ALEXIS Biochemicals: Trichostatin A

Advanced Search

You are here: Product Lines > Signal Transduction > Antibiotics - Other Signal Transduction Pathway Modulators

ALX-380-091

Revised 03-Apr-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. Epub ahead of print, (2008) Abstract

Further Categories Containing This Product:

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

ALX-350-106

Revised 29-Nov-07

Ampullosporin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-106-M001		1 mg	50.00 USD

Product Specification

SEQUENCE:	Ac-Trp-Ala-Aib-Aib-Leu-Aib-Gln-Aib-Aib-Aib-Gln-Leu-Aib-Gln-Leucinol
FORMULA:	C₇₇H₁₂₇N₁₉O₁₉
MW:	1623.0
SOURCE/HOST:	Antibiotic isolated from Sepedonium ampullosporum.
PURITY:	≥98% (HPLC)
SOLUBILITY:	Soluble in alcohols, chloroform or dichloromethane. Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	TOXIC.

Product Description

Peptaibol-type polypeptide. Induces pigment formation by the fungus Phoma destructiva, causes hypothermia in mice, displays neuroleptic activity in rats and forms instable pores in artificial bilayer membranes.

Product Specific Literature References

Ampullosporin, a new peptaibol-type antibiotic from Sepedonium ampullosporum HKI-0053 with neuroleptic activity in mice: M. Ritzau, et al.; J. Antibiot. 50, 722 (1997) Abstract
Differences in ion permeability of an artificial bilayer membrane caused by ampullosporin and bergofungin, new 15-membered peptaibol-type antibiotics: P. Grigoriev, et al.; Bioelectrochemistry 44, 155 (1997)
Differences in ion-channel formation by ampullosporins B, C, D and semisynthetic desacetyltryptophanyl ampullosporin A: P. Grigoriev, et al.; Bioelectrochemistry 57, 119 (2002) Abstract
Synthesis and biological evaluation of analogues of the peptaibol ampullosporin A: H.H. Nguyen, et al.; J. Med. Chem. 45, 2781 (2002) Abstract
Crystal structure and conformational analysis of ampullosporin A: M. Kronen, et al.; J. Pept. Sci. 9, 729 (2003) Abstract
Membrane association and activity of 15/16-membered peptide antibiotics: zervamicin IIB, ampullosporin A and antiamoebin I: T.N. Kropacheva, et al.; Biochim. Biophys. Acta 1715, 6 (2005) Abstract
Transcriptional response to the neuroleptic-like compound Ampullosporin A in the rat ketamine model: H. Krugel, et al.; J. Neurochem. 97, Suppl. 1, 74 (2006) Abstract

Further Categories Containing This Product:

Alzheimer Research Other Products • Ion Channels & Transporters Other Products • Peptides

ALX-380-051

Revised 20-Jun-08

Anisomycin
SYNONYMS	2-(p-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-051-M010		10 mg	35.00 USD
ALX-380-051-M050		50 mg	140.00 USD
ALX-380-051-M100		100 mg	250.00 USD

Product Specification

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.

Product Description

Antibiotic. Activator of p38 and MAP kinases. Synergistic with growth factors and phorbol esters to superinduce cFos and cJun, by acting as a potent signalling agonist. Induces apoptosis in the human monoblastoid cell line. Used in the eradication of bean mildew. Inhibits other pathogenic fungi in plants.

Product Specific Literature References

Anisomycin, a new anti-protozoan antibiotic: B. A. Sobin & F. W. Tanner; J. Am. Chem. Soc. 76, 4053 (1954)
DNA fragmentation and cytolysis in U937 cells treated with diphtheria toxin or other inhibitors of protein synthesis: S.K. Kochi & R.J. Collier; Exp. Cell. Res. 208, 296 (1993) Abstract
The stress-activated protein kinase subfamily of c-Jun kinases: J.M. Kyriakis, et al.; Nature 369, 156 (1994) Abstract
Role of SAPK/ERK kinase-1 in the stress-activated pathway regulating transcription factor c-Jun: I. Sanchez, et al.; Nature 372, 794 (1994) Abstract
Anisomycin and rapamycin define an area upstream of p70/85S6k containing a bifurcation to histone H3-HMG-like protein phosphorylation and c-fos-c-jun induction: E. Kardalinou, et al.; Mol. Cell. Biol. 14, 1066 (1994) Abstract
Protein synthesis inhibitor phase shifts vasopressin rhythms in long- term suprachiasmatic cultures: K. Shinohara & T. Oka; NeuroReport 5, 2201 (1994) Abstract
Anisomycin selectively desensitizes signalling components involved in stress kinase activation and fos and jun induction: C.A. Hazzalin, et al.; Mol Cell Biol 18, 1844 (1998) Abstract
Anisomycin treatment paradigm affects duration of long-term potentiation in slices of the amygdala: P. Okulski, et al.; Neuroscience 114, 1 (2002) Abstract
Downregulation of Ski and SnoN co-repressors by anisomycin: A. Vazquez-Macias, et al.; FEBS Lett. 579, 3701 (2005) Abstract
Anisomycin and the reconsolidation hypothesis: J.W. Rudy, et al.; Learn. Mem. 13, 1 (2006), Review Abstract
A chemical screen identifies anisomycin as an anoikis sensitizer that functions by decreasing FLIP protein synthesis: I.A. Mawji, et al.; Cancer Res. 67, 8307 (2007) Abstract
Anisomycin abrogates repression of protooncogene c-fos transcription in E1A + cHa-ras-transformed cells through activation of MEK/ERK kinase cascade: A. N. Kukushkin, et al.; J. Cell. Biochem. 103, 1005 (2008) Abstract

