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Merck

259545

GC7

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

Sinónimos:

Deoxyhypusine Synthase Inhibitor, GC7, N1-guanyl-1,7-diamine-heptane, 1-(7-ammonioheptyl)guanidinium sulfate

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Fórmula empírica (notación de Hill):
C8H22N4O4S
Número CAS:
150333-69-0
Peso molecular:
270.35
MDL number:
MFCD20667694
UNSPSC Code:
12352200
NACRES:
NA.77

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Nombre del producto

Deoxyhypusine Synthase Inhibitor, GC7, The Deoxyhypusine Synthase Inhibitor, GC7, also referenced under CAS 150333-69-0, controls the biological activity of Deoxyhypusine Synthase.

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

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

Quality Level

100

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable inhibitor that targets the spermidine-binding site of Deoxyhypusine Synthase (Ki = 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.

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.

Preparation Note

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

Legal Information

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

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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