An MMP inhibitor
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GM 1489

Item No. 24313

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-3-[[[(1S)-1-(1H-indol-3-ylmethyl)-2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]amino]carbonyl]-5-methyl-hexanoic acid
CAS Number
171347-75-4
Molecular Formula
C27H33N3O4
Formula Weight
463.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.2 mg/ml
λmax
222, 282 nm
SMILES
O=C([C@H](CC1=CNC2=C1C=CC=C2)NC([C@H](CC(C)C)CC(O)=O)=O)N[C@H](C3=CC=CC=C3)C
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $81

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    5 mg

    $376

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    Cayman Chemical
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    Product Description

    GM 1489 is a broad-spectrum inhibitor of matrix metalloproteinases (MMPs) with Ki values of 0.002, 0.1, 0.5, 0.2, and 20 μM for MMP-1, MMP-8, MMP-2, MMP-9, and MMP-3, respectively.1 It reduces 5-aza-2'-deoxycytidine-induced increases in MMP-1, MMP-2, MMP-3, MMP-7, MMP-9, and MMP-14 expression as well as cell invasion in AsPC-1, BxPC-3, Hs766T, MiaPaCa2, and PANC-1 cancer cells.2 Topical administration of GM 1489 (100 μg) inhibits increases in ear thickness and epidermal hyperplasia induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) and phorbol dibutyrate (PdiBu) in mice.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Holleran, W.M., Galardy, R.E., Gao, W.N., et al. Matrix metalloproteinase inhibitors reduce phorbol ester-induced cutaneous inflammation and hyperplasia. Arch. Dermatol. Res. 289(3), 138-144 (1997).

    2. Sato, N., Maehara, N., Su, G.H., et al. Effects of 5-aza-2'-deoxycytidine on matrix metalloproteinase expression and pancreatic cancer cell invasiveness. J. Natl. Cancer Inst. 95(4), 327-330 (2003).