L2023

Leupeptin trifluoroacetate salt

powder, ≥90% (HPLC)

• Synonyme(s) : Acetyl-Leu-Leu-Arg-al trifluoroacetate salt
• Formule empirique (notation de Hill): C₂₀H₃₈N₆O₄ · xC₂HF₃O₂
• Numéro CAS: 147385-61-3
• Poids moléculaire : 426.55 (free base basis)
• Numéro MDL: MFCD00133458
• Code UNSPSC : 12352202
• ID de substance PubChem : 329817397
• Nomenclature NACRES : NA.77

Propriétés

• product name: Leupeptin trifluoroacetate salt, ≥90% (HPLC), microbial
• Source biologique: microbial
• Niveau de qualité: 200
• Pureté: ≥90% (HPLC)
• Forme: powder
• Solubilité: H₂O: 10 mM (Solutions are stable only a few hours. Stock solutions are stable up to 6 months at −20 °C.)
• Température de stockage: −20°C
• Chaîne SMILES: OC(=O)C(F)(F)F.CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C=O
• InChI: 1S/C20H38N6O4.C2HF3O2/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;3-2(4,5)1(6)7/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H,6,7)/t15-,16-,17-;/m0./s1
• Clé InChI: WUHGBZVQELGOMH-FRKSIBALSA-N

Description

Actions biochimiques/physiologiques

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.)

Remarque sur l'analyse

Leupeptin gives multiple peaks on HPLC because of the formation of tautomeric isomers in solution. Majority of contaminating peptide is racemized leupeptin.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)