364205

GM 6001

≥95% (HPLC), solid, Matrix metalloproteinase inhibitor, Calbiochem

• Synonym(s): GM 6001, Galardin, N-[(2R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl]-L-tryptophan Methylamide
• Empirical Formula (Hill Notation): C₂₀H₂₈N₄O₄
• CAS Number: 142880-36-2
• Molecular Weight: 388.46
• MDL number: MFCD00917040
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥95% (HPLC)
• Form: solid
• Storage condition: OK to freeze

Properties

• Product Name: GM 6001, GM 6001, CAS 142880-36-2, is a potent, cell-permeable, broad-spectrum inhibitor of matrix metalloproteinases.
• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: off-white
• solubility: DMSO: 5 mg/mL
• 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

Description

General description

A cell-permeable, potent broad-spectrum hydroxamic acid inhibitor of matrix metalloproteinases (MMPs). [K_i = 0.4 nM for skin fibroblast collagenase (MMP-1); K_i = 0.5 nM for gelatinase A (MMP-2); K_i = 27 nM for stromelysin (MMP-3); K_i = 0.1 nM for neutrophil collagenase (MMP-8); and K_i = 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); (K_i = 400 pM for MMP-1; K_i = 500 pM for MMP-2; K_i = 27 nM for MMP-3; K_i = 100 pM for MMP-8; and K_i = 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 K_i: 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)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable