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Batimastat

Catalog #: 2961
29 Citations Datasheet
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2961/10
Batimastat | CAS No. 130370-60-4 | Synthetic Metalloprotease Inhibitors
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Description: Potent, broad spectrum MMP inhibitor
Alternative Names: BB-94

Chemical Name: (2R,3S)-N4-Hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide

Purity: ≥99%

Product Details
Citations (29)
Reviews
Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

Batimastat is a potent, broad spectrum MMP inhibitor (IC50 values are 3, 4, 4, 6 and 20 nM for MMP -1, -2, -9, -7 and -3 respectively). Exhibits antiproliferative, anti-invasive and antimetastatic activity in human ovarian carcinoma xenografts in vivo.

Technical Data

M.Wt:
477.64
Formula:
C23H31N3O4S2
Solubility:
Soluble to 100 mM in DMSO
Purity:
≥99%
Storage:
Store at -20°C
CAS No:
130370-60-4

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.

Background References

  1. Antagonism of VEGF-A-induced increase in vascular permeability by an integrin alpha3beta1-Shp-1-cAMP/PKA pathway.
    Kim S, Cho Y, Kim H, Oh J, Ahn E, Ko H, Hwang B, Lee S, Cho Y, Kim Y, Stetler-Stevenson W, Seo D
    Blood, 2012;120(24):4892-902.
  2. Astrocytes directly influence tumor cell invasion and metastasis in vivo.
    Wang, Ling, Cossette, Stephani, Rarick, Kevin R, Gershan, Jill, Dwinell, Michael, Harder, David R, Ramchandran, Ramani
    PLoS ONE, 2013;8(12):e80933.
  3. EphrinB2 affects apical constriction in Xenopus embryos and is regulated by ADAM10 and flotillin-1.
    Ji Y, Hwang Y, Mood K, Cho H, Lee H, Winterbottom E, Cousin H, Daar I
    Nat Commun, 2014;5(0):3516.
  4. Regulation of endodermal differentiation of human embryonic stem cells through integrin-ECM interactions.
    Brafman D, Phung C, Kumar N, Willert K
    Cell Death Differ, 2013;20(3):369-81.
  5. ProNGF promotes neurite growth from a subset of NGF-dependent neurons by a p75NTR-dependent mechanism.
    Howard, Laura, Wyatt, Sean, Nagappan, Guhan, Davies, Alun M
    Development, 2013;140(10):2108-17.
  6. IgLON cell adhesion molecules are shed from the cell surface of cortical neurons to promote neuronal growth.
    Sanz R, Ferraro G, Fournier A
    J Biol Chem, 2015;290(7):4330-42.
  7. 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.
  8. Eukaryotic translation elongation factor 1A induces anoikis by triggering cell detachment.
    Itagaki K, Naito T, Iwakiri R, Haga M, Miura S, Saito Y, Owaki T, Kamiya S, Iyoda T, Yajima H, Iwashita S, Ejiri S, Fukai F
    J. Biol. Chem., 2012;287(19):16037-46.
  9. M2 macrophages induce ovarian cancer cell proliferation via a heparin binding epidermal growth factor/matrix metalloproteinase 9 intercellular feedback loop
    MJ Carroll, A Kapur, M Felder, MS Patankar, PK Kreeger
    Oncotarget, 2016;7(52):86608-86620.
  10. ADAM12 is expressed in the tumour vasculature and mediates ectodomain shedding of several membrane-anchored endothelial proteins.
    Frohlich C, Klitgaard M, Noer J, Kotzsch A, Nehammer C, Kronqvist P, Berthelsen J, Blobel C, Kveiborg M, Albrechtsen R, Wewer U
    Biochem J, 2013;452(1):97-109.
  11. Matrix metalloproteinase inhibitor BB-94 (Batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice.
    Wang et al.
    Cancer Res., 1994;54:4726
  12. Molecular insights into cancer invasion: strategies for prevention and intervention.
    Kohn and Liotta
    Cancer Res., 1995;55:1856
  13. A synthetic matrix metalloproteinase inhibitor decreases tumor burden and prolongs survival of mice bearing human ovarian carcinoma xenografts.
    Davies et al.
    Cancer Res., 1993;53:2087

Product Datasheets

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Citations for Batimastat

The citations listed below are publications that use Tocris products. Selected citations for Batimastat include:

