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L9783 Sigma-Aldrich

Leupeptin hydrochloride

microbial, ≥90% (HPLC)

Synonym: Acetyl-Leu-Leu-Arg-al hydrochloride

  • CAS Number 24125-16-4

  • Empirical Formula (Hill Notation) C20H38N6O4 · HCl

  • Molecular Weight 463.01

  •  MDL number MFCD00133457

  •  PubChem Substance ID 24896529

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Core Bioreagents, Enzyme Inhibitors, Enzymes, Inhibitors, and Substrates, General Reagents,
Quality Level   200
biological source   microbial
assay   ≥90% (HPLC)
form   powder
solubility   water: 50 mg/mL, clear, colorless
storage temp.   −20°C
SMILES string   Cl.CC(C)CC(NC(C)=O)C(=O)NC(CC(C)C)C(=O)NC(CCCNC(N)=N)C=O
InChI   1S/C20H38N6O4.ClH/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;/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);1H
InChI key   OQQYPQNFLLAILR-UHFFFAOYSA-N

Description

Packaging

5, 25, 100 mg in glass bottle

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.)

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Single- & multi-channel pipettes from BRAND
Protocols & Articles

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Peer-Reviewed Papers
15

References

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