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NFF-3 | 158584-09-9
| Catalog Number | A18-0021 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C78H110N22O20 |
| Molecular Weight | 1675.84 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A18-0021 | -- | $-- |
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Product Introduction
NFF-3 is a fluorogenic substrate for matrix metalloproteinases (MMPs). NFF-3 is hydrolyzed rapidly by MMP-3 (kcat/Km = 218,000 s-1*M-1) and slowly by MMP-9 (kcat/Km = 10,100 s-1*M-1) with no significant hydrolysis by MMP-1 or MMP-2, therefore it can be used to differentiate MMP-3 activity from that of other MMPs.
Chemical Information |
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| Synonyms | Mca-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-Lys(Dnp)-NH2; ((7-Methoxycoumarin-4-yl)acetyl)arginyl-prolyl-lysyl-prolyl-valyl-glutamyl-norvalyl-tryptophyl-arginyl-(2,4-dinitrophenyl)lysinamide; N2-((7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl)-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-valyl-L-alpha-glutamyl-L-norvalyl-L-tryptophyl-L-arginyl-N6-(2,4-dinitrophenyl)-L-lysinamide; 7-Methoxycoumarin-4-acetyl-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-(2,4-dinitrophenyl)Lysinamide |
| Purity | ≥95% |
| IUPAC Name | (4S)-4-[[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2S)-5-carbamimidamido-2-[[2-(7-methoxy-2-oxochromen-4-yl)acetyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-6-(2,4-dinitroanilino)-1-oxohexan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-5-oxopentanoic acid |
| Canonical SMILES | CCCC(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCNC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])C(=O)N)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)C)NC(=O)C4CCCN4C(=O)C(CCCCN)NC(=O)C5CCCN5C(=O)C(CCCNC(=N)N)NC(=O)CC6=CC(=O)OC7=C6C=CC(=C7)OC |
| InChI | InChI=1S/C78H110N22O20/c1-5-16-53(68(106)95-58(37-45-42-88-50-18-7-6-17-48(45)50)71(109)92-54(21-12-33-86-77(81)82)69(107)90-52(67(80)105)19-9-11-32-85-51-28-25-46(99(115)116)40-61(51)100(117)118)91-70(108)55(29-30-64(102)103)93-74(112)66(43(2)3)96-73(111)60-24-15-36-98(60)76(114)57(20-8-10-31-79)94-72(110)59-23-14-35-97(59)75(113)56(22-13-34-87-78(83)84)89-63(101)38-44-39-65(104)120-62-41-47(119-4)26-27-49(44)62/h6-7,17-18,25-28,39-43,52-60,66,85,88H,5,8-16,19-24,29-38,79H2,1-4H3,(H2,80,105)(H,89,101)(H,90,107)(H,91,108)(H,92,109)(H,93,112)(H,94,110)(H,95,106)(H,96,111)(H,102,103)(H4,81,82,86)(H4,83,84,87)/t52-,53-,54-,55-,56-,57-,58-,59-,60-,66-/m0/s1 |
| InChI Key | TVZDWYYXHAIMCR-BKNSPTOHSA-N |
| Solubility | Soluble in Acetic Acid, DMSO, Water |
| Density | 1.49±0.1 g/cm3 (Predicted) |
| Appearance | Yellow Powder |
- Product Specification
- Application
| Storage | Store at -20°C |
Fluorescent Imaging of Enzyme Activity: NFF-3 is widely utilized as a fluorescent substrate for imaging enzyme activity in live cells and tissues. Upon enzymatic conversion, NFF-3 produces a highly fluorescent product that can be detected using fluorescence microscopy or flow cytometry. This property makes it an invaluable tool for studying the spatial and temporal dynamics of enzyme activity in various biological contexts. Researchers can visualize enzyme expression and activity in real-time, which is essential for understanding metabolic pathways, signaling cascades, and cellular responses to stimuli. This application is particularly relevant in cancer research, where altered enzyme activities can provide insights into tumor biology and potential therapeutic targets.
High-Throughput Screening Assays: NFF-3 is also employed in high-throughput screening assays to identify and characterize enzyme inhibitors or activators. By utilizing its fluorescence properties, researchers can quickly assess large libraries of compounds for their effects on specific enzymes. This application is critical in drug discovery, as it allows for the rapid identification of potential therapeutic agents that can modulate enzyme activity. The ability to screen compounds efficiently contributes to the development of novel drugs aimed at various diseases, including cancer and metabolic disorders, where enzyme dysregulation plays a significant role. The use of NFF-3 in these assays enhances the throughput and accuracy of screening efforts.
Monitoring Cellular Responses to Drugs: NFF-3 can be used to monitor cellular responses to pharmacological agents by assessing changes in enzyme activity. When cells are treated with drugs, alterations in the activity of specific enzymes can be indicative of the drug’s mechanism of action or its effects on cellular pathways. By incorporating NFF-3 into experimental designs, researchers can evaluate how drugs influence enzyme activity over time, providing insights into the pharmacodynamics of the compounds. This application is essential for understanding drug efficacy and safety, as well as for identifying potential biomarkers of response that could guide personalized treatment strategies.
Investigation of Disease Mechanisms: The ability of NFF-3 to report on enzyme activity makes it a valuable tool for investigating the mechanisms of various diseases. For example, researchers can use this substrate to study the role of specific enzymes in metabolic disorders, neurodegenerative diseases, and inflammatory conditions. By correlating enzyme activity levels with disease progression or severity, scientists can gain a deeper understanding of the biochemical pathways involved in these conditions. This application not only aids in elucidating disease mechanisms but also helps identify potential therapeutic targets for intervention. The insights gained from such studies can pave the way for developing new treatment strategies that target specific enzymes implicated in disease.
Applications of Fluorescent Probes & Dyes
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