General description
A cell-permeable, potent broad-spectrum hydroxamic acid inhibitor of matrix metalloproteinases (MMPs). [Ki = 0.4 nM for skin fibroblast collagenase (MMP-1); Ki = 0.5 nM for gelatinase A (MMP-2); Ki = 27 nM for stromelysin (MMP-3); Ki = 0.1 nM for neutrophil collagenase (MMP-8); and Ki = 0.2 nM for gelatinase B (MMP-9)]. Also prevents the release of TNF-α in vivo and in vitro and abrogates endotoxin-induced lethality in mice.
A potent, cell-permeable, broad-spectrum hydroxamic acid inhibitor of matrix metalloproteinases (MMPs); (Ki = 400 pM for MMP-1; Ki = 500 pM for MMP-2; Ki = 27 nM for MMP-3; Ki = 100 pM for MMP-8; and Ki = 200 pM for MMP-9). Prevents the release of TNF-α in vivo and in vitro and abrogates endotoxin-induced lethality in mice. A 10 mM (1 mg/257 µl) solution of GM6001 (Cat. No. 364206) in DMSO is also available.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
MMP-1
Product does not compete with ATP.
Reversible: no
Target Ki: 400 pM for MMP-1; 500 pM for MMP-2; 27 nM for MMP-3; 100 pM for MMP-8; 200 pM for MMP-9
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Solorzano, C.C., et al. 1997. Shock7, 427.
Galardy, R.E., et al. 1994. Ann. NY Acad. Sci.732, 315.
Galardy, R.E., et al. 1994. Cancer Res.54, 4715.
Galardy, R.E. 1993. Drugs Future18, 1109.
Grobelny, D., et al. 1992. Biochemistry31, 7152.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Segment | 100 |
| assay | ≥95% (HPLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | off-white |
| solubility | DMSO: 5 mg/mL |
| web metadata keyword.default | GM 6001 1g research grade,GM 6001 CAS 142880-36-2,GM 6001 MMP-1 inhibitor,GM 6001 chemical,GM 6001 endotoxin-induced lethality research,GM 6001 for TNF-α release studies,GM 6001 for fibroblast studies,GM 6001 hydroxamic acid inhibitor,GM 6001 matrix metalloproteinase inhibitor,Galardin MMP inhibitor,Galardin hydroxamic acid,N-[(2R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl]-L-tryptophan Methylamide,Sigma-Aldrich GM 6001,cell-permeable GM 6001 for research,high purity GM 6001 for lab use |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | [nH]1c2c(c(c1)C[C@H](NC(=O)[C@H](CC(C)C)CC(=O)NO)C(=O)NC)cccc2 |
| InChI | 1S/C20H28N4O4/c1-12(2)8-13(10-18(25)24-28)19(26)23-17(20(27)21-3)9-14-11-22-16-7-5-4-6-15(14)16/h4-7,11-13,17,22,28H,8-10H2,1-3H3,(H,21,27)(H,23,26)(H,24,25)/t13-,17+/m1/s1 |
| InChI key | NITYDPDXAAFEIT-DYVFJYSZSA-N |
