929 (2005) Abstract
 
 
ALX-450-007 Revised 20-Aug-08
Ionomycin . calcium salt
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-450-007-M001   1 mg 80.00 USD Add To Cart
ALX-450-007-M005   5 mg 320.00 USD Add To Cart
Product Specification
FORMULA: C41H71O9 . 0.5Ca
MW: 708.0 . 20.1
CAS NUMBER: 56092-82-1
SOURCE/HOST: Isolated from Streptomyces conglobatus.
PURITY: ≥97%
APPEARANCE: White solid.
SOLUBILITY: 10mg/ml soluble in DMSO or 100% ethanol, 5mg/ml soluble in methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: HARMFUL.

Product Description
For technical information and literature references see Ionomycin (free acid) (Prod. No. ALX-450-006).
 
 
ALX-380-214 Revised 20-Feb-08
Monactin
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SYNONYMS Antibiotic AKD 1B
5-Demethyl-5-ethylnonactin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Immunomodulators
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-214-M001   1 mg 370.00 USD Add To Cart
Product Specification
FORMULA: C41H66O12
MW: 751.0
CAS NUMBER: 7182-54-9
SOURCE/HOST: Isolated from Streptomyces sp. MST-AS5448.
PURITY: ≥95% (HPLC)
APPEARANCE: Colorless film.
SOLUBILITY: Soluble in ethyl acetate or DMSO, moderately soluble in 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Cation ionophore with high selectivity for ammonium and potassium. Inhibits T cell proliferation induced by IL-2 and cytokine production at nanomolar levels for IL-2, IL-4, IL-5 and interferon-γ.
Product Specific Literature References
The in vitro activity of nonactin and its homologs: monactin, dinactin and trinactin: E. Meyers, et al.; J. Antibiot. (Tokyo) 18, 128 (1965) Abstract
Antibiotics as tools for metabolic studies. VI. Damped oscillatory swelling of mitochondria induced by nonactin, monactin, dinactin, and trinactin: S.N. Graven, et al.; Biochemistry 5, 1735 (1966) Abstract
On the mechanism of sugar and amino acid interaction in intestinal transport: H. Murer, et al.; J. Biol. Chem. 250, 7392 (1975) Abstract
Effects of cyclosporin A and dinactin on T-cell proliferation, interleukin-5 production, and murine pulmonary inflammation: S.P. Umland, et al.; Am. J. Respir. Cell. Mol. Biol. 20, 481 (1999) Abstract; Full Text
Further Categories Containing This Product:
Antibiotics - Ionophores
 
 
ALX-380-026 Revised 26-Jun-08
Monensin . sodium salt