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L9783

Sigma-Aldrich

Leupeptin hydrochloride

microbial, ≥90% (HPLC)

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Synonym(s):
Acetyl-Leu-Leu-Arg-al hydrochloride
Empirical Formula (Hill Notation):
C20H38N6O4 · HCl
CAS Number:
Molecular Weight:
463.01
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial

Quality Level

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

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1 of 4

This Item
L0649L5793L8511
Leupeptin BioUltra, microbial, ≥95% (HPLC)

Sigma-Aldrich

L5793

Leupeptin

Leupeptin synthetic, ≥85% (HPLC)

Sigma-Aldrich

L8511

Leupeptin

assay

≥90% (HPLC)

assay

≥70% (HPLC)

assay

≥95% (HPLC)

assay

≥85% (HPLC)

form

powder

form

powder

form

powder

form

powder

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to yellow

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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 because of the formation of tautomeric isomers in solution. Majority of contaminating peptide is racemized leupeptin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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