259545

GC7

>95% (NMR), powder, deoxyhypusine synthase inhibitor, Calbiochem^®

• Synonym(s): Deoxyhypusine Synthase Inhibitor, GC7, N1-guanyl-1,7-diamine-heptane, 1-(7-ammonioheptyl)guanidinium sulfate
• Empirical Formula (Hill Notation): C₈H₂₂N₄O₄S
• CAS Number: 150333-69-0
• Molecular Weight: 270.35
• MDL number: MFCD20667694
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Deoxyhypusine Synthase Inhibitor, GC7, The Deoxyhypusine Synthase Inhibitor, GC7, also referenced under CAS 150333-69-0, controls the biological activity of Deoxyhypusine Synthase.
• Quality Level: 100
• Assay: >95% (NMR)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white
• solubility: water: 25 mg/mL, clear, colorless
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: N(CCCCCCCN)C(=N)N
• InChI: 1S/C8H20N4/c9-6-4-2-1-3-5-7-12-8(10)11/h1-7,9H2,(H4,10,11,12)
• InChI key: YAOAMZOGXBMLFQ-UHFFFAOYSA-N

Description

General description

A cell-permeable inhibitor that targets the spermidine-binding site of Deoxyhypusine Synthase (K_i = 9.7 nM), an enzyme which is responsible for the first step hypunisation of eukaryotic initiation factor 5A (eIF5A). In vivo, it demonstrates almost complete cessation of hypusine formation in CHO cells at ≥ 1 µM. Several studies indicate this compound as a useful tool for the down-regulation of eIF5A, a protein essential for cell proliferation. For example, it exhibits an anti-proliferative effect on both BCR-ABL -positive and -negative leukemia cell lines (K562 and HL-60) dose-dependently, at concentrations between 5 µM and 40 µM. In addition, it is shown to significantly impair the growth and invasion of primary HCC cells (HepG2 and Hep3B) in the 10-20 µM range, and against non-tumorigenic CL-48 cells at concentrations as high as 40 µM, with no apparent cytotoxicity. At 25 µM, GC7 treatment is shown to reverse eIF5a-mediated Skeletal Muscle Stem Cell Differentiation.

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Lee, N.P., et al. 2010. Int J Cancer.4, 968.
Luchessi, A., et al. 2008. J Cell Physiol.3, 480.
Balabanov, S., et al. 2007. Blood.4, 1701.
Jakus, J., et al. 1993. J Biol Chem.18, 13151.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable