ALEXIS Biochemicals: Oligomycin C

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ALX-450-001

Revised 23-Jul-08

A23187 (free acid)
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
ALX-450-001-M005		5 mg	65.00 USD
ALX-450-001-5001		5x1 mg	80.00 USD
ALX-450-001-M010		10 mg	92.00 USD
ALX-450-001-M025		25 mg	195.00 USD
ALX-450-001-M050		50 mg	350.00 USD

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

Further Categories Containing This Product:

Nitric Oxide Pathway Other Products • Respiratory Chain Other Products • Antibiotics - ATPase Inhibitors

ALX-350-315

Revised 03-Apr-08

Agelasine D
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products with Antibiotic Activity

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-315-M001		1 mg	185.00 USD

Product Specification

FORMULA:	C₂₆H₄₀N₅
MW:	422.6
CAS NUMBER:	92664-80-7
SOURCE/HOST:	Isolated from the sponge Agelas nakamurai.
PURITY:	≥97% (HPLC)
APPEARANCE:	White to off-white 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, ¹³C-NMR and MS.

Product Description

Displays broad spectrum of antibacterial activities. Antineoplastic compound. Associated with contractive responses of smooth muscles and inhibition of Na⁺/K⁺-ATPase.

Product Specific Literature References

(+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities: A. Vik, et al.; J. Nat. Prod. 69, 381 (2006) Abstract
Antimicrobial and cytotoxic activity of agelasine and agelasimine analogs: A. Vik, et al.; Bioorg. Med. Chem. 15, 4016 (2007) Abstract

Further Categories Containing This Product:

Na+ / K+-ATPase / Related Products • Antitumor Agents (Anti-proliferative) • Natural Products - Antitumor Reagents • Antibiotics - ATPase Inhibitors

ALX-380-030

Revised 17-Oct-07

Bafilomycin A1
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-030-C100		100 µg	70.00 USD
ALX-380-030-M001		1 mg	210.00 USD

Product Specification

FORMULA:	C₃₅H₅₈O₉
MW:	622.8
CAS NUMBER:	88899-55-2
SOURCE/HOST:	Isolated from Streptomyces griseus.
PURITY:	≥95%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in 100% ethanol, methanol or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	TOXIC.

Product Description

Macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase. Valuable tool for distinguishing among different types of ATPases. Inhibitor of endosomal acidification.

