Description
Key facts
CAS number:130370-60-4,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:477.6 Da,
Molecular formula:C23H31N3O4S2,
PubChem:5362422,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mM,
Biochemical name:Batimastat,
Biological description:Potent, broad-spectrum MMP inhibitor (IC50 values are 3 (MMP-1), 4 (MMP-2), 4 (MMP-9), 6 (MMP-7), 20 nM (MMP-3)). Anticancer activity in vivo.,
Canonical smiles:CC(C)CC(C(CSC1=CC=CS1)C(=O)NO)C(=O)NC(CC2=CC=CC=C2)C(=O)NC,
Isomeric smiles:CC(C)C[C@H]([C@H](CSC1=CC=CS1)C(=O)NO)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)NC,
InChi:InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1,
InChiKey:XFILPEOLDIKJHX-QYZOEREBSA-N,
IUPAC Name:(2S,3R)-N-hydroxy-N'-[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-3-(2-methylpropyl)-2-(thiophen-2-ylsulfanylmethyl)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.
MMP14 MMP1 MMP2 MMP3 MMP9 MMP13 and MMP7 collectively known as matrix metalloproteinases (MMPs) are enzymes important for the breakdown of extracellular matrix proteins. MMP14 also called MT1-MMP is a membrane-type MMP with a mass of approximately 66 kDa and is often found on the cell surface. MMP1 known as interstitial collagenase weighs around 54 kDa and is expressed in fibroblasts and keratinocytes. MMP2 or gelatinase A is about 72 kDa and is secreted by fibroblasts and endothelial cells. MMP3 also known as stromelysin 1 has a mass of approximately 54 kDa and is detected in connective tissues. MMP9 or gelatinase B is 92 kDa and expressed by neutrophils and macrophages. MMP13 sometimes referred to as collagenase 3 weighs around 60 kDa and is expressed in chondrocytes. MMP7 also called matrilysin is around 28 kDa and expressed in epithelial cells.
Biological function summary
Matrix metalloproteinases influence tissue remodeling and wound healing processes. They do this by degrading structural components like collagen and elastin controlling the turnover and reconstruction of the matrix. These enzymes do not act alone; they often form complexes with tissue inhibitors of metalloproteinases (TIMPs) to regulate their activities and maintain tissue integrity. MMPs facilitate cellular migration in inflammation and angiogenesis by modulating the extracellular environment ensuring proper tissue development and repair.
Pathways
These MMPs integrate into processes such as the extracellular matrix degradation pathway and the angiogenesis pathway. They interact dynamically with proteins like TIMP-1 and TIMP-2 which modulate their proteolytic activity. Matrix metalloproteinases help release matrix-bound growth factors affecting pathways that proliferate and differentiate cells during tissue repair and remodeling.
Elevated levels of matrix metalloproteinases often correlate with cancer progression and arthritis. They contribute to cancer metastasis by degrading the basal membrane aiding tumor cell invasion. MMPs also play significant roles in joint destruction in rheumatoid arthritis through continuous breakdown of cartilage matrix. In these contexts MMP2 and MMP9 are often implicated working alongside other proteases in disease pathogenesis.
