ALEXIS Biochemicals: Aureothricin

You are here: Product Lines > Natural Products / Antibiotics > Antibiotics > Antibiotics - DNA Regulation / Transcription > Other Antibiotics - DNA Regulation / Transcription

ALX-380-055

Revised 13-Jun-08

Chromomycin A3
SYNONYMS	Toyomycin
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-380-055-M005		5 mg	65.00 USD
ALX-380-055-M025		25 mg	260.00 USD

Product Specification

FORMULA:	C₅₇H₈₂O₂₆
MW:	1183.3
CAS NUMBER:	7059-24-7
MERCK INDEX:	14: 2238
RTECS:	GB7875000
SOURCE/HOST:	Isolated from Streptomyces griseus.
PURITY:	≥97% (HPLC)
APPEARANCE:	Off white to yellow powder.
SOLUBILITY:	Soluble in ethyl acetate.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.

Product Description

Antibiotic. Inhibits RNA synthesis. Cell permeable fluorescent dye that can be used with Bisbenzimide H33258 (Prod. No. ALX-620-051) to distinguish chromosomes by their total DNA concentration and their DNA base composition. Binds to G:C pairs of helical DNA but does not intercalate. Ex(max): 445nm; Em(max): 575nm.

General Literature References

K. Mizuno; J. Antibiot. 16, 22 (1963)

Related Products

ALX-620-051

Bisbenzimide H33258 . trihydrochloride

Further Categories Containing This Product:

Transcription Inhibitors / Related Products

ALX-380-060

Revised 11-Jul-08

Tetracycline . hydrochloride
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-380-060-G005		5 g	20.00 USD

Product Specification

FORMULA:	C₂₂H₂₄N₂O₈ . HCl
MW:	444.5 . 36.5
CAS NUMBER:	64-75-5
MERCK INDEX:	14: 9196
RTECS:	QI9100000
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in water, methanol or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light and moisture.
HAZARD:	IRRITANT.

Product Description

Broad-spectrum antibiotic with anti-inflammatory activity. Blocks bacterial protein synthesis by inhibiting binding of aminoacyl tRNA to A-site of ribosomes. Tetracycline-controlled systems are used to control gene expression on transgenic mice. Marker of bone formation.

Product Specific Literature References

Clinical and laboratory observations of a new antibiotic, tetracycline: M. Finland, et al.; J. Am. Med. Assoc. 154, 561 (1954) Abstract
Tetracycline antibiotics: mode of action, applications, molecular biology, and epidemiology of bacterial resistance: I. Chopra & M. Roberts; Microbiol. Mol. Biol. Rev. 65, 232 (2001) Abstract
Tetracyclines: nonantibiotic properties and their clinical implications: A. N. Sapadin & R. Fleischmajer; J. Am. Acad. Dermatol. 54, 258 (2006) Abstract
A novel tetracycline labeling schedule for longitudinal evaluation of the short-term effects of anabolic therapy with a single iliac crest bone biopsy: early actions of teriparatide: R. Lindsay, et al.; J. Bone Miner. Res. 21, 366 (2006) Abstract
Tetracycline-controlled genetic switches: R. Sprengel & M. T. Hasan; Handb. Exp. Pharmacol. 178, 49 (2007) Abstract
Anti-inflammatory activity of tetracyclines: G. Webster & J. Q. Del Rosso; Dermatol. Clin. 25, 133 (2007) Abstract

Further Categories Containing This Product:

ALX-380-064

Revised 08-Oct-08

WP631 . dihydrochloride
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-380-064-C100		100 µg	60.00 USD
ALX-380-064-M001		1 mg	240.00 USD

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:	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 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-380-068

Revised 09-Apr-08

Trichostatin A
SYNONYMS	TSA [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide]
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-380-068-M001		1 mg	115.00 USD
ALX-380-068-M005		5 mg	385.00 USD

