Description
Key facts
CAS number:154039-60-8,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:331.41 Da,
Molecular formula:C15H29N3O5,
PubChem:119031,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mMSoluble in ethanol to 50 mM,
Biochemical name:Marimastat,
Biological description:Potent matrix metalloproteinase inhibitor. Broad-spectrum inhibitor of all major MMPs. Prevents or reduces spread and growth of tumors.,
Canonical smiles:CC(C)CC(C(C(=O)NO)O)C(=O)NC(C(=O)NC)C(C)(C)C,
Isomeric smiles:CC(C)C[C@H]([C@@H](C(=O)NO)O)C(=O)N[C@H](C(=O)NC)C(C)(C)C,
InChi:InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1,
InChiKey:OCSMOTCMPXTDND-OUAUKWLOSA-N,
IUPAC Name:(2R,3S)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-N',3-dihydroxy-2-(2-methylpropyl)butanediamide
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
MMPs (Matrix Metalloproteinases) are zinc-dependent endopeptidases essential for the breakdown of extracellular matrix components. The most well-studied members include MMP1 MMP2 MMP3 MMP7 MMP8 MMP9 MMP12 MMP13 and MMP14 each serving different mechanical functions. MMP9 also known as gelatinase B weighs approximately 92 kDa. These proteases are widely expressed in tissues such as connective tissues and immune cells including fibroblasts and macrophages where they aid in cellular migration tissue remodeling and inflammation. MMP14 known as MT1-MMP holds special relevance due to its role in pericellular proteolysis and its function as a membrane-bound enzyme.
Biological function summary
MMPs participate in remodeling tissues during various physiological processes like wound healing angiogenesis and normal tissue maintenance. These proteases do not act alone; they often form complexes with other proteins facilitating processes like the activation of latent forms of MMPs. ADAM (A Disintegrin and Metalloproteinase) family members such as ADAM10 and ADAM17 act alongside MMPs especially in activities related to cell signaling and shedding of membrane proteins. TNF alpha a pro-inflammatory cytokine often interacts with MMPs modulating their activity during inflammatory responses.
Pathways
These metalloproteases embed themselves within significant systems notably the Wnt signaling and TGF-beta pathways. In these pathways MMPs work in tandem with proteins such as integrins and growth factors to regulate cellular behavior and extracellular matrix composition. MMP inhibitors chemical compounds like marimastat restrain MMP activity demonstrating importance in research and potential therapeutic applications for conditions involving excessive matrix degradation.
Dysregulated MMP activity associates closely with cancer progression and arthritis. In cancer overexpression of MMPs contributes to metastasis by degrading basement membranes with MMP2 and MMP9 being particularly implicated. Similarly rheumatic diseases involve excessive activity of MMP13 leading to cartilage breakdown. MMP inhibitors and related molecules like ADAM10 help tailor treatments for these conditions offering insights into moderating the destructive impacts these proteases can exert when unregulated.
