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H-Gly-Gly-AMC | CAS 208645-74-3
| Catalog Number | A18-0051 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C14H15N3O4 |
| Molecular Weight | 289.3 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Gly-Gly-AMC is a fluorogenic substrate for detecting the activity of bacterial proteases from P. aeruginosa and S. aureus. AMC (7-amino-4-methylcoumarin) is released and its fluorescence can be used to quantify the protease activity.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | Glycyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-glycinamide |
| Purity | ≥98% |
| IUPAC Name | 2-amino-N-[2-[(4-methyl-2-oxochromen-7-yl)amino]-2-oxoethyl]acetamide |
| Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CNC(=O)CN |
| InChI | InChI=1S/C14H15N3O4/c1-8-4-14(20)21-11-5-9(2-3-10(8)11)17-13(19)7-16-12(18)6-15/h2-5H,6-7,15H2,1H3,(H,16,18)(H,17,19) |
| InChIKey | LPLILQIZVFKNJC-UHFFFAOYSA-N |
| Appearance | Solid Powder |
| Excitation | 340-360 nm |
| Emission | 440-460 nm |
| Storage | Store at -20°C |
H-Gly-Gly-AMC, also referred to as N-[(benzyloxy)carbonyl]-glycylglycine 7-amino-4-methylcoumarin, serves as a fluorogenic substrate widely applied in diverse biochemical assays. Here are four key applications of H-Gly-Gly-AMC:
Protease Activity Assays: When evaluating protease activity, H-Gly-Gly-AMC emerges as a prime candidate. This substrate stands out for its efficacy in assessing enzymes like aminopeptidases and endopeptidases. Upon cleavage by these enzymes, the release of the AMC moiety elicits fluorescence, offering a quantitative gauge for scrutinizing enzyme kinetics and meticulously screening inhibitors.
Drug Discovery: In the realm of drug discovery, H-Gly-Gly-AMC assumes a pivotal role in high-throughput screening assays geared towards uncovering potential protease inhibitors. Researchers can swiftly evaluate numerous compounds to measure their efficacy in inhibiting enzyme activity. This expedites the identification of promising drug candidates, propelling them through the research pipeline.
Diagnostic Applications: By utilizing H-Gly-Gly-AMC in diagnostic tests, researchers can pinpoint specific enzyme activities in biological samples, aiding in diagnosing conditions linked to anomalous protease activity, such as certain cancers or metabolic disorders. These assays furnish vital data for clinical decision-making, optimizing patient care.
Biochemical Research: Serving as a cornerstone tool in foundational biochemical research, H-Gly-Gly-AMC empowers scientists to delve deeply into protease mechanisms and substrate specificity. By analyzing how various proteases interact with this substrate, researchers can unearth profound insights into enzyme function and regulation, significantly enriching our comprehension of protein processing and turnover across diverse biological contexts.
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 289.10625597 g/mol |
| Monoisotopic Mass | 289.10625597 g/mol |
| Topological Polar Surface Area | 111Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 475 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2009009773-A1 | Use of otubain enzyme to cleave lysine-48-linked polyubiquitin | 2007-07-11 |
| US-6017768-A | Combinatorial dihydrobenzopyran library | 1994-05-06 |
| US-6790965-B1 | Combinatorial dihydrobenzopyran library | 1994-05-06 |
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