L2023

Leupeptin trifluoroacetate salt

powder, ≥90% (HPLC)

• Synonym(e): Acetyl-Leu-Leu-Arg-al trifluoroacetate salt
• Empirische Formel (Hill-System): C₂₀H₃₈N₆O₄ · xC₂HF₃O₂
• CAS-Nummer: 147385-61-3
• Molekulargewicht: 426.55 (free base basis)
• UNSPSC Code: 12352202
• PubChem Substance ID: 329817397
• NACRES: NA.77
• MDL number: MFCD00133458

Eigenschaften

• Produktname: Leupeptin trifluoroacetate salt, ≥90% (HPLC), microbial
• biological source: microbial
• Quality Segment: 200
• assay: ≥90% (HPLC)
• form: powder
• input: general use sample(s)
• solubility: H₂O: 10 mM (Solutions are stable only a few hours. Stock solutions are stable up to 6 months at −20 °C.)
• storage temp.: −20°C
• SMILES string: 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
• InChI key: WUHGBZVQELGOMH-FRKSIBALSA-N

Beschreibung

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.

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.)

Analysis Note

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

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)