ALEXIS Biochemicals: WP631 . dimethanesulfonate

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ALX-380-283

Revised 21-May-08

7-Amino-actinomycin D
SYNONYMS	7-AAD 7-Aminoactinomycin C₁
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-283-M001		1 mg	90.00 USD
ALX-380-283-M005		5 mg	360.00 USD

Product Specification

FORMULA:	C₆₂H₈₇N₁₃O₁₆
MW:	1270.4
CAS NUMBER:	7240-37-1
RTECS:	AU1579000
SOURCE/HOST:	Semisynthetic from actinomycin D (Prod. No. ALX-380-009).
PURITY:	≥96% (HPLC)
APPEARANCE:	Red to dark purple powder.
SOLUBILITY:	Soluble in DMSO (20mg/ml), methanol or 100% ethanol; slightly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light. Hygroscopic.
HAZARD:	VERY TOXIC.

Product Description

Membrane impermeable fluorescent DNA intercalator. Used as a fluorescent DNA stain. Inhibitor of DNA-primed RNA polymerase and DNA polymerase. Induces apoptosis and is used as a tool to identify apoptotic cells. Cytochemical probe. Exhibits growth-inhibitory activity against certain leukemias and sarcomas. Has antibacterial properties.

Product Specific Literature References

7-Amino-actinomycin D as a cytochemical probe. I. Spectral properties: J.E. Gill, et al.; J. Histochem. Cytochem. 23, 793 (1975) Abstract; Full Text
7-substituted actinomycin D analogs. Chemical and growth-inhibitory studies: S.K. Sengupta, et al.; J. Med. Chem. 18, 1175 (1975) Abstract
Simultaneous cell cycle analysis and two-color surface immunofluorescence using 7-amino-actinomycin D and single laser excitation: applications to study of cell activation and the cell cycle of murine Ly-1 B cells: P.S. Rabinovitch, et al.; J. Immunol. 136, 2769 (1986) Abstract
Binding specificities of actinomycin D to non-self-complementary -XGCY-tetranucleotide sequences: F.M. Chen; Biochemistry 31, 6223 (1992) Abstract
Dead cell discrimination with 7-amino-actinomycin D in combination with dual color immunofluorescence in single laser flow cytometry: I. Schmid, et al.; Cytometry 13, 204 (1992) Abstract
Improved staining method for the simultaneous flow cytofluorometric analysis of DNA content, S-phase fraction, and surface phenotype using single laser instrumentation: K. Toba, et al.; Cytometry 13, 60 (1992) Abstract
Flow cytometric immunofluorescence assay for quantification of cyclobutyldithymine dimers in separate phases of the cell cycle: R.J. Berg, et al.; Carcinogenesis 14, 103 (1993) Abstract
Simultaneous three-color analysis of the surface phenotype and DNA-RNA quantitation using 7-amino-actinomycin D and pyronin Y: K. Toba, et al.; J. Immunol. Methods 182, 193 (1995) Abstract
Hematopoietic cell protein-tyrosine phosphatase-deficient motheaten mice exhibit T cell apoptosis defect: X. Su, et al.; J. Immunol. 156, 4198 (1996) Abstract
The use of 7-amino actinomycin D in identifying apoptosis: simplicity of use and broad spectrum of application compared with other techniques: N.J. Philpott, et al.; Blood 87, 2244 (1996) Abstract; Full Text
A rapid method for measuring apoptosis and dual-color immunofluorescence by single laser flow cytometry: I. Schmid, et al.; J. Immunol. Methods 170, 145 (1996) Abstract
Strategies for phenotyping apoptotic peripheral human lymphocytes comparing ISNT, annexin-V and 7-AAD cytofluorometric staining methods: H. Lecoeur, et al.; J. Immunol. Methods 209, 111 (1997) Abstract
Cell kinetic study of normal human bone marrow hematopoiesis and acute leukemia using 7AAD/PY: K. Toba, et al.; Eur. J. Haematol. 64, 10 (2000) Abstract
Live-cell assay for detection of apoptosis by dual-laser flow cytometry using Hoechst 33342 and 7-amino-actinomycin D: I. Schmid, et al.; Nat. Protoc. 2, 187 (2007) Abstract

Related Products

ALX-380-079

Rebeccamycin

Further Categories Containing This Product:

Antitumor Agents (DNA Interaction & Gene Regulation) • DNA Intercalators & Crosslinkers • Antibiotics - Topoisomerase Inhibitors

ALX-380-043

Revised 03-Apr-08

Daunorubicin . hydrochloride
SYNONYMS	Daunomycin . HCl
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-043-M010		10 mg	95.00 USD

Product Specification

FORMULA:	C₂₇H₂₉NO₁₀. HCl
MW:	527.5 . 36.5
CAS NUMBER:	23541-50-6
MERCK INDEX:	14: 2832
SOURCE/HOST:	Isolated from Streptomyces spec.
PURITY:	≥98% (HPLC)
APPEARANCE:	Orange to red solid.
SOLUBILITY:	Soluble in water or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC.

