ALEXIS Biochemicals: UK-1

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ALX-350-317

Revised 08-Apr-08

Tenuazonic acid
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-317-MC05		0.5 mg	150.00 USD

Product Specification

FORMULA:	C₁₀H₁₅NO₃
MW:	197.3
CAS NUMBER:	610-88-8
MERCK INDEX:	14: 9149
RTECS:	UY7425000
SOURCE/HOST:	Isolated from Alternaria sp.
PURITY:	≥97% (HPLC)
APPEARANCE:	Brown oily solid.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
IDENTITY:	Identity determined by ¹H-NMR, ¹³C-NMR and MS.

Product Description

Antineoplastic compound exhibiting antitumor, antiviral and antibacterial activity. Inhibits protein synthesis by suppression at the ribosome. May act as a mycotoxin.

Product Specific Literature References

Microbial metabolites with insecticidal properties: M. Cole & G.N. Rolinson; Appl. Microbiol. 24, 660 (1972) Abstract
Microbial production of tenuazonic acid analogues: S. Gatenbeck & J. Sierankiewicz; Antimicrob. Agents Chemother. 3, 308 (1973) Abstract
Inhibition of mouse skin tumor promotion by tenuazonic acid: M. Antony, et al.; Cancer Lett. 61, 21 (1991) Abstract

Further Categories Containing This Product:

Mycotoxins • Antitumor Agents (Anti-proliferative) • Antibiotics - Antiviral/Anti-HIV

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 • Antibiotics - Antifungal • Antitumor Antibiotics • Antibiotics for Cell Cycle Research • DNA Repair Other Products • DNA & RNA Methyl & Alkyl Transferases/Related Products

ALX-380-222

Revised 19-Aug-08

UCN-01
SYNONYMS	7-Hydroxystaurosporine Staurosporine, 7-Hydroxy-
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Staurosporine/Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-222-MC25		0.25 mg	85.00 USD
ALX-380-222-M001		1 mg	265.00 USD

Product Specification

FORMULA:	C₂₈H₂₆N₄O₄
MW:	482.5
CAS NUMBER:	112953-11-4
RTECS:	KC6600010
SOURCE/HOST:	Isolated from Streptomyces sp. MST-AS5345.
PURITY:	≥98% (HPLC)
APPEARANCE:	Light tan to light yellow solid.
SOLUBILITY:	Soluble in methanol, 100% ethanol, dimethyl formamide or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Inhibitor of protein kinase C (PKC) and cyclin-dependent kinases (CDKs) resulting in accumulation of cells in the G1 phase and induction of apoptosis. Enhances the cytotoxicity of other anticancer drugs, such as DNA-damaging agents and anti-metabolite drugs, through putative abrogation of G2 and/or S phase accumulation induced by these agents.

Product Specific Literature References

[1] UCN-01, a selective inhibitor of protein kinase C from Streptomyces: I. Takahashi, et al.; J. Antibiot. (Tokyo) 40, 1782 (1987) Abstract
[2] UCN-01 and UCN-02, new selective inhibitors of protein kinase C. II. Purification, physico-chemical properties, structural determination and biological activities: I. Takahashi, et al.; J. Antibiot. (Tokyo) 42, 571 (1989) Abstract
[3] UCN-01, 7-hydroxyl-staurosporine, inhibits kinase activity of cyclin-dependent kinases and reduces the phosphorylation of the retinoblastoma susceptibility gene product in A549 human lung cancer cell line: K. Kawakami, et al.; BBRC 219, 778 (1996) Abstract
[4] UCN-01 (7-hydroxystaurosporine) and other indolocarbazole compounds: a new generation of anti-cancer agents for the new century?: S. Akinaga, et al.; Anticancer Drug Des. 15, 43 (2000) Abstract
[5] UCN-01-induced cell cycle arrest requires the transcriptional induction of p21(waf1/cip1) by activation of mitogen-activated protein/extracellular signal-regulated kinase kinase/extracellular signal-regulated kinase pathway: M.M. Facchinetti, et al.; Cancer Res. 64, 3629 (2004) Abstract; Full Text

General Information

BACKGROUND/TECHNICAL INFORMATION

Note: Some interconversion of UCN-01 to UCN-02 may occur under acidic HPLC conditions (see [2]).

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • PKC Inhibitors • Antitumor Antibiotics • Antibiotics - Protein Kinase Inhibitors • CDK & Cyclin Inhibitors • Cell Cycle Blockers & Inhibitors/Related Products • Antibiotics for Cell Cycle Research • Alkaloids

ALX-380-206

Revised 19-Aug-08

UCN-02
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Staurosporine/Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-206-MC25		0.25 mg	85.00 USD
ALX-380-206-M001		1 mg	265.00 USD

Product Specification

FORMULA:	C₂₈H₂₆N₄O₄
MW:	482.5
CAS NUMBER:	121569-61-7
RTECS:	KC6600000
SOURCE/HOST:	Isolated from Streptomyces sp. MST-AS5345.
PURITY:	≥98% (HPLC)
APPEARANCE:	White to pale yellow solid.
SOLUBILITY:	Soluble in ethyl acetate, 100% ethanol, dimethyl formamide or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Inhibitor of protein kinase C (PKC) and protein kinase A (PKA). Although less selective than its isomer UCN-01 (Prod. No. ALX-380-222), UCN-02 exhibits comparable activity and probably acts by similar mechanisms.

Product Specific Literature References

[1] UCN-01 and UCN-02, new selective inhibitors of protein kinase C. II. Purification, physico-chemical properties, structural determination and biological activities: I. Takahashi, et al.; J. Antibiot. (Tokyo) 42, 571 (1989) Abstract

General Information

BACKGROUND/TECHNICAL INFORMATION

Note: Some interconversion of UCN-02 to UCN-01 may occur under acidic HPLC conditions (see [1]).

Further Categories Containing This Product:

Antibiotics - Apoptosis Inducers & Inhibitors • PKC Inhibitors • Antibiotics - Protein Kinase Inhibitors • Cell Cycle Blockers & Inhibitors/Related Products • CDK & Cyclin Inhibitors • Antibiotics for Cell Cycle Research • Antitumor Antibiotics • Alkaloids

ALX-380-117

Revised 10-Apr-07

UK-1
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
ALX-380-117-M001		1 mg	420.00 USD

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

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