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DNA Regulation / Transcription
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ALX-380-073 Revised 12-Oct-07
Chartreusin
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SYNONYMS Lambdamycin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antitumor Antibiotics
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-073-M005   5 mg 50.00 USD Add To Cart
ALX-380-073-M025   25 mg 200.00 USD Add To Cart
Product Specification
FORMULA: C32H32O14
MW: 640.6
CAS NUMBER: 6377-18-0
MERCK INDEX: 14: 2045
SOURCE/HOST: Isolated from Streptomyces chartreusis.
PURITY: ≥98%
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in acetone; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.
Product Description
Antitumor antibiotic which inhibits topoisomerase II. Induces single-strand scission in DNA in the presence of reducing agents.
Product Specific Literature References
Chartreusin, a New Antibiotic Produced by Streptomyces chartreusis, a New Species: B. E. Leach, et al.; J. Am. Chem. Soc. 75, 4011 (1953)
Chartreusin, a glycosidic antitumour antibiotic from Streptomyces: J.A. Beisler; Prog. Med. Chem. 19, 247 (1982), (Review) Abstract
Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico & B.H. Long; Eur. J. Cancer 14, 1985 (1993) Abstract
Chartreusin, elsamicin A and related anti-cancer antibiotics: J. Portugal; Curr. Med. Chem. Anticancer Agents 3, 411 (2003), Review Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Inhibitors) • Antitumor Agents (DNA Interaction & Gene Regulation) • Antibiotics - Topoisomerase Inhibitors
 
 
ALX-380-079 Revised 08-Apr-08
Rebeccamycin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antitumor Antibiotics
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-079-C250   250 µg 120.00 USD Add To Cart
ALX-380-079-M001   1 mg 360.00 USD Add To Cart
Product Specification
FORMULA: C27H21Cl2N3O7
MW: 570.4
CAS NUMBER: 93908-02-2
SOURCE/HOST: Isolated from Streptomyces sp.
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for at least 3 months when stored at -20°C.
HANDLING: After reconstitution, prepare aliquots and store at -20°C. Protect from light.

Product Description
Antibiotic. Weak topoisomerase I inhibitor structurally similar to staurosporine (Prod. No. ALX-380-014). Does not show any inhibitory activity against protein kinases. Shows significant antitumor properties in vitro (IC50=480nM against mouse B16 melanoma cells and IC50=500nM against P388 leukemia cells).
Product Specific Literature References
Production and biological activity of rebeccamycin, a novel antitumor agent: J.A. Bush, et al.; J. Antibiot. (Tokyo) 40, 668 (1987) Abstract
Syntheses and biological activities (topoisomerase inhibition and antitumor and antimicrobial properties) of rebeccamycin analogues bearing modified sugar moieties and substituted on the imide nitrogen with a methyl group: F. Anizon, et al.; J. Med. Chem. 40, 3456 (1997) Abstract
DNA cleavage by topoisomerase I in the presence of indolocarbazole derivatives of rebeccamycin: C. Bailly, et al.; Biochemistry 36, 3917 (1997) Abstract
Calories from carbohydrates: energetic contribution of the carbohydrate moiety of rebeccamycin to DNA binding and the effect of its orientation on topoisomerase I inhibition: C. Bailly, et al.; Chem. Biol. 6, 277 (1999) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Inhibitors) • Antibiotics - Topoisomerase Inhibitors
 
 
ALX-380-093 Revised 16-Jun-08
Novobiocin . sodium salt
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SYNONYMS Albamycin
Streptonivicin
N-[7-[[3-O-Aminocarbonyl-6-deoxy-5-C-methyl-4-O-β-L-lyxo-hexapyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)benzamide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Other Signal Transduction Pathway Modulators
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ALX-380-093-G001   1 g 30.00 USD Add To Cart
Product Specification
FORMULA: C31H35N2O11 . Na
MW: 611.6 . 23.0
CAS NUMBER: 1476-53-5
MERCK INDEX: 14: 6722
RTECS: RD5425000
PURITY: ≥95%
APPEARANCE: White to pale yellow solid.
SOLUBILITY: Soluble in water (100mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: HARMFUL. IRRITANT.

