ALEXIS Biochemicals: 17-DMAG

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ALX-380-091

Revised 21-Aug-08

17-AAG
SYNONYMS	17-(Allylamino)-17-desmethoxygeldanamycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-091-C100		100 µg	65.00 USD
ALX-380-091-M001		1 mg	162.00 USD

Product Specification

FORMULA:	C₃₁H₄₃N₃O₈
MW:	585.7
CAS NUMBER:	75747-14-7
SOURCE/HOST:	Semisynthetic derivative from geldanamycin.
PURITY:	≥97%
APPEARANCE:	Red to dark red powder.
SOLUBILITY:	Soluble in DMSO (10mg/ml) or methanol (10mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Potent, less toxic derivative of geldanamycin (Prod. No. ALX-380-054). Inhibits the essential ATPase activity of HSP90. Inhibitor of telomerase activity. Inducer of apoptosis with antitumor activity.

Product Specific Literature References

Inhibition of the oncogene product p185erbB-2 in vitro and in vivo by geldanamycin and dihydrogeldanamycin derivatives: R.C. Schnur, et al.; J. Med. Chem. 38, 3806 (1995) Abstract
The benzoquinone ansamycin 17-allylamino-17-demethoxygeldanamycin binds to HSP90 and shares important biologic activities with geldanamycin: T.W. Schulte & L.M. Neckers; Cancer Chemother. Pharmacol. 42, 273 (1998) Abstract
Gene expression profiling of human colon cancer cells following inhibition of signal transduction by 17-allylamino-17-demethoxygeldanamycin, an inhibitor of the hsp90 molecular chaperone: P.A. Clarke, et al.; Oncogene 19, 4125 (2000) Abstract
Geldanamycin and its analogue 17-allylamino-17-demethoxygeldanamycin lowers Bcr-Abl levels and induces apoptosis and differentiation of Bcr-Abl-positive human leukemic blasts: R. Nimmanapalli, et al.; Cancer Res. 61, 1799 (2001) Abstract; Full Text
Inhibition of heat shock protein 90 function by ansamycins causes the morphological and functional differentiation of breast cancer cells: P.N. Munster, et al.; Cancer Res. 61, 2945 (2001) Abstract; Full Text
Disruption of the EF-2 kinase/Hsp90 protein complex: a possible mechanism to inhibit glioblastoma by geldanamycin: J. Yang, et al.; Cancer Res. 61, 4010 (2001) Abstract; Full Text
Enhancement of paclitaxel-mediated cytotoxicity in lung cancer cells by 17-allylamino geldanamycin: in vitro and in vivo analysis: D.M. Nguyen, et al.; Ann. Thorac. Surg. 72, 371 (2001) Abstract
ErbB2 degradation mediated by the co-chaperone protein CHIP: P. Zhou, et al.; J. Biol. Chem. 278, 13829 (2003) Abstract
Inhibition of telomerase activity by geldanamycin and 17-allylamino, 17-demethoxygeldanamycin in human melanoma cells: R. Villa, et al.; Carcinogenesis 24, 851 (2003) Abstract
Geldanamycin and its 17-allylamino-17-demethoxy analogue antagonize the action of Cisplatin in human colon adenocarcinoma cells: differential caspase activation as a basis for interaction: I.A. Vasilevskaya, et al.; Cancer Res. 63, 3241 (2003) Abstract
A high-affinity conformation of Hsp90 confers tumour selectivity on Hsp90 inhibitors: A. Kamal, et al.; Nature 425, 407 (2003) Abstract
Chaperoning oncogenes: HSP90 as a target of geldanamycin: L. Neckers; Handb. Exp. Pharmacol. 259 (2006) Abstract
Drugging the cancer chaperone HSP90: Combinatorial therapeutic exploitation of oncogene addiction and tumor stress: P. Workman, et al.; Ann. N.Y. Acad. Sci. 1113, 202 (2007) Abstract
Synergism between etoposide and 17-AAG in leukemia cells: critical roles for Hsp90, FLT3, topoisomerase II, Chk1, and Rad51: Q. Yao, et al.; Clin. Cancer Res. 13, 1591 (2007) Abstract; Full Text
Phase I and pharmacodynamic study of 17-(allylamino)-17-demethoxygeldanamycin in adult patients with refractory advanced cancers: R.K. Ramanathan, et al.; Clin. Cancer Res. 13, 1769 (2007) Abstract
HSP90 inhibitor 17AAG causes apoptosis in ATRA-resistant acute promyelocytic leukemia cells: P.N. Meyer, et al.; Leuk. Res. 32, 143 (2008) Abstract
Intratumor injection of the Hsp90 inhibitor 17AAG decreases tumor growth and induces apoptosis in a prostate cancer xenograft model: C.R. Williams, et al.; J. Urol. 178, 1528 (2007) Abstract
Rituximab and 17-allylamino-17-demethoxygeldanamycin induce synergistic apoptosis in B-cell chronic lymphocytic leukaemia: A.J. Johnson, et al.; Br. J. Haematol. 139, 837 (2007) Abstract
An in vitro and in vivo study of the combination of the heat shock protein inhibitor 17-allylamino-17-demethoxygeldanamycin and carboplatin in human ovarian cancer models: U. Banerji, et al.; Cancer Chemother. Pharmacol. 62, 769 (2008) Abstract

