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Leupeptin trifluoroacetate salt

SIGMA/L2023 - ≥90% (HPLC), microbial

Synonym: Acetyl-Leu-Leu-Arg-al trifluoroacetate salt

CAS Number: 147385-61-3
Empirical Formula (Hill Notation): C20H38N6O4 · xC2HF3O2
Molecular Weight: 426.55 (free base basis)
MDL Number: MFCD00133458
Linear Formula: C20H38N6O4 · xC2HF3O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-L2023-1MG 1 mg
 $70.60
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45-L2023-5MG 5 mg
 $140.00
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45-L2023-10MG 10 mg
 $245.00
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45-L2023-25MG 25 mg
 $447.00
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45-L2023-50MG 50 mg
 $782.00
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assay ≥90% (HPLC)
biological source microbial
form powder
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
Quality Level 200 
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
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
Analysis Note: Leupeptin gives multiple peaks on HPLC because of the formation of tautomeric isomers in solution. Majority of contaminating peptide is racemized leupeptin.
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.
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.)
Packaging: 5, 10, 25, 50, 100 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥90% (HPLC)
Storage Temp. −20°C
UNSPSC 12352202

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