Product Specific Literature References

Metabolic products of microorganisms. 224. Bafilomycins, a new group of macrolide antibiotics. Production, isolation, chemical structure and biological activity: G. Werner, et al.; J. Antibiot. 37, 110 (1984) Abstract
Bafilomycins: a class of inhibitors of membrane ATPases from microorganisms, animal cells, and plant cells: E.J. Bowman, et al.; PNAS 85, 7972 (1988) Abstract
The evolution of H+-ATPases [see comments]: N. Nelson & L. Taiz; TIPS 14, 113 (1989), (Review) Abstract
Kinetic studies of chromaffin granule H+-ATPase and effects of bafilomycin A1: H. Hanada, et al.; BBRC 170, 873 (1990) Abstract
Inhibition of osteoclast proton transport by bafilomycin A1 abolishes bone resorption: K. Sundqui, et al.; BBRC 168, 309 (1990) Abstract
The cytotoxic action of diphtheria toxin and its degradation in intact Vero cells are inhibited by bafilomycin A1, a specific inhibitor of vacuolar-type H(+)-ATPase: T. Umata, et al.; J. Biol. Chem. 265, 21940 (1990) Abstract; Full Text
Bafilomycin A1 inhibits the targeting of lysosomal acid hydrolases in cultured hepatocytes: K. Oda, et al.; BBRC 178, 369 (1991) Abstract
Bafilomycin A1, a specific inhibitor of vacuolar-type H(+)-ATPase, inhibits acidification and protein degradation in lysosomes of cultured cells: T. Yoshimori, et al.; J. Biol. Chem. 266, 17707 (1991) Abstract; Full Text
Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases: S. Drose, et al.; Biochemistry 32, 3902 (1993) Abstract
Bafilomycin A1, a specific inhibitor of vacuolar-type H(+)-ATPase, blocks lysosomal cholesterol trafficking in macrophages: T. Furuchi, et al.; J. Biol. Chem. 268, 27345 (1993) Abstract; Full Text
Bafilomycin inhibits proton flow through the H+ channel of vacuolar proton pumps: B.P. Crider, et al.; J. Biol. Chem. 269, 17379 (1994) Abstract; Full Text
Active vacuolar H+ATPase is required for both endocytic and exocytic processes during viral infection of BHK-21 cells: H. Palokangas, et al.; J. Biol. Chem. 269, 17577 (1994) Abstract; Full Text
Inositol trisphosphate-dependent and -independent Ca2+ mobilization pathways at the vacuolar membrane of Candida albicans: C.M. Calvert & D. Sanders; J. Biol. Chem. 270, 7272 (1995) Abstract; Full Text
The vacuolar H(+)-ATPase inhibitor bafilomycin A1 differentially affects proteolytic processing of mutant and wild-type beta-amyloid precursor protein: C. Haass, et al.; J. Biol. Chem. 270, 6186 (1995) Abstract; Full Text
Cell-type and amyloid precursor protein-type specific inhibition of A beta release by bafilomycin A1, a selective inhibitor of vacuolar ATPases: J. Knops, et al.; J. Biol. Chem. 270, 2419 (1995) Abstract; Full Text
Specific inhibitors of vacuolar type H(+)-ATPases induce apoptotic cell death: T. Nishihara, et al.; BBRC 212, 255 (1995) Abstract
Inhibition of mitogen-induced DNA synthesis by bafilomycin A1 in Swiss 3T3 fibroblasts: A.J. Saurin, et al.; Biochem. J. 313, 65 (1996) Abstract
Autophagy, bafilomycin and cell death: the "a-B-cs" of plecomacrolide-induced neuroprotection: J.J. Shacka, et al.; Autophagy 2, 228 (2006), Review Abstract
Bafilomycin A1-sensitive pathway is required for the maturation of cystic fibrosis transmembrane conductance regulator: T. Okiyoneda, et al.; Biochim. Biophys. Acta 1763, 1017 (2006) Abstract

Further Categories Containing This Product:

ALX-380-063

Revised 03-Apr-08

Bafilomycin B1
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-063-M001		1 mg	70.00 USD

Product Specification

FORMULA:	C₄₄H₆₅NO₁₃
MW:	816.0
CAS NUMBER:	88899-56-3; 80112-34-1
SOURCE/HOST:	Isolated from Streptomyces griseus.
PURITY:	≥95%
APPEARANCE:	Off-white to yellow powder.
SOLUBILITY:	Soluble in methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	TOXIC.

Product Description

Macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase.

Product Specific Literature References

Metabolic products of microorganisms. 224. Bafilomycins, a new group of macrolide antibiotics. Production, isolation, chemical structure and biological activity: G. Werner, et al.; J. Antibiot. (Tokyo) 37, 110 (1984) Abstract
Bafilomycins and concanamycins as inhibitors of V-ATPases and P-ATPases: S. Drose and K. Altendorf; J. Exp. Biol. 200, 1 (1997) Abstract
Biosynthetic investigations of the V-type ATPase inhibitors bafilomycin A1, B1 and concanamycin A: T. Schuhmann and S. Grond; J. Antibiot. (Tokyo) 57, 655 (2004) Abstract
Autophagy, bafilomycin and cell death: the "a-B-cs" of plecomacrolide-induced neuroprotection: J.J. Shacka, et al.; Autophagy 2, 228 (2006) Abstract

Further Categories Containing This Product:

H+-ATPase / Related Products

ALX-380-209

Revised 13-Nov-07

Bafilomycin C1
SYNONYMS	L-681,110A1
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-209-M001		1 mg	220.00 USD

Product Specification

FORMULA:	C₃₉H₆₀O₁₂
MW:	720.4
CAS NUMBER:	88979-61-7
SOURCE/HOST:	Isolated from Streptomyces sp. MST-AS5338.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to tan solid.
SOLUBILITY:	Soluble in 100% ethanol, methanol, dimethyl formamide oder DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	May undergo transformation to methyl ketal on long term storage in methanol. We recommend to use fresh solutions.
HANDLING:	Protect from light.
HAZARD:	TOXIC.