Product Specification

FORMULA:	C₁₇H₂₂N₂O₃
MW:	302.4
CAS NUMBER:	58880-19-6
MERCK INDEX:	14: 9649
SOURCE/HOST:	Isolated from Streptomyces hygroscopicus.
PURITY:	≥98% (HPLC)
APPEARANCE:	Whitish film adhered to inside of vial.
SOLUBILITY:	Soluble in DMSO, dimethyl formamide, acetonitrile, methanol or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Potent, reversible inhibitor of histone deacetylase (HDAC). Mediates the activation of O⁶-methylguanine-DNA methyltransferase (MGMT). May be involved in cell cycle progression of several cell types. Induces cell growth arrest at both G1 and G2/M phases. May induce apoptosis in some cases. Induces acetylation of histone-3/4 and expression of p300.

Product Specific Literature References

A new antifungal antibiotic, trichostatin: N. Tsuji, et al.; J. Antibiot. 29, 1 (1976) Abstract
Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A: M. Yoshida, et al.; J. Biol. Chem. 265, 17174 (1990) Abstract; Full Text
Trichostatin A induces morphological changes and gelsolin expression by inhibiting histone deacetylase in human carcinoma cell lines: Y. Hoshikawa, et al.; Exp. Cell Res. 214, 189 (1994) Abstract
Trichostatin A inhibits both ras-induced neurite outgrowth of PC12 cells and morphological transformation of NIH3T3 cells: M. Futamura, et al.; Oncogene 10, 1119 (1995) Abstract
Trichostatin A and trapoxin: novel chemical probes for the role of histone acetylation in chromatin structure and function: M. Yoshida, et al.; Bioessays 17, 423 (1995) Abstract
Selective inhibition of IL-2 gene expression by trichostatin A, a potent inhibitor of mammalian histone deacetylase: I. Takahashi, et al.; J. Antibiot. 49, 453 (1996) Abstract
A mammalian histone deacetylase related to the yeast transcriptional regulator Rpd3p: J. Taunton, et al.; Science 272, 408 (1996) Abstract
Transcriptional activation and chromatin remodeling of the HIV-1 promoter in response to histone acetylation: C. Van Lint, et al.; EMBO J. 15, 1112 (1996) Abstract
Induction of caspase-3 protease activity and apoptosis by butyrate and trichostatin A (inhibitors of histone deacetylase): dependence on protein synthesis and synergy with a mitochondrial/cytochrome c- dependent pathway:: V. Medina, et al.; Cancer Res. 57, 3697 (1997) Abstract
A histone deacetylase inhibitor potentiates retinoid receptor action in embryonal carcinoma cells: S. Minucci, et al.; PNAS 94, 11295 (1997) Abstract; Full Text
Histone deacetylase inhibitor activates the WAF1/Cip1 gene promoter through the Sp1 sites: Y. Sowa, et al.; BBRC 241, 142 (1997) Abstract
Retinoblastoma protein recruits histone deacetylase to repress transcription: A. Brehm, et al.; Nature 391, 597 (1998) Abstract
Effects of cell density and trichostatin A on the expression of HDAC1 and p57Kip2 in Hep 3B cells: S.G. Gray & T.J. Ekstrom; BBRC 245, 423 (1998) Abstract
Regulation of the human O6-methylguanine-DNA methyltransferase gene by transcriptional coactivators cAMP response element-binding protein- binding protein and p300: K.K. Bhakat & S. Mitra; J. Biol. Chem. 275, 34197 (2000) Abstract; Full Text
Histone deacetylase inhibitors: inducers of differentiation or apoptosis of transformed cells: P.A. Marks, et al.; J. Natl. Cancer Inst. 92, 1210 (2000) Abstract
Trichostatin A is a histone deacetylase inhibitor with potent antitumor activity against breast cancer in vivo: D.M. Vigushin, et al.; Clin. Cancer Res. 7, 971 (2001) Abstract
Chromatin remodeling agent trichostatin A: a key-factor in the hepatic differentiation of human mesenchymal stem cells derived of adult bone marrow: S. Snykers, et al.; BMC Dev. Biol. 7, 24 (2007) Abstract
Trichostatin A induces myocardial differentiation of monkey ES cells: M. Hosseinkhani, et al.; BBRC 356, 386 (2007) Abstract

