Leupeptin
ROCHE/LEU-RO - powder, from synthetic, =96.5%
Synonym: Leupeptin hemisulfate salt; Acetyl-
CAS Number: 103476-89-7
Empirical Formula (Hill Notation): C20H38N6O4 · 0.5H2O4S
Molecular Weight: 475.59
MDL Number: MFCD00037012
Linear Formula: C20H38N6O4 · 1/2H2SO4
Product Type: Chemical
Leupeptin is a modified tripeptide. HPLC analysis of leupeptin will show multiple peaks due to tautomeric isomers that exist in solution.
| assay | =96.5% |
| biological source | synthetic |
| description | Ac-Leu-Leu-argininal x |
| form | powder |
| InChI | 1S/2C20H38N6O4.H2O4S/c2*1 |
| InChI key | CIPMKIHUGVGQTG-VFFZMTJFSA |
| manufacturer/tradename | Roche |
| mol wt | Mr 475.6 |
| packaging | pkg of 100 mg (11529048001) |
| pkg of 25 mg (11017128001) | |
| pkg of 5 mg (11017101001) | |
| pkg of 50 mg (11034626001) | |
| Quality Level | 100  |
| shipped in | wet ice |
| SMILES string | OS(O)(=O)=O.CC(C)C[C@H](N |
| solubility | H2O: 50 mg/mL |
| storage temp. | 2-8°C |
| Analysis Note: | Leupeptin gives multiple peaks on HPLC due to equilibria among three forms in solution. Purity determined using three main peaks. Majority of contaminating peptide is racemized leupeptin. |
| Application: | Leupeptin as well as other protease inhibitors like antipain, chymostatin, pepstatin, and phosphoramidon are useful for the protection of proteins during their isolation from tissues or membranes. Leupeptin can be removed from the reaction by dialysis. Note: To check other protease inhibitors, try our Protease Inhibitor Set including Antipain Dihydrochloride, Aprotinin, Bestatin, Chymostatin, E-64, EDTA-Na2, Leupeptin, Pefabloc SC, Pepstatin, and Phosphoramidon. |
| Biochem/physiol Actions: | Inhibitor of serine and cysteine proteases. Inhibits plasmin, trypsin, papain, calpain, and cathepsin B. Does not inhibit pepsin, cathepsins A and D, thrombin, or α-chymotrypsin. Effective concentration 10-100 μM. There have been numerous studies using leupeptin to protect against hearing loss caused by acoustic overstimulation or the ototoxic antibiotic gentamicin. (Loss of cochlear hair cells is believed to be mediated by calpain.) |
| Features and Benefits: | Contents Synthetic, white powder |
| Other Notes: | For life science research only. Not for use in diagnostic procedures. |
| Preparation Note: | Working concentration: 0.5 to 5 μg/ml (1 to 20 μM) Comparison of working concentrations of pefabloc with leupeptin and PMSF is in files. Working solution: Solvent is recommended in distilled water. Highly soluble in water (1 mg/ml), methanol, ethanol, acetic acid, dimethyl formamide and dimethyl sulfoxide. Poorly soluble in acetone, chloroform, ethyl ether and n-hexane. Storage conditions (working solution): -15 to -25 °C In aqueous solution leupeptin is stable for 1 month at 2 to 8 °C or for at least 6 months at - 15 to -25 °C, stored under nitrogen. For best results, freeze the dissolved inhibitor in aliquots and avoid repeated thawing. |
| Quality: | Function test: Performance controlled with trypsin. |
| Reconstitution: | Highly soluble in water (1 mg/ml). Stable for at least one week at 2 to 8 °C and 6 months frozen in aliquots at -15 to -25 °C. |
| Specificity: | Leupeptin inhibits serine and thiol proteases such as trypsin, plasmin, proteinase K, kallikrein, papain, thrombin, and cathepsin A and B. Not affected are α-, β-, γ- and δ- chymotrypsin, pepsin, cathepsin D, elastase, renin, and thermolysin. |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 + H312 + H332 |
| Precautionary statements | P261 - P264 - P280 - P302 + P352 + P312 - P304 + P340 + P312 - P501 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | =96.5% |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |