GI 254023X

Catalog # Availability Size / Price Qty
3995/1
GI 254023X | CAS No. 260264-93-5 | Synthetic Metalloprotease Inhibitors
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Description: Selective ADAM10 metalloprotease inhibitor

Chemical Name: (2R)-N-[(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl]propyl]-2-[(1S)-1-(N-hydroxyformamido)ethyl]-5-phenylpentanamide

Purity: ≥98%

Product Details
Citations (13)
Reviews

Biological Activity

GI 254023X is a selective ADAM10 metalloprotease inhibitor; displays over 100-fold higher potency at ADAM10 compared to ADAM17. Blocks constitutive release of IL-6R, CX3CL1 and CXCL16 in cell-based cleavage experiments. Inhibits calcium ionophore-induced betacellulin shedding in IMPE cells. Prevents E-cadherin cleavage in A549 cells. Inhibits ADAM10 mediated neuronal outgrowth of dorsal root ganglion neurons in vitro.

Technical Data

M.Wt:
391.5
Formula:
C21H33N3O4
Solubility:
Soluble to 20 mM in DMSO
Purity:
≥98%
Storage:
Store at -20°C
CAS No:
260264-93-5

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Licensing Caveats:
Sold for research purposes under agreement from GlaxoSmithKline.

Background References

  1. The ADAM10 prodomain is a specific inhibitor of ADAM10 proteolytic activity and inhibits cellular shedding events.
    Moss ML, Bomar M, Liu Q, Sage H, Dempsey P, Lenhart PM, Gillispie PA, Stoeck A, Wildeboer D, Bartsch JW, Palmisano R, Zhou P
    J. Biol. Chem., 2007;282(49):35712-21.
  2. Ectodomain shedding of Limbic System-Associated Membrane Protein (LSAMP) by ADAM Metallopeptidases promotes neurite outgrowth in DRG neurons
    RL Sanz, GB Ferraro, MP Girouard, AE Fournier
    Sci Rep, 2017;7(1):7961.
  3. Regulation of RAGE ectodomain shedding and its role in cell function
    A Braley, T Kwak, J Jules, E Harja, R Landgraf, BI Hudson
    J Biol Chem, 2016;0(0):.
  4. TREM2 shedding by cleavage at the H157-S158 bond is accelerated for the Alzheimer's disease-associated H157Y variant
    P Thornton, J Sevalle, MJ Deery, G Fraser, Y Zhou, S Ståhl, EH Franssen, RB Dodd, S Qamar, B Gomez Pere, LS Nicol, S Eketjäll, J Revell, C Jones, A Billinton, PH St George-, I Chessell, DC Crowther
    EMBO Mol Med, 2017;0(0):.
  5. Protective role of cellular prion protein against TNF?-mediated inflammation through TACE ?-secretase
    J Ezpeleta, F Boudet-Dev, M Pietri, A Baudry, V Baudouin, A Alleaume-B, N Dagoneau, O Kellermann, JM Launay, B Schneider
    Sci Rep, 2017;7(1):7671.
  6. CD44 Interacts with HIF-2? to Modulate the Hypoxic Phenotype of Perinecrotic and Perivascular Glioma Cells
    E Johansson, ES Grassi, V Pantazopou, B Tong, D Lindgren, TJ Berg, EJ Pietras, H Axelson, A Pietras
    Cell Rep, 2017;20(7):1641-1653.
  7. A Staphylococcus aureus pore-forming toxin subverts the activity of ADAM10 to cause lethal infection in mice.
    Inoshima et al.
    Nat.Med., 2011;17:1310
  8. Metalloprotease inhibitors for the disintegrin-like metalloproteinases ADAM10 and ADAM17 that differentially block constitutive and phorbol ester-inducible shedding of cell surface molecules.
    Ludwig et al.
    Comb.Chem.High Throughput Screen., 2005;8:161
  9. The disintegrin-like metalloproteinase ADAM10 is involved in constitutive cleavage of CX3CL1 (fractalkine) and regulates CX3CL1-mediates cell-cell adhesion.
    Hundhausen et al.
    Blood, 2003;102:1186

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Citations for GI 254023X

The citations listed below are publications that use Tocris products. Selected citations for GI 254023X include:

13 Citations: Showing 1 - 10

  1. Ex vivo analysis platforms for monitoring amyloid precursor protein cleavage.
    Authors: Takashi Et al.
    Front Mol Neurosci  2023;15:1068990
  2. Platelets upregulate tumor cell programmed death ligand 1 in an epidermal growth factor receptor-dependent manner in vitro.
    Authors: Sandra S Et al.
    Blood Adv  2022;6:5668-5675
  3. Roles for ADAM17 in TNF-R1 Mediated Cell Death and Survival in Human U937 and Jurkat Cells.
    Authors: Wulf Et al.
    Cells  2021;10
  4. Shear stress activates ADAM10 sheddase to regulate Notch1 via the Piezo1 force sensor in endothelial cells.
    Authors: T Simon Et al.
    Elife  2020;9
  5. Localized Intercellular Transfer of Ephrin-As by Trans-endocytosis Enables Long-Term Signaling.
    Authors: Franck Et al.
    Dev Cell  2020;52:104-117.e5
  6. ADAM17-dependent signaling is required for oncogenic human papillomavirus entry platform assembly.
    Authors: Mikuličić Et al.
    Elife  2019;8
  7. Vaccinia virus hijacks EGFR signalling to enhance virus spread through rapid and directed infected cell motility.
    Authors: Beerli Et al.
    Nat Microbiol  2019;4:216
  8. Visualization of Alzheimer's Disease Related α-/β-/γ-Secretase Ternary Complex by Bimolecular Fluorescence Complementation Based Fluorescence Resonance Energy Transfer.
    Authors: Wang and Pei
    Front Mol Neurosci  2018;11:431
  9. Ectodomain shedding of Limbic System-Associated Membrane Protein (LSAMP) by ADAM Metallopeptidases promotes neurite outgrowth in DRG neurons.
    Authors: Sanz
    Sci Rep  2017;7(1):7961
  10. ADAM10 Cell Surface Expression but Not Activity Is Critical for Staphylococcus aureus α-Hemolysin-Mediated Activation of the NLRP3 Inflammasome in Human Monocytes.
    Authors: Ezekwe Et al.
    J Bone Miner Res  2016;8

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