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • Tyrosine Kinase Inhibitors • Antitumor Agents (Enzyme Inhibitors) • Antibiotics - Other Signal Transduction Pathway Modulators • HSP90 / HtpG / Related Products

ALX-380-024

Revised 30-Oct-07

Actinomycin C
SYNONYMS	Cactinomycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-024-M005		5 mg	40.00 USD
ALX-380-024-M025		25 mg	140.00 USD

Product Specification

CAS NUMBER:	8052-16-2
MERCK INDEX:	14: 1606
SOURCE/HOST:	Isolated from Streptomyces chrysomallus.
PURITY:	≥98%
APPEARANCE:	Orange solid.
FORMULATION:	Mixture of actinomycin C1(= actinomycin D) (R = R’ = D-Val) ~3%, C2(R = D-Val, R’ = D-allo-Ile) ~45%, C3(R = R’ = D-allo-Ile) ~53%.
SOLUBILITY:	Soluble in methanol. Sparingly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.
HAZARD:	TOXIC.

Product Description

Antibiotic complex with antitumor activity.

Product Specific Literature References

Nomenclature of the Actinomycins: S.A. Waksman, et al.; PNAS 44, 602 (1958) Abstract

General Information

For nomenclature see S.A. Waksman, E. Katz and L.C. Vining; PNAS 44, 602 (1958).

Further Categories Containing This Product:

Antitumor Agents (Apoptosis Inducers) • Transcription Inhibitors / Related Products • Antibiotics - Apoptosis Inducers & Inhibitors

ALX-380-009

Revised 26-Jun-08

Actinomycin D
SYNONYMS	Actinomycin IV Actinomycin C₁ Dactinomycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-009-M005		5 mg	50.00 USD
ALX-380-009-M025		25 mg	200.00 USD
ALX-380-009-M100		100 mg	540.00 USD

Product Specification

FORMULA:	C₆₂H₈₆N₁₂O₁₆
MW:	1255.5
CAS NUMBER:	50-76-0
MERCK INDEX:	14: 2800
RTECS:	AU1575000
SOURCE/HOST:	Isolated from Streptomyces parvulus.
PURITY:	≥98%
APPEARANCE:	Red shiny crystals.
SOLUBILITY:	Soluble in DMSO, 100% ethanol or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Sensitive to strong acids and bases.
HANDLING:	Protect from light. Hygroscopic.
HAZARD:	VERY TOXIC.

Product Description

Antitumor antibiotic. DNA intercalating agent. Cytotoxic inducer of apoptosis against tumor cells. Inhibitor of RNA synthesis.

For nomenclature see S.A. Waksman, E. Katz & L.C. Vining; PNAS 44, 602 (1958)

Product Specific Literature References

Apoptosis induced by Actinomycin D, Camptothecin or Aphidicolin can occur in all phases of the cell cycle: J.M. Glynn, et al.; Biochem. Soc. Trans. 20, 84S (1992) Abstract
Influence of DNA base sequence on the binding energetics of actinomycin D: S.A. Bailey, et al.; Biochemistry 32, 5881 (1993) Abstract
Nitric oxide ameliorates actinomycin D/endotoxin-induced apoptotic liver failure in mice: M. Akahori, et al.; J. Surg. Res. 85, 286 (1999) Abstract
Tumor necrosis factor-alpha plus actinomycin D-induced apoptosis of L929 cells is prevented by nitric oxide: S. Hakoda, et al.; Surg. Today 29, 1059 (1999) Abstract
Actinomycin D induces apoptosis and inhibits growth of pancreatic cancer cells: J. Kleeff, et al.; Int. J. Cancer 86, 399 (2000) Abstract
Actinomycin D inhibiting K562 cell apoptosis elicited by salvicine but not decreasing its cytotoxicity: C. Qing, et al.; Acta Pharmacol. Sin. 24, 415 (2003) Abstract; Full Text
Actinomycin D induces histone gamma-H2AX foci and complex formation of gamma-H2AX with Ku70 and nuclear DNA helicase II: H.E. Mischo, et al.; J. Biol. Chem. 280, 9586 (2005) Abstract
Actinomycin D upregulates proapoptotic protein Puma and downregulates Bcl-2 mRNA in normal peripheral blood lymphocytes: I. Kalousek, et al.; Anticancer Drugs 18, 763 (2007) Abstract
Actinomycin D enhances TRAIL-induced caspase-dependent and -independent apoptosis in SH-SY5Y neuroblastoma cells: M.J. Wang, et al.; Neurosci. Res. 59, 40 (2007) Abstract

