196440

Batimastat

≥98% (HPLC), solid, Matrix metalloproteinase inhibitor, Calbiochem

• Synonyme(s) : Batimastat, (4-N-Hydroxyamino)-2 R-isobutyl-3 S-(thienylthiomethyl)succinyl)-L-phenylalanine-N-methylamide, BB-94, (4-N-Hydroxyamino)-2R-isobutyl-3S-(thienylthiomethyl)succinyl)-L-phenylalanine-N-methylamide, BB-94
• Formule empirique (notation de Hill) : C₂₃H₃₁N₃O₄S₂
• Numéro CAS: 130370-60-4
• Poids moléculaire : 477.64
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00866533
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Propriétés

• Nom du produit: Batimastat, Batimastat primarily used in Inhibition.
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [s]1c(ccc1)SC[C@@H]([C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccccc2)C(=O)NC)C(=O)NO
• InChI: 1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
• InChI key: XFILPEOLDIKJHX-QYZOEREBSA-N

Description

General description

A Marimastat (Cat. No. 444289) type of peptidyl hydroxamate-based inhibitor that potently inhibits a broad-spectrum of metalloproteinases, including MMP-1, MMP-2, MMP-3/stromelysin, MMP-7/matrilysin, MMP-9, ΔMT1 (MMP-14 without TM domain), ADAM8, and ADAM17/TACE (IC₅₀ = 3, 4, 20, 6, 4, 2.08, 51.3, and 19 nM, respectively), by targeting both the substrate binding site and the active-site Zn²⁺, while being much less potent toward ACE (Angiotensin Converting Enzyme) or α-secretase (IC₅₀ = 1.6 and 3.3 µM, respectively). Batimastat is widely used in studying the involvement of MMPs in cancinogenesis and non-cancer pathological processes both in cultures in vitro and in animals in vivo. Also available as a 25 mM solution in DMSO (Cat. No. 508408).

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Schlomann, U., et al. 2002. J. Biol. Chem.277, 48210.
Whittaker, M., et al. 1999. Chem. Rev.99, 2735.
Parvathy, S., et al. 1998. Biochemistry37, 1680.
Parvathy, S., et al. 1998. FEBS Lett.431, 63.
Yamamoto, M., et al. 1998. J. Med. Chem.41, 1209.
Moss, M.L., et al. 1997. Nature385, 733.
Eccles, S.A., et al. 1996. Cancer Res.56, 2815.
Brown, P.D. 1995. Advan. Enzyme Regul.35, 293.
Wang, X., et al. 1994. Cancer Res.54, 4726.
Davies, B., et al. 1993. Cancer Res.53, 2087.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable