Boc-Lys-AMC

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26220

CAS No:116883-12-6

Synonyms/Alias:Boc-L-Lys-Amc;116883-12-6;Boc-Lys-AMC;(S)-tert-Butyl (6-amino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxohexan-2-yl)carbamate;tert-butyl N-[(2S)-6-amino-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxohexan-2-yl]carbamate;Boc-Lys-AMC acetate salt;MFCD03093404;AKOS027251062;AS-46810;CS-0363169;F10566;(S)-tert-Butyl(6-amino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxohexan-2-yl)carbamate;Tert-butyl (S)-(6-amino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxohexan-2-yl)carbamate;

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cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C21H29N3O5
M.W/Mr.
403.5
Sequence
One Letter Code:K
Three Letter Code:Boc-Lys-AMC

Boc-Lys-AMC is a protected lysine derivative bearing an N-terminal Boc protecting group and a lysine side chain functionalized with AMC (7-amino-4-methylcoumarin), providing a fluorogenic amide substrate format commonly used in peptide and protease assay development. The presence of the AMC reporter enables sensitive readout of enzymatic cleavage or transfer reactions, while the protected lysine backbone supports controlled handling during assay reagent preparation and downstream conjugation or intermediate synthesis workflows.

1. Protease Activity Assays

Boc-Lys-AMC is widely used as a fluorogenic substrate for monitoring protease activity in solution-based screening and assay optimization. Researchers in chemical biology and enzymology rely on the AMC reporter to generate a measurable fluorescence signal upon cleavage, allowing rapid comparison of enzyme kinetics, inhibitor effects, and substrate specificity using standard plate-reader workflows. The Boc-protected lysine framework helps maintain reagent stability during storage and preparation, supporting consistent assay performance across repeated experimental runs.

2. Enzyme Kinetics Optimization

Boc-Lys-AMC supports quantitative enzyme kinetics studies where coupling a defined lysine-based substrate motif to the AMC fluorophore improves experimental throughput and data quality. Protein biochemistry groups and medicinal chemistry teams use this substrate format to determine relative reaction rates under different buffer conditions, pH values, and cofactor environments, and to evaluate assay robustness before committing to more complex peptide substrates. The lysine-AMC linkage provides a direct, trackable reporter output that integrates cleanly with fluorescence-based kinetic modeling and time-course measurements.

3. Peptide Substrate Development

Boc-Lys-AMC is used as a building-block style reagent in the development and validation of lysine-containing peptide substrate panels for enzymatic studies. Chemical biology laboratories often start with this AMC-tagged lysine unit to benchmark cleavage behavior and to establish assay conditions before synthesizing longer or more structurally varied peptide substrates. The Boc protection pattern also makes it convenient for controlled reagent handling during intermediate preparation, helping teams standardize substrate identity while iterating on sequence context.

4. Fluorogenic Reagent Screening

Boc-Lys-AMC is employed in reagent screening workflows where fluorescent readout is required for rapid differentiation of reaction outcomes. Researchers developing assay cascades or testing candidate inhibitors use the AMC reporter to streamline data collection and reduce reliance on endpoint chromatographic readouts during early-stage optimization. This lysine-AMC substrate format is also commonly integrated into method development for fluorescence-based analytical protocols that require a well-defined, lysine-derived cleavage reporter.

Size
250 mg;1 g;
InChI
InChI=1S/C21H29N3O5/c1-13-11-18(25)28-17-12-14(8-9-15(13)17)23-19(26)16(7-5-6-10-22)24-20(27)29-21(2,3)4/h8-9,11-12,16H,5-7,10,22H2,1-4H3,(H,23,26)(H,24,27)/t16-/m0/s1
InChI Key
BDIWFURAJXIIAA-INIZCTEOSA-N
Canonical SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CCCCN)NC(=O)OC(C)(C)C

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