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Batimastat (BB-94)MMP inhibitor

Batimastat (BB-94)

Catalog No. A2577
Size Price Stock Qty
10mM (in 1mL DMSO) $105.00 In stock
Evaluation Sample $28.00 In stock
1mg $50.00 In stock
5mg $100.00 In stock
10mg $150.00 In stock
25mg $250.00 In stock

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1. Werneburg S, Buettner FF, Erben L, Mathews M, Neumann H, Mühlenhoff M, Hildebrandt H. "Polysialylation and lipopolysaccharide-induced shedding of E-selectin ligand-1 and neuropilin-2 by microglia and THP-1 macrophages." Glia. 2016 May 9. PMID:27159043
2. Zhang K, Liu X, Hao F, Dong A, Chen D. "Targeting TGF-β1 inhibits invasion of anaplastic thyroid carcinoma cell through SMAD2-dependent S100A4-MMP-2/9 signalling." Am J Transl Res. 2016 May 15;8(5):2196-209. PMID:27347327

Quality Control

Chemical structure

Batimastat

Related Biological Data

Batimastat

Related Biological Data

Batimastat

Related Biological Data

Batimastat

Related Biological Data

Batimastat

Biological Activity

Description Batimastat (BB-94) is a potent, broad spectrum inhibitor of matrix metalloprotease (MMP) for MMP-1, MMP-2, MMP-9, MMP-7 and MMP-3 with IC50 of 3 nM, 4 nM, 4 nM, 6 nM and 20 nM, respectively.
Targets MMP-1 MMP-2 MMP-9 MMP-7 MMP-3  
IC50 3 nM 4 nM 4 nM 6 nM 20 nM  

Protocol

Cell experiment:

Cell lines

C170HM2 and AP5LV cell lines

Preparation method

The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while.Stock solution can be stored below -20°C for several months.

Reacting condition

96 h; 3.0 μg/ml

Applications

In vitro proliferation in the presence of batimastatwas assessed by the MTT absorbance assay. The effect of batimastat on the in vitro growth of C170HM2 and AP5LV in both serum-free and scrum-containing culture media was determined three times. Batimastat had no significant effect on the growth of either cell line.

Animal experiment:

Animal models

Orthotopic transplant model of human colon cancer in nude mice

Dosage form

30 mg/kg; i.p.

Application

Treatment with BB-94 caused a significant reduction in the median weight of the primary tumor from 293 mg(range, 1141 to 124 mg) in the control group to 144 mg (range, 424 to 38 mg) in the BB-94 treated group (P < 0.001) and resulted in a marked reduction in the incidence of tumor invasion of adjacent tissue, from 12 of 18 mice in the control group (67%) to 7 of 20 mice in the BB-94 treated group (35%).

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1] Watson S A, Morris T M, Robinson G, et al. Inhibition of organ invasion by the matrix metalloproteinase inhibitor batimastat (BB-94) in two human colon carcinoma metastasis models[J]. Cancer research, 1995, 55(16): 3629-3633.

[2] Wang X, Fu X, Brown P D, et al. Matrix metalloproteinase inhibitor BB-94 (batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice[J]. Cancer research, 1994, 54(17): 4726-4728.

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Chemical Properties

Cas No. 130370-60-4 SDF Download SDF
Synonyms Batimastat,BB-94
Chemical Name (2S,3R)-N1-hydroxy-3-isobutyl-N4-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)-2-((thiophen-2-ylthio)methyl)succinamide
Canonical SMILES CNC([C@@H](NC([C@@H]([C@H](CSC1=CC=CS1)C(NO)=O)CC(C)C)=O)CC2=CC=CC=C2)=O
Formula C23H31N3O4S2 M.Wt 477.64
Solubility Soluble in DMSO > 10 mM Storage Store at 4°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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Research Update

2. Matrix metalloproteinase inhibitor batimastat alleviates pathology and improves skeletal muscle function in dystrophin-deficient mdx mice. Am J Pathol. 2010 Jul;177(1):248-60. doi: 10.2353/ajpath.2010.091176. Epub 2010 May 14.
Abstract
The treatment of batimastat, an inhibitor of MMPs, in mdx mice resulted in increased muscle force production in isometric contraction, augmented levels of sarcolemmal protein beta-dystroglycan and neuronal nitric oxide and reduced necrosis, infiltratiom of macrophages, centronucleated fibers, expression of embryonic myosin heavy chain in skeletal muscle and activation of mitogen-activated protein kinases and activator protein-1 in myofibers.
3. [Protective role of MMP-9 inhibitor batimastat in acute lung injury after cardiopulmonary bypass]. Zhonghua Wai Ke Za Zhi. 2010 Jan 1;48(1):57-61.
Abstract
Batimastat, a MMP-9 inhibitor, was investigated for protective effect in CPB-induced dog lung injury.
4. Effect of the metalloproteinase inhibitor batimastat in the systemic toxicity induced by Bothrops asper snake venom: understanding the role of metalloproteinases in envenomation. Toxicon. 2004 Mar 15;43(4):417-24.
Abstract
Batimastat, a metalloproteinase inhibitor, inhibited lethality of low dose venom and concentration-dependently delayed death induced by high dose venom in mice, which also inhibited venom-induced in vitro coagulant, in vivo defibrinogenating and hemorrhagic effects.
5. Increased stromal expression of murine urokinase plasminogen activator in a human breast cancer xenograft model following treatment with the matrix metalloprotease inhibitor, batimastat. Breast Cancer Res Treat. 2001 Aug;68(3):225-37.
Abstract
Batimastat, a MMP inhibitor, caused retardation of tumor growth with no regression in a human breast cancer xenograft model and significantly increased expression of uPA in tumors.

Background

Batimastat (also known as BB-49), [4-(N-hydroxyamino)-2R-isobutyl-3S-(thiopen-2-ylthiomethyl)-succinyl-L-phenylalanine-N-methylamide, is a potent and synthetic inhibitor of a broad spectrum of matrix metalloproteinases (MMPs), including interstitial collagenase (IC50 = 3 nM), stromelysin (IC50 = 20 nM),  Mr 72,000 type IV collagenase (IC50 = 4 nM), Mr 92,000 type IV collagenase (IC50 = 4 nM), and matrilysin (IC50 = 6 nM). It is a low-molecular-weight (MW = 478) and peptide-like collagen substrate analogue consisting of a peptide backbone and a hydroxamic acid group which bind to MMPs and the catalytically active zinc atom respectively. Batimastat exhibits antineoplastic and antiangiogenic activity in various tumor models, including ovarian carcinoma xegnografts and human colon tumor.

Reference

Bernard Davies, Peter D. Brown, Nick East, Michael J. Crimmin, and Frances R. Balkwill. A synthetic matrix metalloproteinase inhibitor decreases tumor burden and prolongs survival of mice bearing human ovarian carcinoma xenografts. Cancer Research 1993; 53: 2087-2091

X. Wang, X. Fu, P.D. Brown, M. J. Crimmin, and R. M. Hoffman. Matrix metalloproteinase inhibitor BB-94 (batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice. Cancer Research 1994; 54: 4726-4728

Raffaella Giavazzi, Angela Garofalo, Cristina Ferri, Valeria Lucchini, Elisabeth A. Bone, Stefania Chiari, Peter D. Brown, M. Ines Nicoletti, and Giulia Taraboletti. Batimastat, a synthetic inhibitor of matrix metalloproteinases, potentiates the antitumor activity of cisplatin in ovarian carcinoma xgenografts. Clinical Cancer Research 1998; 4: 985-992