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Merck

364205

GM 6001

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

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
MDL number:
MFCD00917040
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze

Key Documents

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Product Name

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

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

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

Quality Level

100

Related Categories

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)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

364205-5MG: + 364205-30MG: + 364205-MG: + 364205-1MG: + 364205-10MG: + 364205-1.1ML: + 364205-100MG: + 364205-150MG: + 364205-0MG: + 364205-600MG:

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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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Nicolas Pineault et al.
Methods in molecular biology (Clifton, N.J.), 946, 205-224 (2012-11-28)
Megakaryocytes (MK) are hematopoietic cells present in the bone marrow that are responsible for the production and release of platelets in the circulation. Given their very low frequency (<1%), human MK often need to be derived in culture to study
Sandra C Côté et al.
European journal of immunology, 50(10), 1537-1549 (2020-05-12)
The IL-7 receptor specific α chain, CD127, can be expressed both as a membrane-associated (mCD127) and a soluble form (sCD127), however, the mechanisms involved in their regulation remain to be defined. We first demonstrated in primary human CD8+ T cells

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Global Trade Item Number

SKUGTIN
364205-5MGCN04055977213799
364205-1MGCN04055977213744

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