Suc-Leu-Leu-Val-Tyr-AMC is a fluorogenic substrate of calpains and 20S proteasome and used to study the activity of calpains and proteosomal degradation. It is also a substrate for carboxypeptidase Y, proteinase yscE (kexin), ingensin, as well as for porcine calpain isozymes I and II and for papain.
CAT No: R0808
CAS No:94367-21-2
Synonyms/Alias:Suc-Leu-Leu-Val-Tyr-AMC;94367-21-2;Suc-leu-leu-val-tyr-mca;Suc-llvy-mca;Suc-LLVY-AMC;Sllvt-mca;Llvy-mca;S6510_SIGMA;N-Succinyl-leu-leu-val-tyr-7-amido-4-methylcoumarin;7GVY2DYZ80;succinyl-leucyl-leucyl-valyl-tyrosyl-methylcoumarinamide;Suc-leu-leu-val-tyr-7-amino-4-methylcoumarin;MFCD00080248;UNII-7GVY2DYZ80;succinyl-Leu-Leu-Val-Tyr-7-amino-4-methylcoumarin;CHEBI:52770;4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic acid;4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl] amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic acid;N-(3-carboxypropanoyl)-L-leucyl-L-leucyl-L-valyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)-L-tyrosinamide;succinyl-Leu-Leu-Val-Tyr-MCA;L-Tyrosinamide, N-(3-carboxy-1-oxopropyl)-L-leucyl-L-leucyl-L-valyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-;succinyl-Leu-Leu-Val-Tyr-4-methylcoumaryl-7-amide;succinyl-Leu-Leu-Val-Tyr-4-methyl-coumaryl-7-amide;2: PN: US20060073535 PAGE: 8 claimed protein; 3: PN: US20080138837 PAGE: 9 claimed protein; 4: PN: WO0197794 SEQID: 33 claimed protein; N-(3-Carboxy-1-oxopropyl)-L-leucyl-L-leucyl-L-valyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-tyrosinamide;4-(((2S)-1-(((2S)-1-(((2S)-1-(((2S)-3-(4-hydroxyphenyl)-1-((4-methyl-2-oxochromen-7-yl)amino)-1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl) amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-oxobutanoic acid;SCHEMBL4755762;N-succinyl-Leu-Leu-Val-Tyr-AMC;UVFAEQZFLBGVRM-MSMWPWNWSA-N;HY-P1002;CS-7678;Suc-LLVY-AMC, Proteasome substrate (fluorogenic), Calpain substrate (fluorogenic);DA-78085;FS110535;MS-31369;Suc-Leu-Leu-Val-Tyr-4-methyl-7-coumarylamide;N-succinyl-Leu-Leu-Val-Tyr-4-methyl-7-coumarylamide;Q27123591;(2S,5S,8S,11S)-2-(4-hydroxybenzyl)-8,11-diisobutyl-5-isopropyl-1-(4-methyl-2-oxo-2H-chromen-7-ylamino)-1,4,7,10,13-pentaoxo-3,6,9,12-tetraazahexadecan-16-oic acid;L-Tyrosinamide,N-(3-carboxy-1-oxopropyl)-L-leucyl-L-leucyl-L-valyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-;
Suc-Leu-Leu-Val-Tyr-AMC is a synthetic peptide substrate widely utilized in biochemical research for the quantitative analysis of protease activity, particularly within the chymotrypsin-like subfamily of proteasomes. Structurally, it consists of a tetrapeptide sequence (Leu-Leu-Val-Tyr) conjugated at the N-terminus with a succinyl (Suc) group and at the C-terminus with 7-amino-4-methylcoumarin (AMC), a highly sensitive fluorescent reporter. This design allows the compound to serve as an efficient tool for monitoring enzymatic cleavage events, as the release of AMC generates a measurable fluorescent signal. The compound's specificity and sensitivity have established it as a gold standard in studies investigating proteolytic mechanisms, enzyme kinetics, and the regulation of protein degradation pathways.
Proteasome activity assays: Suc-Leu-Leu-Val-Tyr-AMC is extensively used as a fluorogenic substrate for the chymotrypsin-like activity of the 20S and 26S proteasome complexes. Upon enzymatic cleavage at the Tyr-AMC bond, the liberated AMC moiety emits a strong fluorescent signal that can be quantitatively measured. This substrate enables researchers to monitor proteasome function in cell lysates, purified enzyme preparations, or complex biological samples, thereby facilitating the characterization of proteasomal activity under various physiological and experimental conditions.
Enzyme inhibitor screening: The peptide-AMC conjugate is a critical reagent in high-throughput screening (HTS) platforms designed to identify and characterize small molecule inhibitors or modulators of proteasomal and related protease activities. By providing a robust, real-time fluorescence readout, it allows for the rapid assessment of compound efficacy and selectivity. This application is particularly valuable in early-stage drug discovery and chemical biology, where the identification of potent protease inhibitors is essential for target validation and mechanistic studies.
Enzyme kinetics and mechanistic studies: Researchers employ this substrate to investigate the catalytic properties and substrate specificity of proteasomes and other chymotrypsin-like serine proteases. The kinetic parameters, such as Km and Vmax, can be accurately determined using this fluorogenic peptide, offering insights into enzyme-substrate interactions, catalytic efficiency, and the impact of mutations or post-translational modifications on proteolytic function. The high signal-to-noise ratio and rapid response of the AMC fluorophore make it an indispensable tool for detailed mechanistic analyses.
Cellular proteostasis research: The substrate's ability to report on chymotrypsin-like proteolytic activity in complex biological systems makes it valuable for studying the regulation of protein turnover, degradation pathways, and cellular responses to stress. By monitoring changes in substrate hydrolysis in live cells or tissue extracts, investigators can assess the impact of genetic manipulations, environmental stimuli, or pharmacological treatments on proteasome function, thereby elucidating mechanisms underlying protein quality control and homeostasis.
Biochemical assay development: Suc-Leu-Leu-Val-Tyr-AMC is frequently incorporated into the design and optimization of sensitive, reproducible biochemical assays for protease research. Its well-characterized cleavage profile and robust fluorescent output facilitate the establishment of standardized protocols for routine laboratory use, including diagnostic research, quality control testing, and validation of new assay formats. The substrate's versatility supports a broad range of experimental objectives, from fundamental enzymology to applied biotechnology.
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