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DNA Metabolism
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ALX-380-117 Revised 10-Apr-07
UK-1
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
Ordering Information
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-380-064 Revised 15-Oct-07
WP631 . dihydrochloride
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Antibiotics - DNA Regulation/Transcription
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-064-C100   100 µg 60.00 USD Add To Cart
ALX-380-064-M001   1 mg 240.00 USD Add To Cart
Product Specification
FORMULA: C62H64O20N2 . 2HCl
MW: 1157.2 . 73.0
PURITY: ≥95%
APPEARANCE: Off-white to red powder.
SOLUBILITY: Soluble in DMSO or dimethyl formamide.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Dissolve the compound in DMSO or dimethyl formamide at 20mg/ml, then add water (or 5% dextrose, PBS, etc.) to bring it to a final concentration of 1mg/ml (5% DMSO or dimethyl formamide).
HANDLING: Keep cool and dry.
HAZARD: CARCINOGENIC.

Product Description
Synthetic fluorescent bisintercalating anthracycline antibiotic with ultratight binding properties to DNA. Inhibits Sp1-initiated transcription at nanomolar concentrations. Appears to overcome MRP-mediated multidrug resistance. Induces apoptosis. Licenced product covered by US Patent 5,874,412. Sold with permission of Houston Pharmaceuticals, Inc.
Product Specific Literature References
Structure-based design of a new bisintercalating anthracycline antibiotic: J.B. Chaires, et al.; J. Med. Chem. 40, 261 (1997) Abstract
Structure of a DNA-bisdaunomycin complex: G.G. Hu, et al.; Biochemistry 36, 5940 (1997) Abstract
Bisanthracycline WP631 inhibits basal and Sp1-activated transcription initiation in vitro: B. Martin, et al.; Nucl. Acids Res. 27, 3402 (1999) Abstract; Full Text
Analysis of the effects of Daunorubicin and WP631 on transcription: J. Portugal, et al.; Curr. Med. Chem. 8, 1 (2001), (Review) Abstract
Identification of a critical Sp1 site within the endoglin promoter and its involvement in the transforming growth factor-beta stimulation: L.M. Botella, et al.; J. Biol. Chem. 276, 34486 (2001) Abstract; Full Text
Exploiting anthracycline scaffold for designing DNA-targeting agents: W. Priebe; Methods Enzymol. 340, 529 (2001) Abstract
Induction of G(2)/M arrest and inhibition of c-myc and p53 transcription by WP631 in Jurkat T lymphocytes: S. Villamarin, et al.; Biochem. Pharmacol. 63, 1251 (2002) Abstract
Evidence that activation of nuclear factor-kappaB is essential for the cytotoxic effects of doxorubicin and its analogues: K. Ashikawa, et al.; Biochem. Pharmacol. 67, 353 (2004) Abstract
Bis-anthracycline antibiotics inhibit human immunodeficiency virus type 1 transcription: O. Kutsch, et al.; Antimicrob. Agents. Chemother. 48, 1652 (2004) Abstract
Circumvention of the multidrug-resistance protein (MRP-1) by an antitumor drug through specific inhibition of gene transcription in breast tumor cells: S. Mansilla, et al.; Biochem. Pharmacol. 73, 934 (2007) Abstract
Further Categories Containing This Product:
MDR Inhibitors • Antibiotics - Apoptosis Inducers & Inhibitors • Sp Protein Family/Related Products • DNA Intercalators & Crosslinkers
 
 
ALX-380-074 Revised 12-Oct-07
WP631 . dimethanesulfonate
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Antibiotics - DNA Regulation/Transcription
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-074-C500   500 µg 150.00 USD Add To Cart
Product Specification
FORMULA: C62H64N2O20 . 2CH3SO3
MW: 1157.2 . 191.2
PURITY: ≥95%
APPEARANCE: Red powder.
SOLUBILITY: Soluble in DMSO (10mg/ml) or water (1mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HAZARD: HARMFUL. MAY BE CARCINOGENIC.

Product Description
Synthetic fluorescent bisintercalating anthracycline antibiotic with ultratight binding properties to DNA. Inhibits Sp1-initiated transcription at nanomolar concentrations. Appears to overcome multidrug resistance protein (MRP) mediated multidrug resistance (MDR). More water soluble than WP631 . dihydrochloride (Prod. No. ALX-380-064). Licenced product covered by US Patent 5,874,412. Sold with permission of Houston Pharmaceuticals, Inc.
Product Specific Literature References
Structure-based design of a new bisintercalating anthracycline antibiotic: J.B. Chaires, et al.; J. Med. Chem. 40, 261 (1997) Abstract
Structure of a DNA-bisdaunomycin complex: G.G. Hu, et al.; Biochemistry 36, 5940 (1997) Abstract
Binding of two novel bisdaunorubicins to DNA studied by NMR spectroscopy: H. Robinson, et al.; Biochemistry 36, 8663 (1997) Abstract
Ultratight DNA binding of a new bisintercalating anthracycline antibiotic: F. Leng, et al.; Biochemistry 37, 1743 (1998) Abstract
Drug-DNA interactions: J.B. Chaires; Curr. Opin. Struct. Biol. 8, 314 (1998) Abstract
Bisanthracycline WP631 inhibits basal and Sp1-activated transcription initiation in vitro: B. Martin, et al.; Nucleic Acids Res. 27, 3402 (1999) Abstract
Analysis of the effects of daunorubicin and WP631 on transcription: J. Portugal, et al.; Curr. Med. Chem. 8, 1 (2001) Abstract
Inhibition of basal and transforming growth factor-beta-induced stimulation of COL1A1 transcription by the DNA intercalators, mitoxantrone and WP631, in cultured human dermal fibroblasts: S. Gaidarova and S.A. Jimenez; J. Biol. Chem. 277, 38737 (2002) Abstract
Sequence selective binding of bis-daunorubicin WP631 to DNA: K.R. Fox, et al.; Eur. J. Biochem. 271, 3556 (2004) Abstract
Further Categories Containing This Product:
MDR Inhibitors • DNA Intercalators & Crosslinkers • Sp Protein Family/Related Products • Antibiotics - Apoptosis Inducers & Inhibitors
 
 
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