Mca-VDQVDGW-Lys(Dnp)-NH2

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Mca-VDQVDGW-Lys(Dnp)-NH2

Mca-VDQVDGW-Lys(Dnp)-NH2

Catalog Number A18-0039
Category Fluorescent Enzyme Substrates
Molecular Formula C60H74N14O21
Molecular Weight 1327.3
Catalog Number Size Price Quantity

Product Introduction

Mca-VDQVDGW-Lys(Dnp)-NH2 is a fluorogenic substrate for caspase-7. It is cleaved by caspase-7 to release the fluorescent moiety 7-methoxycoumarin-4-acetyl (Mca), which can be used to quantify caspase-7 activity.

Chemical Information

Synonyms Caspase-7 Fluorogenic Substrate I; (3S,6S,9S,12S,18S,21S)-18-((1H-indol-3-yl)methyl)-6-(3-amino-3-oxopropyl)-21-carbamoyl-12-(carboxymethyl)-25-((2,4-dinitrophenyl)amino)-9-isopropyl-3-((S)-2-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)-3-methylbutanamido)-4,7,10,13,16,19-hexaoxo-5,8,11,14,17,20-hexaazapentacosanoic acid
Purity ≥95%
IUPAC Name 3-[[(2S)-2-[[5-amino-2-[[(2S)-3-carboxy-2-[[2-[[2-(7-methoxy-2-oxochromen-4-yl)acetyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-5-oxopentanoyl]amino]-3-methylbutanoyl]amino]-4-[[2-[[1-[[(2S)-1-amino-6-(2,4-dinitroanilino)-1-oxohexan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-oxobutanoic acid
Canonical SMILES CC(C)C(C(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(C(C)C)C(=O)NC(CC(=O)O)C(=O)NCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCCNC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])C(=O)N)NC(=O)CC4=CC(=O)OC5=C4C=CC(=C5)OC
InChI InChI=1S/C60H74N14O21/c1-29(2)52(71-47(76)21-31-22-51(82)95-45-24-34(94-5)14-15-36(31)45)59(88)70-43(26-50(80)81)58(87)68-40(17-18-46(61)75)56(85)72-53(30(3)4)60(89)69-42(25-49(78)79)55(84)65-28-48(77)66-41(20-32-27-64-37-11-7-6-10-35(32)37)57(86)67-39(54(62)83)12-8-9-19-63-38-16-13-33(73(90)91)23-44(38)74(92)93/h6-7,10-11,13-16,22-24,27,29-30,39-43,52-53,63-64H,8-9,12,17-21,25-26,28H2,1-5H3,(H2,61,75)(H2,62,83)(H,65,84)(H,66,77)(H,67,86)(H,68,87)(H,69,89)(H,70,88)(H,71,76)(H,72,85)(H,78,79)(H,80,81)/t39-,40?,41?,42?,43-,52?,53-/m0/s1
InChI Key IAEXPKQPOUYJTI-UQRVRJOKSA-N
  • Product Specification
  • Application
Storage Store at -20°C

Mca-VDQVDGW-Lys(Dnp)-NH2 is a synthetic fluorogenic substrate specifically designed for the detection and analysis of caspase-7 enzyme activity. This substrate is structured such that it incorporates the fluorescent moiety, 7-methoxycoumarin-4-acetyl (Mca), and a quencher, Dnp, on a peptide sequence recognizable by caspase-7. When caspase-7 cleaves the peptide, it separates the Mca from the quencher, leading to an increase in fluorescence. This fluorescence can be quantitatively measured, allowing researchers to monitor caspase-7 activity in various biological experiments.

One key application of Mca-VDQVDGW-Lys(Dnp)-NH2 is in apoptosis research. Apoptosis, or programmed cell death, is a crucial process in development and disease, and caspases like caspase-7 play a central role. By using this substrate, scientists can assess the extent of caspase-7 activity in cells undergoing apoptosis, providing insights into the molecular mechanisms controlling cell death and aiding in the identification of potential therapeutic targets for diseases characterized by either excessive or insufficient apoptosis.

Another important application is in drug development and screening. Pharmaceutical researchers often utilize this substrate to evaluate the efficacy of potential caspase-7 inhibitors. These inhibitors are of great interest because they can modulate apoptosis, offering therapeutic potential in treating diseases such as cancer, where the inhibition of cell death can prevent unwanted cellular proliferation. Therefore, Mca-VDQVDGW-Lys(Dnp)-NH2 serves as an essential tool in high-throughput screening processes to identify compounds that effectively regulate caspase activity.

Additionally, Mca-VDQVDGW-Lys(Dnp)-NH2 is employed in cellular and molecular biology studies to understand caspase-7’s role in inflammation and immune response. Caspases are not only involved in apoptosis but also in the maturation of cytokines and other inflammatory processes. By measuring caspase-7 activity, scientists can decipher its contributions to inflammatory diseases, potentially uncovering new therapeutic strategies for conditions like arthritis and inflammatory bowel disease, where precise regulation of inflammation is required.

Lastly, Mca-VDQVDGW-Lys(Dnp)-NH2 is used in diagnostics and clinical studies. Its ability to provide precise measurements of caspase-7 activity allows for the monitoring of disease progression and the effectiveness of therapeutic interventions in real-time. For instance, in cancer patients, changes in caspase activity can be indicative of how well a treatment is working, thus providing valuable information for tailoring personalized treatment plans and improving patient outcomes. These applications highlight the substrate’s versatility and vital role in both research and clinical settings.

Computed Properties

XLogP3 1.2
Hydrogen Bond Donor Count 14
Hydrogen Bond Acceptor Count 22
Rotatable Bond Count 36
Exact Mass 1326.51529542 g/mol
Monoisotopic Mass 1326.51529542 g/mol
Topological Polar Surface Area 549Ų
Heavy Atom Count 95
Formal Charge 0
Complexity 2850
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 4
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes
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