Product Description
Antibiotic. Inhibitor of HSP90. Interacts with the C-terminal ATP-binding domain of HSP90 in contrast to the benzoquinone ansamycins 17-AAG (Prod. No. ALX-380-091), geldanamycin (Prod. No. ALX-380-054), herbimycin A (Prod. No. ALX-350-029), and the chemically unrelated radicicol (Prod. No. ALX-380-092), which bind to the N-terminal ATP-binding site of HSP90. Inhibitor of DNA gyrase. Useful for the production of positively supercoiled plasma DNA, targeting the nucleotide-binding site of gyrase B. Inhibits retrovirus RNA-dependent DNA polymerase. Potent inhibitor of ADP ribosylation. Inhibits LPS-induced production of pro-inflammatory cytokines, such as TNF-α, IL-1, IL-6 and IL-10. Inhibits protein synthesis and alters the phosphorylation state of several cytosolic proteins. Reverses etoposide resistance in non-P-glycoprotein expressing multidrug resistant (MDR) tumor cell lines. Inducer of CD38 on cells of the myelomonocytic  lineage. Forms ion channels in lipid bilayers.
Product Specific Literature References
Novobiocin-a specific inhibitor of semiconservative DNA replication in permeabilized Escherichia coli cells: W.L. Staudenbauer; J. Mol. Biol. 96, 201 (1975) Abstract
Novobiocin and coumermycin inhibit DNA supercoiling catalyzed by DNA gyrase: M. Gellert, et al.; PNAS 73, 4474 (1976) Abstract; Full Text
Energy coupling in DNA gyrase and the mechanism of action of novobiocin: A. Sugino, et al.; PNAS 75, 4838 (1978) Abstract; Full Text
Effect of novobiocin and other DNA gyrase inhibitors on virus replication and DNA synthesis in herpes simplex virus type 1-infected BHK cells: B. Francke and J. Margolin; J. Gen. Virol. 52, 401 (1981) Abstract; Full Text
Inhibition of retrovirus RNA-dependent DNA polymerase by novobiocin and nalidixic acid: Y. Sumiyoshi, et al.; J. Gen. Virol. 64, 2329 (1983) Abstract
Positively supercoiled plasmid DNA is produced by treatment of Escherichia coli with DNA gyrase inhibitors: D. Lockshon and D.R. Morris; Nucleic Acids Res. 11, 2999 (1983) Abstract
Structure-activity relationships in DNA gyrase inhibitors: S. Radl; Pharmacol. Ther. 48, 1 (1990), (Review) Abstract
Reversal of etoposide resistance in non-P-glycoprotein expressing multidrug resistant tumor cell lines by novobiocin: G. Rappa, et al.; Cancer Res. 53, 58487 (1993) Abstract
The properties of ion channels formed by the coumarin antibiotic, novobiocin, in lipid bilayers: A.M. Feigin, et al.; Biochim. Biophys. Acta 1234, 43 (1995) Abstract
Mechanism of inhibition of vaccinia DNA topoisomerase by novobiocin and coumermycin: J. Sekiguchi, et al.; J. Biol. Chem. 271, 2313 (1996) Abstract; Full Text
Immunomodulating properties of the antibiotic novobiocin in human monocytes: A. Luhrmann, et al.; Antimicrob. Agents Chemother. 42, 1911 (1998) Abstract; Full Text
Novobiocin and related coumarins and depletion of heat shock protein 90-dependent signaling proteins: M.G. Marcu, et al.; J. Natl. Cancer Inst. 92, 242 (2000) Abstract
The heat shock protein 90 antagonist novobiocin interacts with a previously unrecognized ATP-binding domain in the carboxyl terminus of the chaperone: M.G. Marcu, et al.; J. Biol. Chem. 275, 37181 (2000) Abstract; Full Text
Novobiocin is a novel inducer of CD38 on cells of the myelomonocytic lineage: A. Thiele, et al.; Biochim. Biophys. Acta 1542, 32 (2002) Abstract
Evidence that the novobiocin-sensitive ATP-binding site of the heat shock protein 90 (hsp90) is necessary for its autophosphorylation: T. Langer, et al.; Cell Biol. Int. 26, 653 (2002) Abstract
Alteration of Escherichia coli topoisomerase IV to novobiocin resistance: C.D. Hardy and N.R. Cozzarelli; Antimicrob. Agents Chemother. 47, 941 (2003) Abstract; Full Text
Active-site residues of Escherichia coli DNA gyrase required in coupling ATP hydrolysis to DNA supercoiling and amino acid substitutions leading to novobiocin resistance: C.H. Gross, et al.; Antimicrob. Agents Chemother. 47, 1037 (2003) Abstract; Full Text
A coumermycin/novobiocin-regulated gene expression system: H.F. Zhao, et al.; Hum. Gene Ther. 14, 1619 (2003) Abstract
Destabilization of the non-pathogenic, cellular prion-protein by a small molecular drug: H.J. Ochel and G. Gademann; Antivir. Ther. 9, 441 (2004) Abstract
Novobiocin induces a distinct conformation of Hsp90 and alters Hsp90-cochaperone-client interactions: B.G. Yun, et al.; Biochemistry 43, 8217 (2004) Abstract
Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90: J.A. Burlison, et al.; JACS 128, 15529 (2006) Abstract
Further Categories Containing This Product:
Anti-inflammatory Agents Other Products • HSP90 / HtpG / Related Products • Antibiotics - Topoisomerase Inhibitors • Protein Synthesis Other Products
 