Product Description

Anthracycline anticancer antibiotic. Induces DNA damage by intercalating into DNA and inhibiting topoisomerase I and II. Inhibits RNA and DNA synthesis. Induces DNA single strand breaks and apoptosis in tumor cells.

Product Specific Literature References

Ceramide synthase mediates daunorubicin-induced apoptosis: an alternative mechanism for generating death signals: R. Bose, et al.; Cell 82, 405 (1995) Abstract
Daunorubicin activates NFkappaB and induces kappaB-dependent gene expression in HL-60 promyelocytic and Jurkat T lymphoma cells: M.P. Boland, et al.; J. Biol. Chem. 272, 12952 (1997) Abstract; Full Text
Alteration of the daunorubicin-triggered sphingomyelin-ceramide pathway and apoptosis in MDR cells: influence of drug transport abnormalities: M.G. Come, et al.; Int. J. Cancer 81, 580 (1999) Abstract
A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin: D.A. Gewirtz; Biochem. Pharmacol. 57, 727 (1999) Abstract
Altered multidrug resistance phenotype caused by anthracycline analogues and cytosine arabinoside in myeloid leukemia: X.F. Hu, et al.; Blood 93, 4086 (1999) Abstract
Implication of radical oxygen species in ceramide generation, c-Jun N- terminal kinase activation and apoptosis induced by daunorubicin: V. Mansat-de Mas, et al.; Mol. Pharmacol. 56, 867 (1999) Abstract
The phosphoinositide 3-kinase/Akt pathway is activated by daunorubicin in human acute myeloid leukemia cell lines: I. Plo, et al.; FEBS Lett 452, 150 (1999) Abstract
Caspase-3-like activity is necessary but not sufficient for daunorubicin-induced apoptosis in Jurkat human lymphoblastic leukemia cells: K.J. Turnbull, et al.; Leukemia 13, 1056 (1999) Abstract
Regulation of phospholipase D activity and ceramide production in daunorubicin-induced apoptosis in A-431 cells: J. Chen, et al.; Biochim. Biophys. Acta. 1488, 219 (2000) Abstract
Signaling pathways activated by daunorubicin:: G. Laurent & J. P. Jaffrezou; Blood 98, 913 (2001), Review Abstract

Further Categories Containing This Product:

Antibiotics - Immunomodulators • Antitumor Agents (Apoptosis Inducers) • Antitumor Agents (Enzyme Inhibitors) • Antibiotics - Topoisomerase Inhibitors • DNA Intercalators & Crosslinkers • Antibiotics - Apoptosis Inducers & Inhibitors • Antitumor Agents (DNA Interaction & Gene Regulation)

ALX-380-042

Revised 05-May-08

Doxorubicin . hydrochloride
SYNONYMS	DXR . HCl 14-Hydroxydaunomycin . HCl Adriamycin . HCl
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-042-M005		5 mg	60.00 USD
ALX-380-042-M010		10 mg	110.00 USD
ALX-380-042-M025		25 mg	250.00 USD

Product Specification

FORMULA:	C₂₇H₂₉NO₁₁ . HCl
MW:	543.5 . 36.5
CAS NUMBER:	25316-40-9
MERCK INDEX:	14: 3439
RTECS:	QI9295900
SOURCE/HOST:	Isolated from Streptomyces peucetius var. caesius.
PURITY:	≥98%
APPEARANCE:	Red solid.
SOLUBILITY:	Soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	MAY BE CARCINOGENIC. MAY BE TERATOGENIC. TOXIC. MAY BE MUTAGENIC.

Product Description

Antitumor antibiotic. Induces DNA damage by intercalating into DNA and inhibiting topoisomerase II. Binds covalently to DNA. Inhbibits reverse transcriptase, RNA polymerase and the catalytic activity of Dnmt1. Immunosuppressive. Antineoplastic. Induces apoptosis.

