ALEXIS Biochemicals: Vincristine . sulfate

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

ALX-380-056

Revised 10-May-07

Verruculogen
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-380-056-M001		1 mg	60.00 USD
ALX-380-056-M005		5 mg	225.00 USD

Product Specification

FORMULA:	C₂₇H₃₃N₃O₇
MW:	511.2
CAS NUMBER:	12771-72-1
RTECS:	JH4920000
SOURCE/HOST:	Isolated from Penicillium verruculosum.
PURITY:	≥96%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in ethyl acetate, DMSO, 100% ethanol or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	VERY TOXIC.

Product Description

Neurotoxin that acts as an inhibitor of the M phase of the mammalian cell cycle. Inhibits Ca²⁺-activated K⁺ channels. Decreases GABA levels in CNS.

Product Specific Literature References

Tremorgenic indole alkaloids potently inhibit smooth muscle high- conductance calcium-activated potassium channels: H.H. Knaus, et al.; Biochemistry 33, 5819 (1994) Abstract
Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico- chemical properties and structures: C.B. Cui, et al.; J. Antibiot. (Tokyo) 49, 534 (1996) Abstract
Verruculogen production in airborne and clinical isolates of Aspergillus fumigatus Fres.: I. Kosalec, et al.; Acta Pharm. 55, 357 (2005) Abstract

Further Categories Containing This Product:

Cell Cycle Blockers & Inhibitors / Related Products • Neurotoxins • Alkaloids • K+ Channel Blockers & Inhibitors

ALX-350-257

Revised 08-Oct-08

Vinblastine . sulfate
SYNONYMS	Vincaleukoblastine . sulfate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Cell Cycle Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-257-M005		5 mg	45.00 USD
ALX-350-257-M025		25 mg	190.00 USD

Product Specification

FORMULA:	C₄₆H₅₈N₄O₉ . H₂SO₄
MW:	811.0 . 98.1
CAS NUMBER:	143-67-9
MERCK INDEX:	14: 9982
SOURCE/HOST:	Semisynthetic from catharanthine or vindoline.
PURITY:	≥98%
APPEARANCE:	White powder.
SOLUBILITY:	Soluble in DMSO, methanol or water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC. MAY BE CARCINOGENIC.

Product Description

Plant alkaloid that arrests the cell cycle in G2/M phase by blocking mitotic spindle formation. Depolymerizes microtubules and blocks binding of tubulin to microtubule proteins. Induces apoptosis. Triggers Raf-1 activation, phosphorylation of Bcl-2 family proteins and induction of p53 expression.

Product Specific Literature References

Microtubule antagonists activate programmed cell death (apoptosis) in cultured rat hepatocytes: K. Tsukidate, et al.; Am. J. Pathol. 143, 918 (1993) Abstract
Resistance of Ehrlich tumor cells to apoptosis can be due to accumulation of heat shock proteins: V.L. Gabai, et al.; FEBS Lett. 375, 21 (1995) Abstract
The interaction of taxol and vinblastine with radiation induction of p53 and p21 WAF1/CIP1: R.B. Tishler & D.M. Lamppu; Br. J. Cancer. Suppl. 27, S82 (1996) Abstract
Raf-1/bcl-2 phosphorylation: a step from microtubule damage to cell death: M.V. Blagosklonny, et al.; Cancer Res. 57, 130 (1997) Abstract
Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle: A. Jordan, et al.; Med. Res. Rev. 18, 259 (1998) Abstract
The C terminus of beta-tubulin regulates vinblastine-induced tubulin polymerization: S.S. Rai & J. Wolff; PNAS 95, 4253 (1998) Abstract; Full Text
Caspase-3 activation is not responsible for vinblastine-induced Bcl-2 phosphorylation and G2/M arrest in human small cell lung carcinoma Ms-1 cells: E. Tashiro, et al.; Jpn. J. Cancer Res. 89, 940 (1998) Abstract
Use of drugs to study role of microtubule assembly dynamics in living cells: A. Jordan & L. Wilson; Meth. Enzymol. 298, 252 (1998) Abstract
Vinblastine-induced phosphorylation of Bcl-2 and Bcl-XL is mediated by JNK and occurs in parallel with inactivation of the Raf-1/MEK/ERK cascade: M. Fan, et al.; J. Biol. Chem. 275, 29980 (2000) Abstract; Full Text
Vinblastine, a chemotherapeutic drug, inhibits palmitoylation of tubulin in human leukemic lymphocytes: J.M. Caron & M. Herwood; Chemotherapy 53, 51 (2007) Abstract

Related Products

ALX-350-102	Vindoline
ALX-350-069	Vincristine . sulfate
ALX-350-101	Catharanthine . tartrate

Further Categories Containing This Product:

Cell Cycle Blockers & Inhibitors / Related Products • Alkaloids • Natural Products for Cytoskeletal Research • Natural Products - Antitumor Reagents • Antitumor Agents (Apoptosis Inducers) • Microtubule Modulators • Natural Products - Apoptosis Inducers & Inhibitors

ALX-350-069

Revised 02-Oct-08

Vincristine . sulfate
SYNONYMS	VCR . sulfate Leukocristine . sulfate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Cell Cycle Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-069-M001		1 mg	35.00 USD
ALX-350-069-M005		5 mg	95.00 USD

Product Specification

FORMULA:	C₄₆H₅₆N₄O₁₀ . H₂SO₄
MW:	825.0 . 98.1
CAS NUMBER:	2068-78-2
MERCK INDEX:	14: 9986
RTECS:	OH6340000
SOURCE/HOST:	Semisynthetic from catharanthine or vindoline.
PURITY:	≥95%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in water (25mg/ml) or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stable for at least 1 year after receipt when stored at -20°C. Stock solutions are stable for up to 3 months at -20°C.
HANDLING:	Protect from light and moisture.
HAZARD:	MAY BE TERATOGENIC.

Product Description

Product Specific Literature References

Cell death induced by vincristine in the intestinal crypts of mice and in a human Burkitt's lymphoma cell line: B.V. Harmon, et al.; Cell Prolif. 25, 523 (1992) Abstract
Binding selectivity of rhizoxin, phomopsin A, vinblastine, and ansamitocin P-3 to fungal tubulins: differential interactions of these antimitotic agents with brain and fungal tubulins [published erratum appears in BBRC 190, 1180 (1993)]: Y. Li, et al.; BBRC 187, 722 (1992) Abstract
Interaction of vinca alkaloids with tubulin: a comparison of vinblastine, vincristine, and vinorelbine: S. Lobert, et al.; Biochemistry 35, 6806 (1996) Abstract
Raf-1/bcl-2 phosphorylation: a step from microtubule damage to cell death: M.V. Blagosklonny, et al.; Cancer Res. 57, 130 (1997) Abstract
Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle: A. Jordan, et al.; Med. Res. Rev. 18, 259 (1998) Abstract
Bcl-xL is phosphorylated in malignant cells following microtubule disruption: M.S. Poruchynsky, et al.; Cancer Res. 58, 3331 (1998) Abstract
The effect of antimicrotubule agents on signal transduction pathways of apoptosis: a review: L.G. Wang, et al.; Cancer Chemother. Pharmacol. 44, 355 (1999), (Review) Abstract
Vincristine-induced apoptosis in vivo in peripheral blood mononuclear cells of children with acute lymphoblastic leukaemia (ALL): E. Groninger, et al.; Br. J. Haematol. 111, 875 (2000) Abstract
Selective toxicity of vincristine against chronic lymphocytic leukemia cells in vitro: J.A. Vilpo, et al.; Eur. J. Haematol. 65, 370 (2000) Abstract