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Ac-Nle-Pro-Nle-Asp-AMC | 355140-49-7
| Catalog Number | A18-0047 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C33H45N5O9 |
| Molecular Weight | 655.74 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A18-0047 | -- | $-- |
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Product Introduction
Ac-Nle-Pro-Nle-Asp-AMC is a substrate for proteasomes. It can be cleaved by the caspase-like site of proteasome, also known as postglutamyl peptide hydrolase (PGPH). AMC (7-amino-4-methylcoumarin) is released and produces the fluorescence utilized to quantify the caspase-like site activity. Ac-Nle-Pro-Nle-Asp-AMC also inhibits the chymotrypsin-like activity of the proteasome allosterically when bound to the caspase-like site.
Chemical Information |
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|---|---|
| Synonyms | Ac-Nle-Pro-Nle-Asp-7-amido-4-Methylcoumarin; Ac-nLPnLD-AMC; N-acetyl-L-norleucyl-L-prolyl-L-norleucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-α-asparagine; L-α-Asparagine, N-acetyl-L-norleucyl-L-prolyl-L-norleucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-; (3S)-4-Hydroxy-3-({(2S)-1-hydroxy-2-[(hydroxy{(2S)-1-[N-(1-hydroxyethylidene)-L-norleucyl]-2-pyrrolidinyl}methylene)amino]hexylidene}amino)-4-[(4-methyl-2-oxo-2H-chromen-7-yl)imino]butanoic acid |
| Purity | ≥98% |
| IUPAC Name | (3S)-3-[[(2S)-2-[[(2S)-1-[(2S)-2-acetamidohexanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]amino]-4-[(4-methyl-2-oxochromen-7-yl)amino]-4-oxobutanoic acid |
| Canonical SMILES | CCCCC(C(=O)NC(CC(=O)O)C(=O)NC1=CC2=C(C=C1)C(=CC(=O)O2)C)NC(=O)C3CCCN3C(=O)C(CCCC)NC(=O)C |
| InChI | InChI=1S/C33H45N5O9/c1-5-7-10-23(36-32(45)26-12-9-15-38(26)33(46)24(11-8-6-2)34-20(4)39)30(43)37-25(18-28(40)41)31(44)35-21-13-14-22-19(3)16-29(42)47-27(22)17-21/h13-14,16-17,23-26H,5-12,15,18H2,1-4H3,(H,34,39)(H,35,44)(H,36,45)(H,37,43)(H,40,41)/t23-,24-,25-,26-/m0/s1 |
| InChI Key | WPTAROWBMZVECB-CQJMVLFOSA-N |
| Solubility | Soluble in Acetic Acid |
| Density | 1.278±0.06 g/cm3 (Predicted) |
| Appearance | White Lyophilized Powder |
| Boiling Point | 1028.3±65.0°C (Predicted) |
- Product Specification
| Excitation | 340-360 nm |
| Emission | 440-460 nm |
| Storage | Store at -20°C |
Computed Properties | |
|---|---|
| XLogP3 | 2.3 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 16 |
| Exact Mass | 655.32172803 g/mol |
| Monoisotopic Mass | 655.32172803 g/mol |
| Topological Polar Surface Area | 200Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 1220 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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