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364205

Sigma-Aldrich

GM 6001

GM 6001, CAS 142880-36-2, is a potent, cell-permeable, broad-spectrum inhibitor of matrix metalloproteinases.

Synonym(s):

GM 6001, Galardin, N-[(2R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl]-L-tryptophan Methylamide

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About This Item

Empirical Formula (Hill Notation):
C20H28N4O4
CAS Number:
142880-36-2
Molecular Weight:
388.46
UNSPSC Code:
12352200

Quality Level

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

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

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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