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Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 | CAS 256394-94-2
| Catalog Number | A18-0033 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C51H65N13O15 |
| Molecular Weight | 1100.1 |
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Product Introduction
Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 is a synthetic peptide that serves as a fluorogenic probe, designed for applications in biochemical assays and enzymatic activity studies. This compound incorporates the 7-methoxycoumarin-4-acetyl (Mca) fluorophore, which exhibits fluorescence upon cleavage by specific proteolytic enzymes, enabling real-time monitoring of enzymatic processes. The presence of the DNP quencher group in the sequence facilitates Förster Resonance Energy Transfer (FRET), allowing for sensitive detection of protease activity through fluorescence modulation.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 1-[2-(7-methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]-L-prolyl-3-cyclohexyl-L-alanylglycyl-L-norvalyl-L-histidyl-L-alanyl-3-[(2,4-dinitrophenyl)amino]-L-alaninamide |
| Purity | ≥95% |
| IUPAC Name | (2S)-N-[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-3-(2,4-dinitroanilino)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-cyclohexyl-1-oxopropan-2-yl]-1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidine-2-carboxamide |
| SMILES | CCCC(C(=O)NC(CC1=CN=CN1)C(=O)NC(C)C(=O)NC(CNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)N)NC(=O)CNC(=O)C(CC3CCCCC3)NC(=O)C4CCCN4C(=O)CC5=CC(=O)OC6=C5C=CC(=C6)OC |
| InChI | InChI=1S/C51H65N13O15/c1-4-9-36(49(71)59-38(21-31-24-53-27-56-31)50(72)57-28(2)47(69)61-39(46(52)68)25-54-35-16-13-32(63(74)75)22-41(35)64(76)77)58-43(65)26-55-48(70)37(18-29-10-6-5-7-11-29)60-51(73)40-12-8-17-62(40)44(66)19-30-20-45(67)79-42-23-33(78-3)14-15-34(30)42/h13-16,20,22-24,27-29,36-40,54H,4-12,17-19,21,25-26H2,1-3H3,(H2,52,68)(H,53,56)(H,55,70)(H,57,72)(H,58,65)(H,59,71)(H,60,73)(H,61,69)/t28-,36-,37-,38-,39-,40-/m0/s1 |
| InChIKey | BJLIZNHHZSHQOS-NIUAFRCISA-N |
Product Specification
| Storage | Store at -20°C |
Application
Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2, a synthetic peptide widely employed in biochemical and biomedical research, serves various critical purposes.
Protease Activity Assays: Acting as a fluorogenic substrate in protease activity assays, Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 undergoes cleavage by specific proteases, leading to the emission of a fluorescent signal. This enables researchers to quantify enzyme activity, a pivotal aspect for investigating protease kinetics and screening for potential protease inhibitors in the realm of drug discovery.
Biomarker Development: In the realm of diagnostic assays, this peptide plays a crucial role in detecting diseases where protease activity acts as a significant biomarker. By assessing changes in fluorescence, clinicians can precisely measure protease levels in biological samples, aiding in the diagnosis and monitoring of conditions like cancer and inflammatory diseases. This method significantly enhances the sensitivity and specificity of diagnostic tools, leading to more accurate assessments.
Enzyme Kinetics Studies: Within the domain of enzyme kinetics, Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 is utilized to delve into the catalytic properties of proteases. By analyzing the rate of substrate cleavage, researchers can ascertain essential kinetic parameters such as Km and Vmax. This data is instrumental in comprehending enzyme function and is pivotal for the development of therapeutic inhibitors, advancing the field of enzyme research.
Drug Screening: In the arena of drug development, this peptide proves invaluable in high-throughput screening assays aimed at identifying potential protease inhibitors. By evaluating the inhibition of protease activity, researchers can assess the effectiveness of candidate compounds efficiently. This application optimizes the drug discovery process, expediting the discovery of novel therapeutic agents and enhancing the efficiency of drug screening protocols.
Computed Properties
| XLogP3 | 3.3 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 25 |
| Exact Mass | 1099.47230842 g/mol |
| Monoisotopic Mass | 1099.47230842 g/mol |
| Topological Polar Surface Area | 406Ų |
| Heavy Atom Count | 79 |
| Formal Charge | 0 |
| Complexity | 2260 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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