Product Specific Literature References

Adriamycin and daunomycin induce programmed cell death (apoptosis) in tumour cells: A. Skladanowski & J. Konopa; Biochem. Pharmacol. 46, 375 (1993) Abstract
A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin: D.A. Gewirtz; Biochem. Pharmacol. 57, 727 (1999) Abstract
Doxorubicin treatment activates a Z-VAD-sensitive caspase, which causes deltapsim loss, caspase-9 activity, and apoptosis in Jurkat cells: S. Gamen, et al.; Exp. Cell Res. 258, 223 (2000) Abstract
Involvement of cyclin-dependent kinases in doxorubicin-induced apoptosis in human tumor cells: Y. Lu, et al.; Mol. Carcinog. 29, 1 (2000) Abstract
Characterization of Adriamycin-Induced G2 Arrest and Its Abrogation by Caffeine in FL-Amnion Cells with or without p53: Y. Minemoto, et al.; Exp. Cell Res. 262, 37 (2001) Abstract
Enhancement of Fas-mediated apoptosis in renal cell carcinoma cells by adriamycin: X.X. Wu, et al.; Cancer Res. 60, 2912 (2000) Abstract
Doxorubicin-induced apoptosis in endothelial cells and cardiomyocytes is ameliorated by nitrone spin traps and ebselen. Role of reactive oxygen and nitrogen species: S. Kotamraju, et al.; J. Biol. Chem. 275, 33585 (2000) Abstract; Full Text
The power and potential of doxorubicin-DNA adducts: S.M. Cutts, et al.; IUBMB Life 57, 73 (2005), Review Abstract
Adriamycin-induced interference with cardiac mitochondrial calcium homeostasis: K.B. Wallace; Cardiovasc. Toxicol. 7, 101 (2007), Review Abstract
Doxorubicin-induced cardiomyopathy from the cardiotoxic mechanisms to managemen: G. Takemura & H. Fujiwara; Prog. Cardiovasc. Dis. 49, 330 (2007), Review Abstract

Further Categories Containing This Product:

Other Toxins • Antibiotics - Immunomodulators • Antitumor Agents (Apoptosis Inducers) • Antitumor Agents (Enzyme Inhibitors) • Antibiotics - Topoisomerase Inhibitors • DNA Intercalators & Crosslinkers • Antibiotics - Apoptosis Inducers & Inhibitors • Antitumor Agents (DNA Interaction & Gene Regulation)

ALX-400-043

Revised 09-May-07

Propidium Iodide
PRODUCT LINE	Other Products
PRODUCT CATEGORY	Dyes / Stains / Fluorescent Probes / Fluorescent Labels

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-400-043-M001		1 mg	77.00 USD

Product Specification

FORMULA:	C₂₇H₃₄N₄I₂
MW:	668.4
CAS NUMBER:	25535-16-4
RTECS:	SF7949600
CONCENTRATION:	1mg/ml
FORMULATION:	Liquid. Solution in PBS.
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.

Product Description

DNA intercalator. Useful for differentiation between apoptotic cell death if used in combination with annexin V conjugates by flow cytometry. Ex(max): 536nm; Em(max): 617nm.

Product Specific Literature References

Propidium iodide staining correlates with the extent of DNA degradation in isolated nuclei: T. Crompton, et al.; BBRC 183, 532 (1992) Abstract
A flow cytometric method using Hoechst 33342 and propidium iodide for simultaneous cell cycle analysis and apoptosis determination in unfixed cells: F. Belloc, et al.; Cytometry 17, 59 (1994) Abstract
Assessment of secondary necrosis of Jurkat cells using a new microscopic system and double staining method with annexin V and propidium iodide: O. Honda, et al.; Int. J. Oncol. 16, 283 (2000) Abstract
Flow cytometric analysis of apoptotic subpopulations with a combination of annexin V-FITC, propidium iodide, and SYTO 17: M. Eray, et al.; Cytometry 43, 134 (2001) Abstract
A novel assay for apoptosis. Flow cytometric detection of phosphatidylserine expression on early apoptotic cells using fluorescein labelled Annexin V: I. Vermes, et al.; J. Immunol. Meth. 184, 39 (1995) Abstract
Distribution of the human intracellular serpin protease inhibitor 8 in human tissues: M.C. Strik, et al.; J. Histochem. Cytochem. 50, 1443 (2002) Abstract; Full Text

General Information

BACKGROUND/TECHNICAL INFORMATION

Dilute to 250µg/ml in PBS before use. Add 1µl per annexin V assay.

