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Submit ReviewBatimastat
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% (HPLC)
Biological Activity for Batimastat
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 for Batimastat
| M. Wt | 477.64 |
| Formula | C23H31N3O4S2 |
| Storage | Store at -20°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 130370-60-4 |
| PubChem ID | 5362422 |
| InChI Key | XFILPEOLDIKJHX-QYZOEREBSA-N |
| Smiles | O=[C@]([C@H](CC(C)C)[C@@H]([C@](NO)=O)CSC2=CC=CS2)N[C@H](C(NC)=O)CC1=CC=CC=C1 |
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.
Solubility Data for Batimastat
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 47.76 | 100 |
Preparing Stock Solutions for Batimastat
The following data is based on the product molecular weight 477.64. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.09 mL | 10.47 mL | 20.94 mL |
| 5 mM | 0.42 mL | 2.09 mL | 4.19 mL |
| 10 mM | 0.21 mL | 1.05 mL | 2.09 mL |
| 50 mM | 0.04 mL | 0.21 mL | 0.42 mL |
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Product Datasheets for Batimastat
References for Batimastat
References are publications that support the biological activity of the product.
Davies et al (1993) A synthetic matrix metalloproteinase inhibitor decreases tumor burden and prolongs survival of mice bearing human ovarian carcinoma xenografts. Cancer Res. 53 2087 PMID: 8347186
Wang et al (1994) Matrix metalloproteinase inhibitor BB-94 (Batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice. Cancer Res. 54 4726 PMID: 8062271
Kohn and Liotta (1995) Molecular insights into cancer invasion: strategies for prevention and intervention. Cancer Res. 55 1856 PMID: 7728753
If you know of a relevant reference for Batimastat, please let us know.
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Keywords: Batimastat, Batimastat supplier, Potent, broad, spectrum, MMP, inhibitors, inhibits, Matrixins, Matrix, Metalloproteinase, Metalloprotease, Proteinases, Proteases, BB-94, 2961, Tocris Bioscience
29 Citations for Batimastat
Citations are publications that use Tocris products. Selected citations for Batimastat include:
Ren et al (2017) Zymography as a Research Tool in the Study of Matrix Metalloproteinase Inhibitors. Methods Mol Biol 1626 79 PMID: 28608202
Feng et al (2014) Epithelial innate immune response to Acinetobacter baumannii challenge. Br J Cancer 82 4458 PMID: 25114113
Brafman et al (2013) Regulation of endodermal differentiation of human embryonic stem cells through integrin-ECM interactions. Korean J Physiol Pharmacol 20 369 PMID: 23154389
Yoo et al (2013) TNF-α and LPA promote synergistic expression of COX-2 in human colonic myofibroblasts: role of LPA-mediated transactivation of upregulated EGFR. Infect Immun 13 90 PMID: 23688423
Walsh and Damjanovski (2011) IGF-1 increases invasive potential of MCF 7 breast cancer cells and induces activation of latent TGF-β1 resulting in epithelial to mesenchymal transition. BMC Neurosci 9 10 PMID: 21535875
Kwon et al (2011) Notch post-translationally regulates β-catenin protein in stem and progenitor cells. Nat Cell Biol 13 1244 PMID: 21841793
Park et al (2011) Matrix metalloproteinase inhibitors attenuate neuroinflammation following focal cerebral ischemia in mice. Korean J Physiol Pharmacol 15 115 PMID: 21660152
Sims et al (2011) Extracellular heat shock protein (Hsp)70 and Hsp90α assist in matrix metalloproteinase-2 activation and breast cancer cell migration and invasion. PLoS One 6 e18848 PMID: 21533148
Dang et al (2011) 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. J Biol Chem 286 17704 PMID: 21454702
Sanz (2017) Ectodomain shedding of Limbic System-Associated Membrane Protein (LSAMP) by ADAM Metallopeptidases promotes neurite outgrowth in DRG neurons. Sci Rep 7 7961 PMID: 28801670