 
ALX-380-112 Revised 03-Apr-08
Chrysomycin A
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SYNONYMS Chrysomycin V
Virenomycin V
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Topoisomerase Inhibitors
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-112-C250   250 µg 140.00 USD Add To Cart
ALX-380-112-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C28H28O9
MW: 508.5
CAS NUMBER: 82196-88-1
SOURCE/HOST: Isolated from Streptomyces sp.
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow to greenish solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; slightly soluble in 100% ethanol or methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for at least 3 months when stored at -20°C.
HANDLING: Protect from light also when in solution.

Product Description
Antibiotic. Inhibits topoisomerase II in human. Mediates a unique cross-linking reaction between DNA and histidine H3. Antineoplastic and photosensitizing compound. Exhibits antitumor activity against human cell lines.
Product Specific Literature References
Chrysomycin: a new antibiotic substance for bacterial viruses: F. Strelitz, et al.; J. Bacteriol. 69, 280 (1955) Abstract
The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A: U. Weiss, et al.; J. Antibiot. (Tokyo) 35, 1194 (1982) Abstract
Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico and B.H. Long; Eur. J. Cancer 29A, 1985 (1993) Abstract
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Further Categories Containing This Product:
Antitumor Antibiotics • Antitumor Agents (DNA Interaction & Gene Regulation)
 
 
ALX-380-114 Revised 03-Apr-08
Chrysomycin B
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SYNONYMS Chrysomycin M
Virenomycin M
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Topoisomerase Inhibitors
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-114-C250   250 µg 140.00 USD Add To Cart
ALX-380-114-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C27H28O9
MW: 496.5
CAS NUMBER: 83852-56-6
SOURCE/HOST: Isolated from Streptomyces sp.
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; slightly soluble in 100% ethanol or methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for at least 3 months when stored at -20°C.
HANDLING: Protect from light.