Related Products

ALX-620-050	Bisbenzimide H33342 . trihydrochloride
ALX-209-256	Annexin V (human) (recombinant) (FITC)
ALX-209-251	Annexin V (human) (recombinant) (R-PE)
ALX-209-250	Annexin V (human) (recombinant) (FITC)

Further Categories Containing This Product:

DNA Intercalators & Crosslinkers

ALX-350-364

Revised 08-Apr-08

Psoralen
SYNONYMS	Ficusin 7H-Furo[3,2-g]benzopyran-7-one
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-350-364-M025		25 mg	95.00 USD
ALX-350-364-M100		100 mg	285.00 USD

Product Specification

FORMULA:	C₁₁H₆O₃
MW:	186.2
CAS NUMBER:	66-97-7
MERCK INDEX:	14: 7928
RTECS:	LV0944000
SOURCE/HOST:	Isolated from Psoralea corylifolia.
PURITY:	≥98% (HPLC)
APPEARANCE:	White to off-white crystalline solid.
SOLUBILITY:	Soluble in ethyl acetate or acetone; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	MAY BE MUTAGENIC. HARMFUL.

Product Description

Shows antiviral, antibacterial, antifungal and insecticidal properties. Binds DNA through single and double-stranded cross-linking after photoactivation. Used as photochemical probe in studies of DNA mutation and repair mechanisms. Causes photosensitization in human.

Product Specific Literature References

Psoralen phototoxicity: correlation with serum and epidermal 8-methoxypsoralen and 5-methoxypsoralen in the guinea pig: A. Kornhauser, et al.; Science 217, 733 (1982) Abstract
Psoralens as photoactive probes of nucleic acid structure and function: organic chemistry, photochemistry, and biochemistry: G.D. Cimino, et al.; Annu. Rev. Biochem. 54, 1151 (1985), (Review) Abstract
Electron microscopic identification of supercoiled regions in complex DNA structures: R.B. Inman & M. Schnos; J. Mol. Biol. 193, 377 (1987) Abstract
Probing DNA structure with psoralen in vitro: D.W. Ussery, et al.; Meth. Enzymol. 212, 242 (1992) Abstract
DNA interstrand cross-links induced by psoralen are not repaired in mammalian mitochondria: C. Cullinane & V.A. Bohr; Cancer Res. 58, 1400 (1998) Abstract; Full Text
Psoralen photocrosslinking, a tool to study the chromatin structure of RNA polymerase I--transcribed ribosomal genes: M. Toussaint, et al.; Biochem. Cell Biol. 83, 449 (2005) Abstract
Psoralen-induced DNA adducts are substrates for the base excision repair pathway in human cells: S. Couve-Privat, et al.; Nucl. Acids Res. 35, 5672 (2007) Abstract; Full Text
Site-directed gene mutation at mixed sequence targets by psoralen-conjugated pseudo-complementary peptide nucleic acids: K.H. Kim, et al.; Nucl. Acids Res. 35, 7604 (2007) Abstract; Full Text

Further Categories Containing This Product:

Natural Products - Antiviral / anti-HIV Agents • Natural Products - Antifungal Agents • DNA Intercalators & Crosslinkers • Pesticides / Related Products

ALX-380-236

Revised 08-Apr-08

Quinaldopeptin
SYNONYMS	Antibiotic BMY 28662 Antibiotic BU 3845T
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-380-236-MC05		0.5 mg	390.00 USD

Product Specification

FORMULA:	C₆₂H₇₈N₁₄O₁₄
MW:	1243.4
CAS NUMBER:	130743-07-6
SOURCE/HOST:	Isolated from Amycolatopsis sp. MST-AS5902.
PURITY:	≥95% (HPLC).
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in methanol, dimethyl formamide or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Antibiotic. DNA bisintercalating agent. Displays antimicrobial, antifungal and cytotoxic properties. Shows antitumor activity in vitro and in vivo.

Product Specific Literature References

Quinaldopeptin, a novel antibiotic of the quinomycin family: S. Toda, et al.; J. Antibiot. (Tokyo) 43, 796 (1990) Abstract
Structure of actinotetraose hexatiglate, a unique glucotetraose from an actinomycete bacterium: R.W. Rickards, et al.; J. Antibiot. (Tokyo) 51, 1093 (1998) Abstract; Full Text
Bisintercalator natural products with potential therapeutic applications: isolation, structure determination, synthetic and biological studies: S. Dawson, et al.; Nat. Prod. Rep. 24, 109 (2007) Abstract

Further Categories Containing This Product:

DNA Intercalators & Crosslinkers • Antibiotics - Antifungal • Antitumor Antibiotics

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 tran

FORMULA:	C₃₃H₃₄Cl₂N₄O₇
MW:	669.6
CAS NUMBER:	119673-08-4
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in water (pH-dependent) or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C