Further Categories Containing This Product:

MAPK Pathway Activators • Antibiotics - Apoptosis Inducers & Inhibitors • JNK [SAPK1]/Related Products

ALX-380-005

Revised 03-Apr-08

Ascomycin
SYNONYMS	Immunomycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-005-M001		1 mg	125.00 USD
ALX-380-005-M005		5 mg	540.00 USD

Product Specification

FORMULA:	C₄₃H₆₉NO₁₂
MW:	792.0
CAS NUMBER:	11011-38-4
RTECS:	CI75700000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥95%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Antibiotic. Ethyl analog of FK506 (Prod. No. ALX-380-008) with similar immunosuppressant properties. Inhibits calcineurin phosphatase.

Product Specific Literature References

Ascomycin, an antifungal antibiotic: T. Arai, et al.; J. Antibiot. (Tokyo) 15, 23 (1962) Abstract
NMR studies of an FK-506 analog, [U-13C]ascomycin, bound to FK-506-binding protein: A.M. Petros, et al.; J. Med. Chem. 35, 2467 (1992) Abstract
Structure-activity profiles of macrolactam immunosuppressant FK-506 analogues: M. Kawai, et al.; FEBS Lett. 316, 107 (1993) Abstract
Enzymatic synthesis and immunosuppressive activity of novel desmethylated immunomycins (ascomycins): A. Shafiee, et al.; J. Antibiot. (Tokyo) 46, 1397 (1993) Abstract

Further Categories Containing This Product:

Antibiotics - Other Signal Transduction Pathway Modulators • PP2B [Calcineurin]/Related Products

ALX-380-032

Revised 19-Mar-08

Decoyinine
SYNONYMS	Angustmycin A U-7984 9-(6-Deoxy-D-β-erythro-hex-5-en-2-ulofuranosyl)-adenine
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-032-M001		1 mg	20.00 USD
ALX-380-032-M005		5 mg	60.00 USD

Product Specification

FORMULA:	C₁₁H₁₃N₅O₄
MW:	279.3
CAS NUMBER:	2004-04-8
RTECS:	AU6256000
SOURCE/HOST:	Natural fermentation product.
PURITY:	≥95%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO (warm), water or 100% ethanol; poorly soluble in methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stable for at least 1 year after receipt when stored at +4°C. Stock solutions are stable for 3 months when stored at -20°C.

Product Description

Nucleoside antibiotic. Antitumor compound. Inhibitor of xanthosin monophosphate (XMP) aminase. Inhibitor of RNA synthesis. Specific inhibitor of GMP synthase. Reduces intracellular GTP levels.

Product Specific Literature References

Studies on a new antibiotic, angustmycin: H. Sakai, et al.; J. Antibiot. 7, 116 (1954) Abstract
Studies on a new antibiotic, angustmycin. I: H. Yuntsen, et al.; J. Antibiot. 7, 113 (1954) Abstract
Studies on angustmycin. III: H. Yuntsen, et al.; J. Antibiot. 9, 195 (1956) Abstract
On the studies of angustmycins. VI. Chemical structure of angustmycin A: H. Yuntsen; J. Antibiot. 11, 79 (1958) Abstract
Purine nucleosides. XXII. The synthesis of angustmycin A (decoyinine) and related unsaturated nucleosides: J.R. McCarthy, Jr., et al.; J. Am. Chem. Soc. 90, 4993 (1968) Abstract
Effects of several tumor-inhibitory antibiotics on immunological responses: H. Yamaki, et al.; J. Antibiot. 22, 315 (1969) Abstract
Halo sugar nucleosides. 5. Synthesis of angustmycin A and some base analogues: E.J. Prisbe, et al.; J. Org. Chem. 41, 1836 (1976) Abstract
A decrease in GTP content is associated with aerial mycelium formation in Streptomyces MA406-A-1: K. Ochi; J. Gen. Microbiol. 132, 299 (1986) Abstract
Extracellular control of spore formation in Bacillus subtilis: A.D. Grossman & R. Losick; PNAS 85, 4369 (1988) Abstract; Full Text
Nucleoside antibiotics: structure, biological activity, and biosynthesis: K. Isono; J. Antibiot. 41, 1711 (1988) Abstract
A target for carbon source-dependent negative regulation of the citB promoter of Bacillus subtilis: A. Fouret & A.L. Sonenshein; J. Bacteriol. 172, 835 (1990) Abstract; Full Text
Sporulation of Streptomyces venezuelae in submerged cultures: M.A. Glazebrook, et al.; J. Gen. Microbiol. 136, 581 (1990) Abstract
Conformational studies on some Cl’-branched beta-D-nucleosides by 1H-NMR spectroscopy and molecular mechanics calculations: J. Plavec, et al.; J. Biochem. Biophys. Meth. 26, 317 (1993) Abstract
Biochemical characterization of human GMP synthetase: J. Nakamura & L. Lou; J. Biol. Chem. 270, 7347 (1995) Abstract; Full Text
Guanine nucleotides guanosine 5’-diphosphate 3’-diphosphate and GTP co-operatively regulate the production of an antibiotic bacilysin in Bacillus subtilis: T. Inaoka, et al.; J. Biol. Chem. 278, 2169 (2003) Abstract; Full Text