Product Description

Macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase. Shows antibacterial, antifungal, insecticidal and antihelmintic activity. Potential antiosteoporotic agent in treating bone lytic diseases.

Product Specific Literature References

Metabolic products of microorganisms. 224. Bafilomycins, a new group of macrolide antibiotics. Production, isolation, chemical structure and biological activity: G. Werner, et al.; J. Antibiot. (Tokyo) 37, 110 (1984) Abstract
Purification of vacuolar ATPase with bafilomycin C1 affinity chromatography: T.J. Rautiala, et al.; BBRC 194, 50 (1993) Abstract
Bafilolides, potent inhibitors of the motility and development of the free-living stages of parasitic nematodes: E. Lacey, et al.; Int. J. Parasitol. 25, 349 (1995) Abstract
Structure and function of V-ATPases in osteoclasts: potential therapeutic targets for the treatment of osteolysis: J. Xu, et al.; Histol. Histopathol. 222, 443 (2007) Abstract

Further Categories Containing This Product:

ALX-380-034

Revised 30-Jul-08

Concanamycin A
SYNONYMS	Folimycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-034-C025		25 µg	55.00 USD
ALX-380-034-C100		100 µg	180.00 USD
ALX-380-034-M001		1 mg	750.00 USD

Product Specification

FORMULA:	C₄₆H₇₅NO₁₄
MW:	866.1
CAS NUMBER:	80890-47-7
RTECS:	CB9732000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥96% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in methanol, DMSO or acetonitrile; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.
IDENTITY:	Identity determined by ¹H-NMR.

Product Description

Antibiotic. More potent and specific H⁺-ATPase inhibitor than bafilomycin A₁(Prod. No. ALX-380-030). Inhibits acidification of organelles such as lysosomes and the Golgi apparatus. Blocks cell surface expression of viral glycoproteins without affecting their synthesis. Exhibits cytotoxic effects in a number of cell lines in a cell viability assay. Induces nitric oxide (NO) production.

Product Specific Literature References

Isolation and characterization of concanamycins A, B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 37, 1333 (1984) Abstract
Bafilomycins: a class of inhibitors of membrane ATPases from microorganisms, animal cells, and plant cells: E.J. Bowman, et al.; PNAS 85, 7972 (1988) Abstract
Structure and function of vacuolar class of ATP-driven proton pumps: M. Forgac; Physiol. Rev. 69, 765 (1989) Abstract
Intravesicular acidification correlates with binding of ADP- ribosylation factor to microsomal membranes: S. Zeuzem, et al.; PNAS 89, 6619 (1992) Abstract
Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases: S. Drose, et al.; Biochemistry 32, 3902 (1993) Abstract
Folimycin (concanamycin A), a specific inhibitor of V-ATPase, blocks intracellular translocation of the glycoprotein of vesicular stomatitis virus before arrival to the Golgi apparatus: M. Muroi, et al.; Cell Struct. Funct. 18, 139 (1993) Abstract
Folimycin (concanamycin A), an inhibitor of V-type H(+)-ATPase, blocks cell-surface expression of virus-envelope glycoproteins: M. Muroi, et al.; BBRC 193, 999 (1993) Abstract
Purification of vacuolar ATPase with bafilomycin C1 affinity chromatography: T.J. Rautiala, et al.; BBRC 194, 50 (1993) Abstract
Involvement of the vacuolar H(+)-ATPases in the secretory pathway of HepG2 cells: M. Yilla, et al.; J. Biol. Chem. 268, 19092 (1993) Abstract; Full Text
Specific inhibitors of vacuolar type H(+)-ATPases induce apoptotic cell death: T. Nishihara, et al.; BBRC 212, 255 (1995) Abstract
Characterization of the ATPase activity of P-glycoprotein from multidrug-resistant Chinese hamster ovary cells: F.J. Sharom, et al.; Biochem. J. 308 (Pt2), 381 (1995) Abstract
Concanamycin A, the specific inhibitor of V-ATPases, binds to the V(o) subunit c: M. Huss, et al.; J. Biol. Chem. 277, 40544 (2002) Abstract
Organization of the biosynthetic gene cluster for the macrolide concanamycin A in Streptomyces neyagawaensis ATCC 27449: S.F. Haydock, et al.; Microbiology 151, 3161 (2005) Abstract; Full Text
Nitric oxide production by the vacuolar-type (H+)-ATPase inhibitors bafilomycin A1 and concanamycin A and its possible role in apoptosis in RAW 264.7 cells: J. Hong, et al.; J. Pharmacol. Exp. Ther. 319, 672 (2006) Abstract

