Molecular structure of N1-Guanyl-1,7-diaminoheptane (GC7), CAS Number: 150333-69-0
N1-Guanyl-1,7-diaminoheptane (GC7) (CAS 150333-69-0)
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Alternate Names:
2-(7-aminoheptyl)guanidine
Application:
N1-Guanyl-1,7-diaminoheptane (GC7) is an efficient inhibitor of deoxyhypusin synthase (DHS)
CAS Number:
150333-69-0
Molecular Weight:
270.35
Molecular Formula:
C8H22N4O4S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
N1-Guanyl-1,7-Diaminoheptane (GC7), is the most efficient inhibitor of deoxyhypusine synthase (DHS) known. As a competitive inhibitor it binds to the active site of DHS and prevents the first step in the post-translational conversion of a single lysine to hypusine in translation initiation factor 5A (eIF5A). The modification is essential for sustained cell growth. N1-Guanyl-1,7-Diaminoheptane acts on purified DHS and penetrates cells well to inhibit DHS inside the cell. N1-Guanyl-1,7-Diaminoheptane has been used as cell cycle synchronizing reagent.
N1-Guanyl-1,7-diaminoheptane (GC7) (CAS 150333-69-0) References
- Cell cycle arrest in archaea by the hypusination inhibitor N(1)-guanyl-1,7-diaminoheptane. | Jansson, BP., et al. 2000. J Bacteriol. 182: 1158-61. PMID: 10648545
- Effect of N1-guanyl-1,7-diaminoheptane, an inhibitor of deoxyhypusine synthase, on endothelial cell growth, differentiation and apoptosis. | Lee, Y., et al. 2002. Mol Cell Biochem. 237: 69-76. PMID: 12236588
- A molecular signature of metastasis in primary solid tumors. | Ramaswamy, S., et al. 2003. Nat Genet. 33: 49-54. PMID: 12469122
- A new crystal structure of deoxyhypusine synthase reveals the configuration of the active enzyme and of an enzyme.NAD.inhibitor ternary complex. | Umland, TC., et al. 2004. J Biol Chem. 279: 28697-705. PMID: 15100216
- The efficacy of inhibitors involved in spermidine metabolism in Plasmodium falciparum, Anopheles stephensi and Trypanosoma evansi. | Moritz, E., et al. 2004. Parasitol Res. 94: 37-48. PMID: 15278440
- Prognostic significance and therapeutic potential of eukaryotic translation initiation factor 5A (eIF5A) in hepatocellular carcinoma. | Lee, NP., et al. 2010. Int J Cancer. 127: 968-76. PMID: 19998337
- N1-guanyl-1,7-diaminoheptane (GC7) enhances the therapeutic efficacy of doxorubicin by inhibiting activation of eukaryotic translation initiation factor 5A2 (eIF5A2) and preventing the epithelial-mesenchymal transition in hepatocellular carcinoma cells. | Lou, B., et al. 2013. Exp Cell Res. 319: 2708-17. PMID: 23958463
- N1-guanyl-1,7-diaminoheptane sensitizes bladder cancer cells to doxorubicin by preventing epithelial-mesenchymal transition through inhibition of eukaryotic translation initiation factor 5A2 activation. | Yang, J., et al. 2014. Cancer Sci. 105: 219-27. PMID: 24262005
- N1-Guanyl-1,7-Diaminoheptane Sensitizes Estrogen Receptor Negative Breast Cancer Cells to Doxorubicin by Preventing Epithelial-Mesenchymal Transition through Inhibition of Eukaryotic Translation Initiation Factor 5A2 Activation. | Liu, Y., et al. 2015. Cell Physiol Biochem. 36: 2494-503. PMID: 26279450
- N1-guanyl-1,7-diaminoheptane enhances the chemosensitivity of NSCLC cells to cetuximab through inhibition of eukaryotic translation initiation factor 5A2 activation. | Wang, X., et al. 2016. Eur Rev Med Pharmacol Sci. 20: 1244-50. PMID: 27097942
- N1-guanyl-1,7-diaminoheptane enhances the chemosensitivity of acute lymphoblastic leukemia cells to vincristine through inhibition of eif5a-2 activation. | Liu, Y., et al. 2017. Anticancer Drugs. 28: 1097-1105. PMID: 28885268
- GC7 enhances cisplatin sensitivity via STAT3 signaling pathway inhibition and eIF5A2 inactivation in mesenchymal phenotype oral cancer cells. | Fang, L., et al. 2018. Oncol Rep. 39: 1283-1291. PMID: 29286162
- Features of the spermidine-binding site of deoxyhypusine synthase as derived from inhibition studies. Effective inhibition by bis- and mono-guanylated diamines and polyamines. | Jakus, J., et al. 1993. J Biol Chem. 268: 13151-9. PMID: 8514754
- Effects of inhibitors of deoxyhypusine synthase on the differentiation of mouse neuroblastoma and erythroleukemia cells. | Chen, ZP., et al. 1996. Cancer Lett. 105: 233-9. PMID: 8697449
- Effects of N1-guanyl-1,7-diaminoheptane, an inhibitor of deoxyhypusine synthase, on the growth of tumorigenic cell lines in culture. | Shi, XP., et al. 1996. Biochim Biophys Acta. 1310: 119-26. PMID: 9244184
Inhibitor of:
DHS, and DOHH (deoxyhypusine hydroxylase).Activator of:
DPRP1, eIF4AIII, and OAZ.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N1-Guanyl-1,7-diaminoheptane (GC7), 10 mg | sc-396111 | 10 mg | $143.00 |