MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2

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MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 Basic information
Product Name:MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2
Synonyms:MOCAC-PRO-LEU-GLY-LEU-N3-[2,4-DINITROPHENYL]-L-2,3-DIAMINOPROPIONYL-ALA-ARG-NH2;MMP-2/MMP-7 SUBSTRATE;MMP-2/MMP-7 SUBSTRATE, FLUOROGENIC;MCA-PRO-LEU-GLY-LEU-DPA-ALA-ARG-NH2;MCA-PLGL-DAP(DNP)-ALA-ARG-NH2;MCA-PLGL-DAP(DNP)-AR-NH2;FLUORESCENT PEPTIDE SUBSTRATE I;7-methoxycoumarin-4-acetyl-pro-leu-*gly-leu-B-(2,
CAS:140430-53-1
MF:C49H68N14O15
MW:1093.15
EINECS:
Product Categories:peptides;peptide
Mol File:140430-53-1.mol
MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 Structure
MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 Chemical Properties
density 1.48±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility 20% acetic acid: 1mg/mL
form Solid
pka12.99±0.46(Predicted)
color Light yellow to yellow
AppearanceYellow Powder
InChIKeyRQASLOJQHHELIQ-QJSKOQLASA-N
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 Usage And Synthesis
Description

7-Methoxycoumarin-4-acetyl-P-L-G-L-β-(2,4-dinitrophenylamino)A-R amide is a fluorogenic substrate for matrix metalloproteinases (MMPs). It is ceaved by an MMP to release the fluorescent moiety 7-methoxycoumarin-4-acetyl (Mca), which can be used to quantify MMP activity.

UsesMOCAc-PLGL(Dpa)AR is a positively charged fluorescent substrate for matrix metalloproteinase-2 (MMP-2), MMP-7 and MMP-9. MOCAc-PLGL(Dpa)AR is a substrate of matrilysin, can be cleaved at the peptide bond between the glycine and leucine residues[1][2].
Biological ActivityCell permeable: no', 'Primary Target
Fluorogenic substrate for matrix metalloproteinases (MMPs)', 'Product does not compete with ATP.', 'Reversible: no', 'kcat/Km = 1.7 x 105 M-1sec-1 for MMP-7 and 6.3 x 105 M-¹ sec-¹ for MMP-2
References[1] Oneda H, et al. Substrate-dependent activation of thermolysin by salt. Biosci Biotechnol Biochem. 2004 Aug;68(8):1811-3. DOI:10.1271/bbb.68.1811
[2] Oneda H, et al. Inhibitory effects of green tea catechins on the activity of human matrix metalloproteinase 7 (matrilysin). J Biochem. 2003 May;133(5):571-6. DOI:10.1093/jb/mvg073
SequeneMca-PLGL-Dap(Dnp)-AR-NH2
MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 Preparation Products And Raw materials
Tag:MCA-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2(140430-53-1) Related Product Information
Bis(2-aminopropyl)amine 7-Methoxycoumarin N1-(2,4-Dinitro-phenyl)-ethane-1,2-diamine 7-Methoxycoumarin N,N'-Bis(2-aminoethyl)-1,3-propanediamine 2-ethyl-5-nitroaniline 1-NITRO-2-PROPYLBENZENE 4-(1-AMINO-ETHYL)-PHENYLAMINE CHEMBRDG-BB 7932577 MCA-PRO-LEU-GLY-LEU-DAP(DNP)-ALA-ARG-NH2 2-(2-NITROPHENYL)ETHANAMINE MOCAC-PRO-LEU-GLY N-(4-NITRO-BENZYL)-FORMAMIDE 3-(2-Hydroxyphenyl)propionamide 3-(4-Nitrophenyl)propan-1-amine N-(4-Amino-benzyl)-acetamide 3-(2-Nitro-phenyl)-propionaldehyde 3-[(4-Aminophenyl)amino]-propanamide