Product Description
Antibiotic. Inhibits topoisomerase II in human. Mediates a unique cross-linking reaction between DNA and histidine H3. Antineoplastic and photosensitizing compound. Exhibits antitumor activity against human cell lines. Less potent than Chrysomycin A (Prod. No. ALX-380-112).
Product Specific Literature References
Chrysomycin: a new antibiotic substance for bacterial viruses: F. Strelitz, et al.; J. Bacteriol. 69, 280 (1955) Abstract
The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A: U. Weiss, et al.; J. Antibiot. (Tokyo) 35, 1194 (1982) Abstract
Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico and B.H. Long; Eur. J. Cancer 29A, 1985 (1993) Abstract
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Further Categories Containing This Product:
Antitumor Agents (DNA Interaction & Gene Regulation) • Antitumor Antibiotics
 
 
ALX-380-117 Revised 10-Apr-07
UK-1
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-117-C250   250 µg 140.00 USD Add To Cart
ALX-380-117-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C22H14N2O5
MW: 386.4
CAS NUMBER: 151271-53-3
SOURCE/HOST: Isolated from Streptomyces sp.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, dimethyl formamide or acetone.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Antibiotic. Antifungal. Inhibitor of topoisomerase II (Topo II). Mg2+- and Zn2+-dependent DNA binding agent. Displays a wide spectrum of potent anticancer activities.
Product Specific Literature References
UK-1, a novel cytotoxic metabolite from Streptomyces sp. 517-02. I. Taxonomy, fermentation, isolation, physico-chemical and biological properties: M. Ueki, et al.; J. Antibiot. 46, 1089 (1993) Abstract
UK-1, a novel cytotoxic metabolite from Streptomyces sp. 517-02. II. Structural elucidation: K. Shibata, et al.; J. Antibiot. 46, 1095 (1993) Abstract
UK-1, a novel cytotoxic metabolite from Streptomyces sp. 517-02. III. Antibacterial action of demethyl UK-1: M. Ueki and M. Taniguchi; J. Antibiot. 50, 788 (1997) Abstract
UK-1, a novel cytotoxic metabolite from Streptomyces sp. 517-02. IV. Antifungal action of methyl UK-1: M. Ueki, et al.; J. Antibiot. 51, 883 (1998) Abstract
The novel bis(benzoxazole) cytotoxic natural product UK-1 is a magnesium ion-dependent DNA binding agent and inhibitor of human topoisomerase II: M.B. Reynolds, et al.; Bioorg. Chem. 27, 326 (1999)
Evaluation of complexation of metal-mediated DNA-binding drugs to oligonucleotides via electrospray ionization mass spectrometry: M.L. Reyzer, et al.; Nucl. Acids Res. 29, E103 (2001) Abstract; Full Text
Synthesis and evaluation of anticancer benzoxazoles and benzimidazoles related to UK-1: D. Kumar, et al.; Bioorg. Med. Chem. 10, 3997 (2002) Abstract
Critical structural motif for the catalytic inhibition of human topoisomerase II by UK-1 and analogs: B.B. Wang, et al.; Bioorg. Med. Chem. Lett. 14, 3221 (2004) Abstract
Synthesis and antimicrobial activity of some 5-[2-(morpholin-4-yl)acetamido] and/or 5-[2-(4-substituted piperazin-1-yl)acetamido]-2-(p-substituted phenyl)benzoxazoles: O. Temiz-Arpaci, et al.; Arch. Pharm. 338, 105 (2005) Abstract
Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles: S.T. Huang, et al.; Bioorg. Med. Chem. 14, 6106 (2006) Abstract
Further Categories Containing This Product:
Antibiotics - Topoisomerase Inhibitors • Antitumor Agents (DNA Interaction & Gene Regulation) • Antitumor Antibiotics
 
