Ac-WLA-AMC

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Ac-WLA-AMC

Ac-WLA-AMC | 1104011-59-7

Catalog Number A18-0050
Category Fluorescent Enzyme Substrates
Molecular Formula C32H37N5O6
Molecular Weight 587.7
Catalog Number Size Price Quantity
A18-0050 -- $--

Product Introduction

Ac-WLA-AMC is a fluorogenic substrate for the β5c subunit of the 20S proteasome. Ac-WLA-AMC is cleaved to release the fluorescent moiety 7-amino-4-methylcoumarin (AMC), which can be used to quantify the β5c subunit activity.

Chemical Information

Synonyms Acetyl-Trp-Leu-Ala-7-amino-4-Methylcoumarin; N-acetyl-L-tryptophyl-L-leucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-alaninamide
Purity ≥95%
IUPAC Name (2S)-2-[[(2S)-2-acetamido-3-(1H-indol-3-yl)propanoyl]amino]-4-methyl-N-[(2S)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]pentanamide
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(C)NC(=O)C(CC(C)C)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C
InChI InChI=1S/C32H37N5O6/c1-17(2)12-26(37-32(42)27(35-20(5)38)14-21-16-33-25-9-7-6-8-24(21)25)31(41)34-19(4)30(40)36-22-10-11-23-18(3)13-29(39)43-28(23)15-22/h6-11,13,15-17,19,26-27,33H,12,14H2,1-5H3,(H,34,41)(H,35,38)(H,36,40)(H,37,42)/t19-,26-,27-/m0/s1
InChI Key PIJMRHCPKXLMIS-DOYMOWJKSA-N
Appearance Solid Powder
  • Product Specification
  • Application
Excitation 351 nm
Emission 430 nm
Storage Store at -20°C

Ac-WLA-AMC, a synthetic peptide substrate, finds its primary usage in enzyme activity assays and research. Here are four key applications of Ac-WLA-AMC:

Enzyme Activity Assays: Acting as a pivotal tool in the realm of protease activity measurements, Ac-WLA-AMC stands out by functioning as a substrate that liberates a fluorescent signal upon cleavage. This facilitates the straightforward quantification of enzyme activity in vitro under diverse experimental settings. Its extensive utilization in drug discovery is paramount, particularly in the screening of potential inhibitors or activators targeting proteolytic enzymes.

Protease Characterization: Scientists harness the power of Ac-WLA-AMC to delve into the nuances of proteases, unraveling their specificity and kinetics. By closely monitoring the fluorescence rise rate, researchers decipher the affinity and catalytic efficiency of various proteases towards this substrate. This critical information not only sheds light on enzyme functionality but also aids in the development of precise enzyme inhibitors, pushing boundaries of enzymology research.

Biomedical Research: As a cornerstone in the exploration of disease-related proteases, Ac-WLA-AMC plays a pivotal role in dissecting the involvement of these proteases in pathological processes like cancer, inflammation, and neurodegeneration. Researchers leverage this substrate to uncover the biological significance of these proteases and pinpoint potential therapeutic targets. This endeavor contributes significantly to the identification of diagnostic markers and the formulation of effective therapeutic strategies.

High-Throughput Screening: Amidst the landscape of high-throughput screening, Ac-WLA-AMC emerges as a game-changer, enabling rapid and efficient identification of compounds that modulate protease activity. The substrate’s unique ability to generate a quantifiable fluorescent signal lends itself to the automation and scalability of screening processes. This application is indispensable for pharmaceutical entities in their quest to unearth novel drug candidates or optimize enzyme-driven reactions, driving innovation in drug discovery.

Computed Properties

XLogP3 3.3
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 11
Exact Mass 587.27438392 g/mol
Monoisotopic Mass 587.27438392 g/mol
Topological Polar Surface Area 159Ų
Heavy Atom Count 43
Formal Charge 0
Complexity 1090
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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