Pitt et al (2017) Neuroprotective astrocyte-derived Ins/IGF-1 stimulates endocytic processing and extracellular release of neuron-bound Aβ oligomers. Mol Biol Cell 28 2623 PMID: 28963439
Baggen et al (2019) Identification of the Cell-Surface Protease ADAM9 as an Entry Factor for Encephalomyocarditis Virus. MBio 10 PMID: 31409686
Lim et al (2017) Involvement of PI3K and MMP1 in PDGF-induced Migration of Human Adipose-derived Stem Cells. Dev Reprod 21 167 PMID: 28785738
Woods and Padmanabhan (2013) Inhibition of amyloid precursor protein processing enhances gemcitabine-mediated cytotoxicity in pancreatic cancer cells. J Biol Chem 288 30114 PMID: 24022491
Carroll et al (2016) M2 macrophages induce ovarian cancer cell proliferation via a he. binding epidermal growth factor/matrix metalloproteinase 9 intercellular feedback loop. Oncotarget 7 86608 PMID: 27888810
Yin et al (2012) Increased MMPs expression and decreased contraction in the rat myometrium during pregnancy and in response to prolonged stretch and sex hormones. Am J Physiol Endocrinol Metab 303 E55 PMID: 22496348
Mezil et al (2012) Tumor selective cytotoxic action of a thiomorpholin hydroxamate inhibitor (TMI-1) in breast cancer. PLoS One 7 e43409 PMID: 23028451
Jijon et al (2012) The EGF receptor and HER2 participate in TNF-α-dependent MAPK activation and IL-8 secretion in intestinal epithelial cells. Mediators Inflamm 2012 207398 PMID: 22988345
Kalous et al (2012) Neurotrophic actions initiated by proNGF in adult sensory neurons may require peri-somatic glia to drive local cleavage to NGF. J Neurochem 122 523 PMID: 22621370
Zhou and Petroll (2014) MMP regulation of corneal keratocyte motility and mechanics in 3-D collagen matrices. Exp Eye Res 121 147 PMID: 24530619
Yurtsever et al (2012) Self-cleavage of human CLCA1 protein by a novel internal metalloprotease domain controls calcium-activated chloride channel activation. Development 287 42138 PMID: 23112050
Prendergast et al (2012) The metalloproteinase inhibitor Reck is essential for zebrafish DRG development. BMC Gastroenterol 139 1141 PMID: 22296847
Ji et al (2014) EphrinB2 affects apical constriction in Xenopus embryos and is regulated by ADAM10 and flotillin-1. Nat Commun 5 3516 PMID: 24662724
Esteso et al (2014) Altered microRNA expression after infection with human cytomegalovirus leads to TIMP3 downregulation and increased shedding of metalloprotease substrates, including MICA. J Immunol 193 1344 PMID: 24973455
Wojtalewicz et al (2014) A soluble form of the giant cadherin Fat1 is released from pancreatic cancer cells by ADAM10 mediated ectodomain shedding. PLoS One 9 e90461 PMID: 24625754
Siwetz et al (2014) Metalloprotease dependent release of placenta derived fractalkine. Mediators Inflamm 2014 839290 PMID: 24771984
Orth-He et al (2023) Protein folding stress potentiates NLRP1 and CARD8 inflammasome activation. Cell Rep 42 111965 PMID: 36649711
Kim et al (2011) Thrombin-induced Migration and Matrix Metalloproteinase-9 Expression Are Regulated by MAPK and PI3K Pathways in C6 Glioma Cells. J Biol Chem 15 211 PMID: 21994479
Hamasaki et al (2011) Expression of laminin 5-γ2 chain in cutaneous squamous cell carcinoma and its role in tumour invasion. Cell Commun Signal 105 824 PMID: 21829200
Do you know of a great paper that uses Batimastat from Tocris? Please let us know.
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works well.
By
Anonymous on 03/26/2020
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Hippocampal neuron
matrix metalloproteinases 1, 2, 3, 7, 9, 14, and 17 (0.1–1 μM batimastat and marimastat)
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