 
ALX-380-118 Revised 13-Mar-07
Reticulol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Topoisomerase Inhibitors
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-118-C250   250 µg 140.00 USD Add To Cart
ALX-380-118-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C11H10O5
MW: 222.2
CAS NUMBER: 26246-41-3
SOURCE/HOST: Isolated from Streptomyces sp.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, dimethyl formamide or acetone.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Antibiotic. Inhibitor of cyclic adenosine 3’,5’-monophosphate phosphodiesterase and topoisomerase I (Topo I). Antitumor agent.
Product Specific Literature References
Reticulol, a new metabolic isocoumarin: L.A. Mitscher, et al.; Experientia 20, 258 (1964) Abstract
Isocoumarins from streptomyces mobaraensis: M.A.W. Eaton and D.W. Hutchinson; Tetrahedron Lett. 12, 1337 (1971)
Reticulol, an inhibitor of cyclic adenosine 3’, 5’-monophosphate phosphodiesterase: Y. Furutani, et al.; J. Antibiot. 28, 558 (1975) Abstract
Reticulol, an inhibitor of cyclic nucleotide phosphodiesterases: Y. Furutani, et al.; Agric. Biol. Chem. 41, 989 (1977)
Biosynthetic studies of reticulol, an isocoumarin, by 13C-NMR spectroscopy: Y. Furutani, et al.; Agric. Biol. Chem. 41, 1581 (1977)
Inhibition of cyclic nucleotide phosphodiesterases by reticulol: Y. Furutani, et al.; Agric. Biol. Chem. 41, 1587 (1977)
Antitumor efficacy of reticulol from Streptoverticillium against the lung metastasis model B16F10 melanoma. Lung metastasis inhibition by growth inhibition of melanoma: D.S. Lim, et al.; Chemotherapy 49, 146 (2003) Abstract
Topoisomerase I inactivation by reticulol and its in vivo cytotoxicity against B16F10 melanoma: D.S. Lim, et al.; Chemotherapy 49, 257 (2003) Abstract
An Efficient Synthesis of 8-Hydroxy-6,7-dimethoxy-3-methylisocoumarin (6-O-methylreticulol) : A. Saeed and S. Ehsan; Chem. Heterocyc. Comp. 41, 1381 (2005)
Further Categories Containing This Product:
Antibiotics - Other Signal Transduction Pathway Modulators • Phosphodiesterases / Related Products • Antitumor Agents (DNA Interaction & Gene Regulation) • Antitumor Antibiotics
 
 
ALX-380-260 Revised 07-Apr-08
Idarubicin . hydrochloride
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SYNONYMS Idamycin
DMDR
4-Demethoxydaunorubicin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Apoptosis Inducers & Inhibitors
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-260-M001   1 mg 45.00 USD Add To Cart
ALX-380-260-M005   5 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C26H27NO9 . HCl
MW: 497.5 . 36.5
CAS NUMBER: 57852-57-0
MERCK INDEX: 14: 4886
RTECS: HB7877000
SOURCE/HOST: Synthetic.
PURITY: ≥98%
APPEARANCE: Orange crystalline solid.
SOLUBILITY: Soluble in water or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC. MAY BE TERATOGENIC. MAY BE CARCINOGENIC.

Product Description
More potent, lipophilic and antineoplastic analog of daunorubicin. DNA-damaging effect includes DNA oxidation and methylation, DNA intercalation, inhibition of DNA synthesis, induction of DNA strand breaks and delay of cell cycle progression. Inhibitor of topoisomerase IIα. Produces endonucleolytic cleavage and is a marker of apoptosis.
Product Specific Literature References
Idarubicin (4-demethoxydaunorubicin). A preliminary overview of preclinical and clinical studies: F. Ganzina, et al.; Invest. New Drugs 4, 85 (1986), Review Abstract
Antitumor activity of idarubicin, a derivative of daunorubicin, against drug sensitive and resistant P388 leukemia: T. Tsuruo, et al.; Anticancer Res. 13, 357 (1993) Abstract
Study of apoptosis-related responses of leukemic blast cells to in vitro anthracycline treatment: M.A. Belaud-Rotureau, et al.; Leukemia 14, 1266 (2000) Abstract
A comparison of the in vitro genotoxicity of anticancer drugs idarubicin and mitoxantrone: J. Blasiak, et al.; Acta Biochim. Pol. 49, 145 (2002) Abstract; Full Text
Repair of idarubicin-induced DNA damage: A cause of resistance?: D.C. Dartsch & F. Gieseler; DNA Repair (Amst) 6, 1618 (2007) Abstract
Further Categories Containing This Product:
Antitumor Agents (DNA Interaction & Gene Regulation) • Antitumor Agents (Apoptosis Inducers) • Antibiotics - Topoisomerase Inhibitors • Antitumor Antibiotics