Related Products

ALX-380-283

7-Amino-actinomycin D

Further Categories Containing This Product:

Antitumor Agents (Apoptosis Inducers) • Transcription Inhibitors / Related Products • Antibiotics - Apoptosis Inducers & Inhibitors

ALX-380-083

Revised 30-Oct-07

Actinomycin X0β
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-083-C200		200 µg	70.00 USD

Product Specification

FORMULA:	C₆₂H₈₆N₁₂O₁₇
MW:	1271.5
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥98% (contains traces of ethyl acetate or cyclohexane)
APPEARANCE:	Orange crystals.
SOLUBILITY:	Soluble in methanol, acetone or chloroform.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Keep cool and dry.
HAZARD:	TOXIC.
IDENTITY:	Detemined by ¹H-NMR: Identical to standard reference.

Product Description

Antitumor antibiotic.

Product Specific Literature References

Nomenclature of the Actinomycins: S.A. Waksman, et al.; PNAS 44, 602 (1958) Abstract
Identification of actinomycins by high performance liquid chromatography and fast atom bombardment mass spectrometry: S. Cho, et al.; Arch. Pharm. Res. 17, 424 (1994) Abstract

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • Transcription Inhibitors / Related Products

ALX-380-084

Revised 30-Oct-07

Actinomycin X0δ
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-084-C200		200 µg	70.00 USD

Product Specification

FORMULA:	C₆₂H₈₆N₁₂O₁₇
MW:	1271.5
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥98% (contains traces of ethyl acetate or cyclohexane)
APPEARANCE:	Red crystals.
SOLUBILITY:	Soluble in methanol, acetone or chloroform.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Keep cool and dry.
HAZARD:	TOXIC.
IDENTITY:	Determined by ¹H-NMR: Identical to standard reference.

Product Description

Antitumor antibiotic.

Product Specific Literature References

Identification of actinomycins by high performance liquid chromatography and fast atom bombardment mass spectrometry: S. Cho, et al.; Arch. Pharm. Res. 17, 424 (1994) Abstract

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • Transcription Inhibitors / Related Products

ALX-380-080

Revised 03-Apr-08

Actinomycin X2
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-080-M001		1 mg	70.00 USD

Product Specification

FORMULA:	C₆₂H₈₄N₁₂O₁₇
MW:	1269.4
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥95% (solvent free)
APPEARANCE:	Orange crystals.
SOLUBILITY:	Soluble in methanol, acetone or chloroform.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Keep cool and dry.
HAZARD:	TOXIC.
IDENTITY:	Determined by ¹H-NMR: Identical to standard reference.

Product Description

Antitumor antibiotic. Has higher cytotoxicity toward cultured human leukemia (HL-60) cells than actinomycin D (Prod. No. ALX-380-009). Induces cell death via apoptosis.

Product Specific Literature References

Nomenclature of the Actinomycins: S.A. Waksman, et al.; PNAS 44, 602 (1958) Abstract
Correlation of actinomycin X2 to the lipid profile in static and shaken cultures of Streptomyces nasri strain YG62: M.Y. el-Naggar, et al.; Microbios. 100, 117 (1999) Abstract
Characterization of Streptomyces MITKK-103, a newly isolated actinomycin X2-producer: K. Kurosawa, et al.; Appl. Microbiol. Biotechnol. 72, 145 (2006) Abstract

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • Transcription Inhibitors / Related Products

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

FORMULA:	C₁₄H₁₉NO₄
MW:	265.3
CAS NUMBER:	22862-76-6
MERCK INDEX:	14: 670
RTECS:	BZ9800000
SOURCE/HOST:	Isolated from Streptomyces griseolus.
PURITY:	≥98% (HPLC)
APPEARANCE:	White crystalline solid.
SOLUBILITY:	Soluble in DMSO (25mg/ml), 100% ethanol, methanol or ethyl acetate (10mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC.