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Key Documents

364200

Sigma-Aldrich

GM 1489

Synonym(s):

GM 1489, N-[(2R)-2-(Carboxymethyl)-4-methylpentanoyl]-L-tryptophan-(S)-methyl-benzylamide

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About This Item

Empirical Formula (Hill Notation):
C27H33N3O4
CAS Number:
170905-75-6
Molecular Weight:
463.57
UNSPSC Code:
12352200

Assay

≥95% (HPLC)

Quality Level

100

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

DMSO: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C27H33N3O4/c1-17(2)13-20(15-25(31)32)26(33)30-24(14-21-16-28-23-12-8-7-11-22(21)23)27(34)29-18(3)19-9-5-4-6-10-19/h4-12,16-18,20,24,28H,13-15H2,1-3H3,(H,29,34)(H,30,33)(H,31,32)/t18-,20+,24-/m0/s1

InChI key

BLPWNGOQQLJQOL-NRYAXDJKSA-N

General description

This product has been discontinued.



A potent broad-range inhibitor of matrix metalloproteinases (MMPs). Inhibits MMPs in vitro (Ki = 0.2 nM for MMP-1; Ki = 500 nM for MMP-2; Ki = 20 µM for MMP-3; Ki = 100 nM for MMP-8; and Ki = 100 nM for MMP-9). Also reduces the inflammatory and the hyperproliferative responses that occur following topical phorbol ester application.

A potent broad-spectrum inhibitor of matrix metalloproteinases (MMPs). Inhibits MMPs in vitro [Ki = 0.2 nM for interstitial collagenase (MMP-1); Ki = 500 nM for gelatinase A (MMP-2); Ki = 20 µM for stromelysin (MMP-3); Ki = 100 nM for neutrophil collagenase (MMP-8); Ki = 100 nM for gelatinase B (MMP-9)]. Also reduces the inflammatory and the hyperproliferative responses that occur following topical phorbol ester application.

Biochem/physiol Actions

Cell permeable: no
Primary Target
MMP-1
Product does not compete with ATP.
Reversible: no
Target Ki: 0.2 nM for MMP-1; 500 nM for MMP-2; 20 µM for MMP-3; 100 nM for MMP-8; 100 nM 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

Sato, N., et al. 2003. J. Natl. Cancer Inst.95, 327.
Holleran, W.M., et al. 1997. Arch. Dermatol. Res. 289, 138.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

10-13 - German Storage Class 10 to 13

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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