Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2

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Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2

Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 | 256394-94-2

Catalog Number A18-0033
Category Fluorescent Enzyme Substrates
Molecular Formula C51H65N13O15
Molecular Weight 1100.1
Catalog Number Size Price Quantity
A18-0033 -- $--

Product Introduction

Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2 is a fluorogenic substrate for matrix metalloproteinase-1 (MMP-1), MMP-3, and MMP-26. 7-methoxycoumarin-4-acetyl (Mca) is released by cleavage of Mca-P-Cha-G-Nva-HA-Dap(DNP)-NH2, of which the fluorescence can be used to quantify MMP-1, MMP-3 and MMP-26 activity.

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
Canonical 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
InChI Key BJLIZNHHZSHQOS-NIUAFRCISA-N
  • Product Specification
  • Application
Storage Store at -20°C

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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