Further Categories Containing This Product:

Cell Cycle Blockers & Inhibitors / Related Products • Antibiotics - Other Signal Transduction Pathway Modulators • Antibiotics - Apoptosis Inducers & Inhibitors • HDAC Inhibitors • PKC Activators • Antitumor Antibiotics • Antibiotics for Cell Cycle Research • DNA Repair Other Products • DNA & RNA Methyl & Alkyl Transferases / Related Products • Antibiotics - Antifungal

ALX-380-070

Revised 25-Jun-08

Sinefungin
SYNONYMS	6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-D-glycero-α-L-talo-decafuranuronic acid A-9145 Adenosylornithine
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Antifungal

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-070-M001		1 mg	70.00 USD
ALX-380-070-M005		5 mg	280.00 USD

Product Specification

FORMULA:	C₁₅H₂₃N₇O₅
MW:	381.4
CAS NUMBER:	58944-73-3
MERCK INDEX:	14: 8544
PURITY:	≥95% (HPLC)
APPEARANCE:	White to yellow powder.
SOLUBILITY:	Soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Strong competitive inhibitor of methyltransferases which uses S-adenosyl-1-methionine as the methyl group donor to yield methylated products such as 5-methylcytosine or N⁶-methyl adenosine on DNA and RNA. In addition, sinefungin is involved in a number of physiological processes.

Product Specific Literature References

A9145, a new adenine-containing antifungal antibiotic. I. Discovery and isolation: R.L. Hamil & M.M. Hoehn (Tokyo); J. Antibiot. 26, 463 (1973) Abstract
Sinefungin, a potent inhibitor or S-adenosylmethionine: protein O- methyltransferase: R.T. Borchardt, et al.; BBRC 89, 919 (1979) Abstract
Effects of S-adenosylhomocysteine and analogs on Epstein-Barr virus- induced transformation, expression of the Epstein-Barr virus capsid antigen, and methylation of Epstein-Barr virus DNA: W.K. Long, et al.; J. Virol. 61, 221 (1987) Abstract
Differential binding of S-adenosylmethionine S-adenosylhomocysteine and Sinefungin to the adenine-specific DNA methyltransferase M.TaqI: G. Schluckebier, et al.; J. Mol. Biol. 265, 56 (1997) Abstract
Two intertwined methylation activities of the MmeI restriction- modification class-IIS system from Methylophilus methylotrophus: J. Tucholski, et al.; Gene 223, 293 (1998) Abstract
Enzyme-mediated cytosine deamination by the bacterial methyltransferase M.MspI: J.M. Zingg, et al.; Biochem. J. 332, 223 (1998) Abstract
The 2.2 A structure of the rRNA methyltransferase ErmC' and its complexes with cofactor and cofactor analogs: implications for the reaction mechanism: G. Schluckebier, et al.; J. Mol. Biol. 289, 277 (1999) Abstract
Substrate binding in vitro and kinetics of RsrI [N6-adenine] DNA methyltransferase: S.S. Szegedi, et al.; Nucl. Acids Res. 28, 3962 (2000) Abstract
Identification of prenylcysteine carboxymethyltransferase in bovine adrenal chromaffin cells: H.M. De Busser, et al.; Int. J. Biochem. Cell Biol. 32, 1007 (2000) Abstract

Further Categories Containing This Product:

Other Antibiotics - DNA Regulation / Transcription • DNA & RNA Methyl & Alkyl Transferases / Related Products

ALX-380-071

Revised 18-Nov-08

Rifampicin
SYNONYMS	Rifampin 3-(4-Methylpiperazinyl-iminomethyl)rifamycin SV
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics for Cell Cycle Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-071-M100		100 mg	18.00 USD

Product Specification

FORMULA:	C₄₃H₅₈N₄O₁₂
MW:	823.0
CAS NUMBER:	13292-46-1
MERCK INDEX:	14: 8216
RTECS:	VJ7000000
SOURCE/HOST:	Semisynthetic.
PURITY:	≥95%
APPEARANCE:	Orange to brown powder.
SOLUBILITY:	Soluble in DMSO (25mg/ml) or methanol (25mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Antibacterial (tuberculostatic). Inhibits DNA-dependent RNA polymerase. Potent inducer of hepatic cytochrome P450 enzymes.

