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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C8H22N4O4S
CAS Number:
150333-69-0
Molecular Weight:
270.35
MDL number:
MFCD20667694
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
>95% (NMR)
Form:
powder
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic)

Key Documents

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Product Name

Deoxyhypusine Synthase Inhibitor, GC7 Sulfate, The Deoxyhypusine Synthase Inhibitor, GC7 Sulfate, also referenced under CAS 150417-90-6, 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

Related Categories

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.

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

259545-MG: + 259545-10MG:

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Patrick Essletzbichler et al.
Life science alliance, 6(4) (2023-02-02)
Phagocytosis, the process by which cells engulf large particles, plays a vital role in driving tissue clearance and host defense. Its dysregulation is connected to autoimmunity, toxic accumulation of proteins, and increased risks for infections. Despite its importance, we lack
Rocío Seoane et al.
Frontiers in cellular and infection microbiology, 12, 960138-960138 (2022-08-16)
Active hypusine-modified initiation elongation factor 5A is critical for cell proliferation and differentiation, embryonic development, and innate immune response of macrophages to bacterial infection. Here, we demonstrate that both virus infection and double-stranded RNA viral mimic stimulation induce the hypusination
Alexandra Franz et al.
Journal of ovarian research, 14(1), 140-140 (2021-10-24)
Poly (ADP)-ribose polymerase (PARP) inhibitors have entered routine clinical practice for the treatment of high-grade serous ovarian cancer (HGSOC), yet the molecular mechanisms underlying treatment response to PARP1 inhibition (PARP1i) are not fully understood. Here, we used unbiased mass spectrometry
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eLife, 9 (2020-12-16)
Vaccines are powerful tools to develop immune memory to infectious diseases and prevent excess mortality. In older adults, however vaccines are generally less efficacious and the molecular mechanisms that underpin this remain largely unknown. Autophagy, a process known to prevent
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PLoS pathogens, 18(4), e1010503-e1010503 (2022-04-30)
Polyamines are critical metabolites involved in various cellular processes and often dysregulated in cancers. Kaposi's sarcoma-associated Herpesvirus (KSHV), a defined human oncogenic virus, leads to profound alterations of host metabolic landscape to favor development of KSHV-associated malignancies. In our studies
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Global Trade Item Number

SKUGTIN
259545-10MGCN04055977217421

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