Batimastat

Pricing Availability Delivery Time Qty
Cat.No. 2961 - Batimastat | C23H31N3O4S2 | CAS No. 130370-60-4
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)
Datasheet
Citations (19)
Literature

Biological Activity

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
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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 47.76 100

Preparing Stock Solutions

The following data is based on the product molecular weight 477.64. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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Keywords: Batimastat, supplier, Potent, broad, spectrum, MMP, inhibitors, inhibits, Matrixins, Matrix, Metalloproteinase, Metalloprotease, Proteinases, Proteases, BB-94, Matrix, Metalloprotease, Tocris Bioscience

19 Citations for Batimastat

Citations are publications that use Tocris products. Selected citations for Batimastat include:

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

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

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

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

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

Feng et al (2014) Epithelial innate immune response to Acinetobacter baumannii challenge. Br J Cancer 82 4458 PMID: 25114113

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

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

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

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


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Pathways for Batimastat

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