Description
Key facts
CAS number:130370-60-4,
Purity:>98%,
Form:LiquidSee storage information,
Molecular weight:477.6 Da,
Molecular formula:C23H31N3O4S2,
PubChem:5362422,
Nature:Synthetic,
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
Product details:
Supplied in DMSO (10 mM).
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 in the dark, Store under desiccating conditions, This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
The MMP family including MMP14 MMP1 MMP2 MMP3 MMP9 CD23 MMP13 and MMP7 consists of zinc-dependent endopeptidases known as matrix metalloproteinases. MMPs facilitate extracellular matrix (ECM) remodeling by cleaving specific components of the ECM. MMP14 also called MT1-MMP has a mass of approximately 66 kDa and is commonly expressed on the cell surface. It shows high activity in tissues that require constant remodeling such as the skin lungs and digestive tract.
Biological function summary
Each MMP plays distinct roles in processes like cell proliferation migration differentiation angiogenesis and apoptosis. MMP2 and MMP9 for example degrade type IV collagen which is a major component of basement membranes. These enzymes sometimes form complexes in order to regulate their activities more precisely. CD23 though not an MMP acts as an IgE receptor and modulates immune responses adding another layer of complexity to their biological roles.
Pathways
MMPs integrate into essential cellular processes notably the MAPK and PI3K/AKT pathways. These pathways significantly influence cell survival growth and movement. MMP14 activates pro-MMP2 on the cell surface linking it to the proteolytic process. MMP9 can also interact with proteins such as TIMP-1 which inhibits MMP activity to maintain balance in ECM remodeling.
MMPs have strong connections with pathological conditions such as cancer and arthritis. Overexpression of MMPs like MMP9 is often associated with tumor invasion and metastasis. In arthritis MMP13 breaks down cartilage components contributing to joint degradation. MMPs therefore serve as targets for therapeutic interventions with inhibitors like Batimastat and BB-94 in development to curb their excessive activity.