29 Citations: Showing 1 - 10

  1. Protein folding stress potentiates NLRP1 and CARD8 inflammasome activation.
    Authors: Orth-He Et al.
    Cell Rep  2023;42:111965
  2. Identification of the Cell-Surface Protease ADAM9 as an Entry Factor for Encephalomyocarditis Virus.
    Authors: Baggen Et al.
    MBio  2019;10
  3. 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
  4. Neuroprotective astrocyte-derived Ins/IGF-1 stimulates endocytic processing and extracellular release of neuron-bound Aβ oligomers.
    Authors: Pitt Et al.
    Mol Biol Cell  2017;28:2623
  5. Involvement of PI3K and MMP1 in PDGF-induced Migration of Human Adipose-derived Stem Cells.
    Authors: Lim Et al.
    Dev Reprod  2017;21:167
  6. Zymography as a Research Tool in the Study of Matrix Metalloproteinase Inhibitors.
    Authors: Ren Et al.
    Methods Mol Biol  2017;1626:79
  7. M2 macrophages induce ovarian cancer cell proliferation via a he. binding epidermal growth factor/matrix metalloproteinase 9 intercellular feedback loop.
    Authors: Carroll Et al.
    Oncotarget  2016;7:86608
  8. A soluble form of the giant cadherin Fat1 is released from pancreatic cancer cells by ADAM10 mediated ectodomain shedding.
    Authors: Wojtalewicz Et al.
    PLoS One  2014;9:e90461
  9. Epithelial innate immune response to Acinetobacter baumannii challenge.
    Authors: Feng Et al.
    Br J Cancer  2014;82:4458
  10. EphrinB2 affects apical constriction in Xenopus embryos and is regulated by ADAM10 and flotillin-1.
    Authors: Ji Et al.
    Nat Commun  2014;5:3516
  11. Metalloprotease dependent release of placenta derived fractalkine.
    Authors: Siwetz Et al.
    Mediators Inflamm  2014;2014:839290
  12. Altered microRNA expression after infection with human cytomegalovirus leads to TIMP3 downregulation and increased shedding of metalloprotease substrates, including MICA.
    Authors: Esteso Et al.
    J Immunol  2014;193:1344
  13. MMP regulation of corneal keratocyte motility and mechanics in 3-D collagen matrices.
    Authors: Zhou and Petroll
    Exp Eye Res  2014;121:147
  14. Inhibition of amyloid precursor protein processing enhances gemcitabine-mediated cytotoxicity in pancreatic cancer cells.
    Authors: Woods and Padmanabhan
    J Biol Chem  2013;288:30114
  15. Regulation of endodermal differentiation of human embryonic stem cells through integrin-ECM interactions.
    Authors: Brafman Et al.
    Korean J Physiol Pharmacol  2013;20:369
  16. TNF-α and LPA promote synergistic expression of COX-2 in human colonic myofibroblasts: role of LPA-mediated transactivation of upregulated EGFR.
    Authors: Yoo Et al.
    Infect Immun  2013;13:90
  17. Tumor selective cytotoxic action of a thiomorpholin hydroxamate inhibitor (TMI-1) in breast cancer.
    Authors: Mezil Et al.
    PLoS One  2012;7:e43409
  18. Increased MMPs expression and decreased contraction in the rat myometrium during pregnancy and in response to prolonged stretch and sex hormones.
    Authors: Yin Et al.
    Am J Physiol Endocrinol Metab  2012;303:E55
  19. Self-cleavage of human CLCA1 protein by a novel internal metalloprotease domain controls calcium-activated chloride channel activation.
    Authors: Yurtsever Et al.
    Development  2012;287:42138
  20. The EGF receptor and HER2 participate in TNF-α-dependent MAPK activation and IL-8 secretion in intestinal epithelial cells.
    Authors: Jijon Et al.
    Mediators Inflamm  2012;2012:207398
  21. The metalloproteinase inhibitor Reck is essential for zebrafish DRG development.
    Authors: Prendergast Et al.
    BMC Gastroenterol  2012;139:1141
  22. Neurotrophic actions initiated by proNGF in adult sensory neurons may require peri-somatic glia to drive local cleavage to NGF.
    Authors: Kalous Et al.
    J Neurochem  2012;122:523
  23. IGF-1 increases invasive potential of MCF 7 breast cancer cells and induces activation of latent TGF-β1 resulting in epithelial to mesenchymal transition.
    Authors: Walsh and Damjanovski
    BMC Neurosci  2011;9:10
  24. Extracellular heat shock protein (Hsp)70 and Hsp90α assist in matrix metalloproteinase-2 activation and breast cancer cell migration and invasion.
    Authors: Sims Et al.
    PLoS One  2011;6:e18848
  25. Epidermal growth factor (EGF) ligand release by substrate-specific a disintegrin and metalloproteases (ADAMs) involves different protein kinase C (PKC) isoenzymes depending on the stimulus.
    Authors: Dang Et al.
    J Biol Chem  2011;286:17704
  26. Thrombin-induced Migration and Matrix Metalloproteinase-9 Expression Are Regulated by MAPK and PI3K Pathways in C6 Glioma Cells.
    Authors: Kim Et al.
    J Biol Chem  2011;15:211
  27. Matrix metalloproteinase inhibitors attenuate neuroinflammation following focal cerebral ischemia in mice.
    Authors: Park Et al.
    Korean J Physiol Pharmacol  2011;15:115
  28. Notch post-translationally regulates β-catenin protein in stem and progenitor cells.
    Authors: Kwon Et al.
    Nat Cell Biol  2011;13:1244
  29. Expression of laminin 5-γ2 chain in cutaneous squamous cell carcinoma and its role in tumour invasion.
    Authors: Hamasaki Et al.
    Cell Commun Signal  2011;105:824

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