Product Specific Literature References

Rifampicin: a new orally active rifamycin: N. Maggi, et al.; Chemotherapy 11, 285 (1966) Abstract
Rifampicin sensitivity of the components of DNA-dependent RNA polymerase: E. di Mauro, et al.; Nature 222, 533 (1969) Abstract
Chemical and biological properties of rifampicin: S. Furesz; Antibiot. Chemother. 16, 316 (1970) Abstract
On the mechanism of rifampicin inhibition of RNA synthesis: W.R. McClure and C.L. Cech; J. Biol. Chem. 253, 8949 (1978) Abstract
Pharmacokinetic drug interactions with rifampicin: K. Venkatesan; Clin. Pharmacokinet. 22, 47 (1992), Review Abstract
Pharmacokinetic interactions with rifampicin : clinical relevance: M. Niemi, et al.; Clin. Pharmacokinet. 42, 819 (2003), Review Abstract
Roles of rifampicin in drug-drug interactions: underlying molecular mechanisms involving the nuclear pregnane X receptor: J. Chen and K. Raymond; Ann. Clin. Microbiol. Antimicrob. 50, 3 (2006), Review Abstract

Further Categories Containing This Product:

Other Antibiotics - DNA Regulation / Transcription • Cytochrome P450 [CYP450] / Related Products • RNA Polymerases / Related Products

ALX-380-074

Revised 12-Oct-07

WP631 . dimethanesulfonate
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

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:

DNA Intercalators & Crosslinkers • MDR Inhibitors • Sp Protein Family / Related Products • Antibiotics - Apoptosis Inducers & Inhibitors

ALX-380-088

Revised 30-Jul-08

Netropsin . dihydrochloride
SYNONYMS	4-([((Aminoiminomethyl)amino)acetyl)amino)-N-(5-(((3-amino-3-iminopropyl)amino)carbonyl]-1-methyl-1H-pyrrol-3-yl)-1-methyl-1H-pyrrole-3-carboxamide
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-088-M005		5 mg	40.00 USD

Product Specification

FORMULA:	C₁₈H₂₆N₁₀O₃ . 2HCl
MW:	430.5 . 73.0
CAS NUMBER:	63770-20-7 (hydrochloride)
RTECS:	DW2973000
SOURCE/HOST:	Isolated from Streptomyces netropsis.
PURITY:	≥93% (HPLC)
APPEARANCE:	Faint yellow powder.
SOLUBILITY:	Soluble in alcohols or water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	HARMFUL.

Product Description

Nucleic acid binding ligand. Binds to A-T-rich regions of the minor groove of DNA.

Product Specific Literature References

Netropsin, a New Antibiotic Produced by a Streptomyces: A.C. Finlay et al.; J. Am. Chem. Soc. 73, 341 (1951)
Efficient Total Syntheses of the Oligopeptide Antibiotics Netropsin and Distamycin: J.W. Lown et al.; J. Org. Chem. 50, 3774 (1985)
Sequence and structural selectivity of nucleic acid binding ligands: J. Ren & J.B. Chaires; Biochemistry 38, 16067 (1999) Abstract
Molecular modelling of the interaction of carbocyclic analogues of netropsin and distamycin with d(CGCGAATTCGCG)2: K. Bielawski, et al.; Acta Biochim. Pol. 47, 855 (2000) Abstract
Recent developments in sequence selective minor groove DNA effectors: B.S. Reddy, et al.; Curr. Med. Chem. 8, 475 (2001), (Review) Abstract

Further Categories Containing This Product:

Other Antibiotics - DNA Regulation / Transcription • Antibiotics - Antiviral / Anti-HIV

ALX-380-111

Revised 16-Jun-08

Resistomycin
SYNONYMS	Geliomycin Heliomycin Itamycin
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-380-111-M001