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MMP inhibitor
Potent broad-spectrum hydroxamate inhibitor of matrix metalloproteinases (MMPs). Ki values have been reported for the following human MMPs: MMP-1 (fibroblast collagenase): 0.4nM; MMP-2 (gelatinase A): 0.5nM; MMP-3 (stromelysin-1): 27nM; MMP-7 (matrilysin): 3.7nM; MMP-8 (neutrophil collagenase): 0.1nM; MMP-9 (gelatinase B): 0.2nM; MMP-12 (metalloelastase): 3.6nM; MMP-14 (MT1-MMP): 13.4nM; MMP-26 (endometase): 0.36nM. Also inhibits MMP-10, MMP-13, MMP-15, MMP-17, MMP-20, MMP-21, TACE, ADAM19, other ADAMs, anthrax lethal factor, neprilysin, leucine aminopeptidase, and DPPIII. Typical concentration range for use in tissue culture is 10-25µM. This inhibitor has also been used in vivo.
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Product Details
| Alternative Name |
Galardin, Ilomastat, N-[(2R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl]-L-tryptophan methylamide |
|---|---|
| Appearance |
White to off-white powder. |
| CAS |
142880-36-2 |
| Couple Target |
ADAM, DPP, MMP |
| Couple Type |
Inhibitor |
| Formula |
C20H28N4O4 |
| Formulation |
Lyophilized solid. |
| MW |
388.5 |
| Purity |
≥98% (HPLC) |
| Solubility |
Soluble in DMSO (at least 25mM) or 100% ethanol (10mg/ml) |
Handling & Storage
| Use/Stability |
As indicated on product label or CoA when stored as recommended. |
|---|---|
| Long Term Storage |
-20°C |
| Shipping |
Blue Ice |
| Regulatory Status |
RUO – Research Use Only |
|---|
- Targeting cholesterol impairs cell invasion of all breast cancer types: Maja, M., Verfaillie, M., et al.; Cancer Cell Int. 24, 27 (2024), Abstract
- ADAM17 Mediates Proteolytic Maturation of Voltage-Gated Calcium Channel Auxiliary α2δ Subunits, and Enables Calcium Current Enhancement: I. Kadurin, et al.; Function (Oxf.) 3, zqac013 (2022), Abstract
- Surface cholesterol-enriched domains specifically promote invasion of breast cancer cell lines by controlling invadopodia and extracellular matrix degradation: M. Maja, et al.; Cell. Mol. Life Sci. 79, 417 (2022), Abstract
- Extracellular domain shedding of the ALK receptor mediates neuroblastoma cell migration: H. Huang, et al.; Cell Reports 36, 109363 (2021), Abstract
- NK cells eliminate Epstein-Barr virus bound to B cells through a specific antibody-mediated uptake: E. Alari-Pahissa, et al.; PLoS Pathog. 17, e1009868 (2021), Abstract
- Cleavage of Syndecan-1 Promotes the Proliferation of the Basal-Like Breast Cancer Cell Line BT-549 Via Akt SUMOylation: Nadanaka, S., Bai, Y., et al.; Front Cell Dev Biol 9, 659428 (2021), Abstract
- GPR120 signaling controls amyloid-β degrading activity of matrix metalloproteinases: Kikuchi, K., Tatebe, T., et al.; J. Neurosci. 41, 6173 (2021), Abstract
- Spinal cord precursors utilize neural crest cell mechanisms to generate hybrid peripheral myelinating glia: Fontenas, L., Kucenas, S., et al.; Elife 10, (2021), Abstract
- SARS-CoV-2 spike protein promotes IL-6 trans-signaling by activation of angiotensin II receptor signaling in epithelial cells: T. Patra, et al.; PLoS Pathog. 16, e1009128 (2020), Abstract — Full Text
- Enhancing protective microglial activities with a dual function TREM2 antibody to the stalk region: K. Schlepckow, et al.; EMBO Mol. Med. 12, e11227 (2020), Abstract — Full Text
- Protocatechuic acid attenuates anterior cruciate ligament transection‑induced osteoarthritis by suppressing osteoclastogenesis: J. Zhang, et al.; Exp. Ther. Med. 19, 232 (2020), Abstract — Full Text
- Alpha 2-Adrenergic Receptor Agonist Brimonidine Stimulates ERK1/2 and AKT Signaling via Transactivation of EGF Receptors in the Human MIO-M1 Müller Cell Line: Harun-Or-Rashid, M., Hallböök, F., et al.; Curr. Eye Res. 44, 34 (2019), Abstract
- Presenilin/γ-secretase-dependent EphA3 processing mediates axon elongation through non-muscle myosin IIA: Javier-Torrent, M., Marco, S., et al.; Elife 8, (2019), Abstract
- Loss of kallikrein‐related peptidase 7 exacerbates amyloid pathology in Alzheimer’s disease model mice: K. Kidana, et al.; EMBO Mol. Med. 2018, e8184 (2018), Abstract — Full Text
- Podosome assembly is controlled by the GTPase ARF1 and its nucleotide exchange factor ARNO: N.B. Rafiq, et al.; J. Cell Biol. 216, 181 (2017), Abstract
- Phenotype anchoring in zebrafish reveals a potential role for matrix metalloproteinases (MMPs) in tamoxifen’s effects on skin epithelium: S.M. Bugel, et al.; Toxicol. Appl. Pharmacol. 18, 296 (2016), Application(s): Cell culture, Abstract
- Cross-talk between lysophosphatidic acid receptor 1 and tropomyosin receptor kinase a promotes lung epithelial cell migration: L. Nan, et al.; Biochim. Biophys. Acta 1863, 229 (2015), Application(s): Cell culture, Abstract
- Inside-out Regulation of Ectodomain Cleavage of Cluster-of-Differentiation-44 [CD44] and of Neuregulin-1 requires Substrate Dimerization: M. Hartmann, et al.; J. Biol. Chem. 290, 17041 (2015), Application(s): Cell Culture, Abstract — Full Text
- PCSK6-mediated corin activation is essential for normal blood pressure: S. Chen, et al.; Nat. Med. 21, 1048 (2015), Application(s): Protease inhibitor, Abstract
- Membrane Cholesterol Modulates LOX-1 Shedding in Endothelial Cells: M. Gioia, et al.; PLoS One 10, e0141270 (2015), Application(s): Hydroxamate inhibitor, Abstract — Full Text
- Mechanistic adaptability of cancer cells strongly affects anti-migratory drug efficacy: Sun, W., Lim, C. T., et al.; J. R. Soc. Interface 11, (2014), Abstract
- Inhibition of amyloid precursor protein processing enhances gemcitabine-mediated cytotoxicity in pancreatic cancer cells: Woods, N. K., Padmanabhan, J., et al.; J. Biol. Chem. 288, 30114 (2013), Abstract
- The carotenoid lutein enhances matrix metalloproteinase-9 production and phagocytosis through intracellular ROS generation and ERK1/2, p38 MAPK, and RARβ activation in murine macrophages: Lo, H. M., Chen, C. L., et al.; J. Leukoc. Biol. 93, 723 (2013), Abstract
- Dual cleavage of neuregulin 1 type III by BACE1 and ADAM17 liberates its EGF-like domain and allows paracrine signaling: Fleck, D., van Bebber, F., et al.; J. Neurosci. 33, 7856 (2013), Abstract
- Attenuation of eph receptor kinase activation in cancer cells by coexpressed ephrin ligands: Falivelli, G., Lisabeth, E. M., et al.; PLoS One 8, e81445 (2013), Abstract
- Fluoride does not inhibit enamel protease activity: Tye, C. E., Antone, J. V., et al.; J. Dent. Res. 90, 489 (2011), Abstract
- The podosome marker protein Tks5 regulates macrophage invasive behavior: Burger, K. L., Davis, A. L., et al.; Cytoskeleton (Hoboken) 68, 694 (2011), Abstract
- Fluorescent substrates for the proteinases ADAM17, ADAM10, ADAM8, and ADAM12 useful for high-throughput inhibitor screening: M. L. Moss et al.; Anal. Biochem. 366, 144 (2007), Abstract
- Activity-based probes for the proteomic profiling of metalloproteases: A. Saghatelian, et al.; Proc. Natl. Acad. Sci. USA 101, 10000 (2004), Abstract
- Tetrahydroisoquinoline based sulfonamide hydroxamates as potent matrix metalloproteinase inhibitors: D. Ma et al.; Bioorg. Med. Chem. Lett. 14, 47-50 (2004), Abstract
- Evidence for disulfide involvement in the regulation of intramolecular autolytic processing by human adamalysin19/ADAM19: T. Kang et al.; Exp. Cell. Res. 298, 285 (2004), Abstract
- The structural basis for substrate and inhibitor selectivity of the anthrax lethal factor: B. E. Turk et al.; Nat. Struct. Mol. Biol. 11, 60 (2004), Abstract
- The intermediate S1’ pocket of the endometase/matrilysin-2 active site revealed by enzyme inhibition kinetic studies, protein sequence analyses, and homology modeling: H. I. Park et al.; J. Biol. Chem. 278, 51646 (2003), Abstract
- The structure and regulation of the human and mouse matrix metalloproteinase-21 gene and protein: G. N. Marchenko et al.; Biochem. J. 372, 503 (2003), Abstract
- Membrane-anchored CD40 is processed by the tumor necrosis factor-alpha-converting enzyme. Implications for CD40 signaling: C. Contin et al.; J. Biol. Chem. 278, 32801 (2003), Abstract
- Matrix metalloproteinases contribute to brain damage in experimental pneumococcal meningitis: S. L. Leib; Infect. Immun. 68, 615 (2000), Abstract
- Catalytic activities and substrate specificity of the human membrane type 4 matrix metalloproteinase catalytic domain: Y. Wang et al.; J. Biol. Chem. 274, 33043 (1999), Abstract
- Inhibition of membrane-type 1 matrix metalloproteinase by hydroxamate inhibitors: an examination of the subsite pocket: M. Yamamoto et al.; J. Med. Chem. 41, 1209 (1998), Abstract
- Inhibition of matrix metalloproteinase activity inhibits smooth muscle cell migration but not neointimal thickening after arterial injury: M. P. Bendeck et al.; Circ. Res. 78, 38 (1996), Abstract
- Reversal of experimental autoimmune encephalomyelitis with a hydroxamate inhibitor of matrix metalloproteases: K. Gijbels et al.; J. Clin. Invest. 94, 2177 (1994), Abstract
- Low molecular weight inhibitors in corneal ulceration: R. E. Galardy et al.; Ann. N. Y. Acad. Sci. 732, 315 (1994), Abstract
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