Related Products

ALX-380-030

Bafilomycin A₁

Further Categories Containing This Product:

Antibiotics - Nitric Oxide Pathway Modulators • H+-ATPase / Related Products • Antitumor Antibiotics

ALX-380-098

Revised 03-Apr-08

Concanamycin B
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-098-C100		100 µg	180.00 USD
ALX-380-098-C500		500 µg	540.00 USD

Product Specification

FORMULA:	C₄₅H₇₃NO₁₄
MW:	852.1
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥96%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in chloroform, methanol, acetonitrile or DMSO. Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.

Product Description

Antibiotic. Exhibits similar activity as concanamycin A (Prod. No. ALX-380-034) and C (Prod. No. ALX-380-099). Specific inhibitor of vacuolar-type H⁺-ATPase. Suppresses bone resorption in vitro. Inhibits proliferation of mouse splenic lymphocytes. Shows antifungal and larvicidal properties.

Product Specific Literature References

Structures of concanamycins B and C: H. Kinashi, et al.; J. Antibiot. 35, 1618 (1982) Abstract
Isolation and characterization of concanamycins A, B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 37, 1333 (1984) Abstract
Involvement of the vacuolar H(+)-ATPases in the secretory pathway of HepG2 cells: M. Yilla, et al.; J. Biol. Chem. 268, 19092 (1993) Abstract
Concanamycin B inhibits the expression of newly-synthesized MHC class II molecules on the cell surface: K. Ito, et al.; J. Antibiot. 48, 488 (1995) Abstract
Characterization of the ATPase activity of P-glycoprotein from multidrug-resistant Chinese hamster ovary cells: F.J. Sharom, et al.; Biochem. J. 308 (Pt2), 381 (1995) Abstract
Concanamycin B, a vacuolar H(+)-ATPase specific inhibitor suppresses bone resorption in vitro: J.T. Woo, et al.; Biol. Pharm. Bull. 19, 297 (1996) Abstract
In vivo rapid reduction of alloantigen-activated CD8+ mature cytotoxic T cells by inhibitors of acidification of intracellular organelles, prodigiosin 25-C and concanamycin B: M. H. Lee, et al.; Immunology 99, 243 (2000) Abstract

Further Categories Containing This Product:

Antibiotics - Antifungal • H+-ATPase / Related Products

ALX-380-099

Revised 03-Apr-08

Concanamycin C
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-099-C100		100 µg	30.00 USD
ALX-380-099-C500		500 µg	90.00 USD

Product Specification

FORMULA:	C₄₅H₇₄O₁₃
MW:	823.1
CAS NUMBER:	81552-34-3
RTECS:	GK6887000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥96%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in chloroform, methanol, acetonitrile or DMSO. Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.

Product Description

Antibiotic. Inhibits vacuolar-type H⁺-ATPase. Potential antiosteoporotic agent. Shows antiviral and immunosuppressive activity. Active against fungi and yeasts.

Product Specific Literature References

Structures of concanamycins B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 35, 1618 (1982) Abstract
Isolation and characterization of concanamycins A, B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 37, 1333 (1984) Abstract
Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases: S. Drose, et al.; Biochemistry 32, 3902 (1993) Abstract
Disruption of vma-1, the gene encoding the catalytic subunit of the vacuolar H(+)-ATPase, causes severe morphological changes in Neurospora crassa: E.J. Bowman, et al.; J. Biol. Chem. 275, 167 (2000) Abstract
Semisynthetic derivatives of concanamycin A and C, as inhibitors of V- and P-type ATPases: structure-activity investigations and developments of photoaffinity probes: S. Drose, et al.; Biochemistry 40, 2816 (2001) Abstract

Further Categories Containing This Product:

Natural Products - Immunomodulators • Antibiotics - Antifungal • H+-ATPase / Related Products • Natural Products - Antiviral / anti-HIV Agents • Antitumor Antibiotics

ALX-380-212

Revised 10-Dec-07

Elaiophylin