Further Categories Containing This Product:

Antitumor Antibiotics

ALX-380-264

Revised 04-Jun-08

EM574
SYNONYMS	Motilide Idremcinal 8,9-Didehydro-N-demethyl-9-deoxo-6-deoxy-6,9-epoxy-N-(1-methylethyl)-erythromycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-264-M001		1 mg	280.00 USD

Product Specification

FORMULA:	C₃₉H₆₉NO₁₂
MW:	744.0
CAS NUMBER:	110480-13-2
SOURCE/HOST:	Semisynthetic from erythromycin A.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white powder.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Images

Please click on thumbnails to enlarge.

Product Description

Agonist of the motilin receptor. Shows antimicrobial and gastrointestinal motor stimulating activity in vitro and in vivo. Stimulates contractions of muscle strips in a concentration-dependent manner (10^-7-10^-5M) and this contractile effect is unaffected by pretreatment with atropine or tetrodotoxin (Prod. No. ALX-630-002). Binds to smooth muscle homogenates wit a Kd value of 7.8 x 10^-9. Has orexigenic activity with affinity for the growth-hormone secretagogue receptor (GHS-R, Ghrelin Receptor).

Product Specific Literature References

Gastrointestinal motor-stimulating activity of macrolide antibiotics and the structure-activity relationship: S. Omura, et al.; J. Antibiot. 38, 1631 (1985) Abstract
Macrolides with gastrointestinal motor stimulating activity: S. Omura, et al.; J. Med. Chem. 30, 1941 (1987) Abstract
Motilides, macrolides with gastrointestinal motor stimulating activity. I. O-substituted and tertiary N-substituted derivatives of 8,9-anhydroerythromycin A 6,9-hemiacetal: K. Tsuzuki, et al.; Chem. Pharm. Bull. 37, 2687 (1989) Abstract
EM574, an erythromycin derivative, is a potent motilin receptor agonist in human gastric antrum: M. Satoh, et al.; J. Pharmacol. Exp. Ther. 271, 574 (1994) Abstract
Bioactive metabolites of EM574 and EM523, erythromycin derivatives having strong gastrointestinal motor stimulating activity: Y. Funabashi, et al.; J. Antibiot. 49, 794 (1996) Abstract
Vagus-dependent and vagus-independent mechanisms of action of the erythromycin derivative EM574 and motilin in dogs: N. Inatomi, et al.; Jpn. J. Pharmacol. 71, 29 (1996) Abstract
EM574, an erythromycin derivative, is a motilin receptor agonist in the rabbit: F. Sato, et al.; Eur. J. Pharmacol. 322, 63 (1997) Abstract
Effects of EM574 and cisapride on gastric contractile and emptying activity in normal and drug-induced gastroparesis in dogs: T. Tanaka, et al.; J. Pharmacol. Exp. Ther. 287, 712 (1998) Abstract
EM574, an erythromycin derivative, improves delayed gastric emptying of semi-solid meals in conscious dogs: F. Sato, et al.; Eur. J. Pharmacol. 395, 165 (2000) Abstract

General Information

MANUFACTURER

Manufactured by the Kitasato Institute, Tokyo.

FORMULA:	C₃₃H₅₇N₃O₉
MW:	639.8
CAS NUMBER:	917-13-5
MERCK INDEX:	14: 3585
SOURCE/HOST:	Isolated from Fusarium orthoceras var. enniatum.
PURITY:	≥90% (HPLC)
APPEARANCE:	White to off-white crystalline solid.
SOLUBILITY:	Soluble in DMSO or other organic solvents; almost insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

FORMULA:	C₁₉H₂₆O₉PNa
MW:	452.4
CAS NUMBER:	87860-39-7
RTECS:	UQ0600000
SOURCE/HOST:	Isolated from Streptomyces pulveraceous subsp. fostreus.
PURITY:	≥98% (HPLC)
APPEARANCE:	Colorless solid.
SOLUBILITY:	Soluble in water (50 mg/ml), methanol (10 mg/ml) or 100 % ethanol (10 mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stable for at least 1 year when stored at -20°C. Use fresh solution.
HANDLING:	Protect from light. Hygroscopic. Packaged under inert gas.