Ac-PAL-AMC

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Ac-PAL-AMC

Ac-PAL-AMC | 1431362-79-6

Catalog Number A18-0053
Category Fluorescent Enzyme Substrates
Molecular Formula C26H34N4O6
Molecular Weight 498.6
Catalog Number Size Price Quantity
A18-0053 -- $--

Product Introduction

Ac-PAL-AMC is a fluorogenic substrate for the β1i/LMP2 subunit of the 20S immunoproteasome. It can be cleaved to release the fluorescent moiety 7-amino-4-methylcoumarin (AMC), which can be used to quantify the activity of the β1i/LMP2 subunit of the 20S immunoproteasome.

Chemical Information

Synonyms Acetyl-Pro-Ala-Leu-7-amino-4-Methylcoumarin; 1-acetyl-L-prolyl-L-alanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-leucinamide
Purity ≥95%
IUPAC Name (2S)-1-acetyl-N-[(2S)-1-[[(2S)-4-methyl-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C3CCCN3C(=O)C
InChI InChI=1S/C26H34N4O6/c1-14(2)11-20(25(34)28-18-8-9-19-15(3)12-23(32)36-22(19)13-18)29-24(33)16(4)27-26(35)21-7-6-10-30(21)17(5)31/h8-9,12-14,16,20-21H,6-7,10-11H2,1-5H3,(H,27,35)(H,28,34)(H,29,33)/t16-,20-,21-/m0/s1
InChI Key BWJPVHDZSJFFDM-NDXORKPFSA-N
Appearance Solid Powder
  • Product Specification
  • Application
Excitation 351 nm
Emission 430 nm
Storage Store at -20°C

Ac-PAL-AMC, a synthetic substrate commonly utilized in biochemical assays to evaluate enzyme activity, plays a crucial role in exploring various biological processes. Here are four key applications of Ac-PAL-AMC:

Enzyme Activity Assays: Facilitating fluorescence-based assays, Ac-PAL-AMC enables precise measurement of proteases and other enzymes involved in amide bond cleavage. Upon enzymatic hydrolysis, it releases a fluorescent moiety, aiding researchers in quantitatively examining enzyme kinetics and inhibition. This indispensable tool is pivotal in drug discovery and enzyme characterization, offering insights into the intricate mechanisms of enzymatic processes.

Protease Inhibition Studies: At the forefront of protease research, Ac-PAL-AMC serves as a vital substrate for studying and characterizing protease inhibitors. By monitoring the decrease in fluorescence in the presence of potential inhibitors, scientists can evaluate the effectiveness of compounds and drive the development of therapeutic agents. This application holds significance in combating diseases marked by abnormal protease activity, such as cancer and inflammatory conditions.

Screening for Enzymes: Embracing high-throughput screening approaches, Ac-PAL-AMC emerges as a versatile tool in the search for novel enzymes and catalytic activities across diverse biological samples. Its easy fluorescence readout makes it a preferred option for large-scale enzyme screening initiatives, promoting advancements in biotechnology and industrial enzyme discovery.

Biochemical Pathway Research: Unraveling the intricacies of metabolic pathways, Ac-PAL-AMC stands as a cornerstone in exploring the roles and regulations of enzymes crucial to specific biochemical reactions. By examining enzymatic activities, researchers can gain profound insights into the complex functioning and regulation of biological systems. This comprehensive understanding sheds light on the mechanisms behind metabolic disorders and drives the development of precise therapeutic strategies.

Computed Properties

XLogP3 1.9
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 8
Exact Mass 498.24783482 g/mol
Monoisotopic Mass 498.24783482 g/mol
Topological Polar Surface Area 134Ų
Heavy Atom Count 36
Formal Charge 0
Complexity 916
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
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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