422720

L-744,832

A cell-permeable potent and selective thiol-containing peptidomimetic farnesyltransferase (FTase) inhibitor with anti-tumor properties.

• Synonym(s): L-744,832, (2S)-2-[[(2S)-2-[(2S,3S)-2-[(2R)-2-Amino-3-mercaptopropyl]amino]-3-methylpentyl]oxy]-1-oxo-3-phenylpropyl]amino]-4-(methylsulfonyl)-butanoic Acid 1-Methylethyl Ester, L-744,382
• Empirical Formula (Hill Notation): C₂₆H₄₅N₃O₆S₂ · 2HCl
• CAS Number: 1177806-11-9
• Molecular Weight: 632.70
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• color: white
• solubility: water: 15 mg/mL; DMSO: 25 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C26H45N3O6S2/c1-6-19(4)23(28-15-21(27)17-36)16-34-24(14-20-10-8-7-9-11-20)25(30)29-22(12-13-37(5,32)33)26(31)35-18(2)3/h7-11,18-19,21-24,28,36H,6,12-17,27H2,1-5H3,(H,29,30)/t19-,21-,22+,23-,24+/m1/s1
• InChI key: PGOKBMWPBDRDGN-ZXGKGEBGSA-N

Description

General description

A cell-permeable potent and selective thiol-containing peptidomimetic farnesyltransferase (FTase) inhibitor with anti-tumor properties. Rapidly blocks p70S6K activation and DNA synthesis and promotes apoptosis in transgenic mice. Induces p21 expression and cell cycle arrest in the G₁ phase. Displays synergistic effect with paclitaxel and epothilones in inhibiting tumor growth. Also mimics many of the effects of Rapamycin (Cat. No. 553210) and may be effective against tumors that exhibit inappropriate activation of the mTOR/p70S6K pathway.

A potent, cell-permeable, and selective thiol-containing peptidomimetic farnesyltransferase (FTase) inhibitor that blocks p70s6k activation and DNA synthesis and promote apoptosis in transgenic mice. Induces p21 expression and arrests cell in the G₁ phase of the cell cycle. Also shown to act synergistically with paclitaxel and epothilones in inhibiting tumor growth and arresting cells in metaphase. Also mimics a number of the effects exhibited by Rapamycin (Cat. No. 553210) and may be effective against tumors that exhibit inappropirate activation of the mTOR/p70s6k pathway in animal models.

Biochem/physiol Actions

Cell permeable: yes

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Standard Handling (A)

Other Notes

Law, B.K., et al. 2000. J. Biol. Chem.275, 10796.
Law, B.K., et al. 1999. J. Biol. Chem.274, 4743.
Barrington, R.E., et al. 1998. Mol. Cell. Biol.18, 85.
Moasser, M.M., et al. 1998. Proc. Natl. Acad. Sci. USA95, 1369.
Sepp-Lorenzino, L., and Rosen, N. 1998. J. Biol. Chem.273, 20243.
Kohl, N.E., et al. 1995. Nat. Med.1, 792.
Sepp-Lorenzino, L., et al. 1995. Cancer Res.55, 5302.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable