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L0649

Sigma-Aldrich

Leupeptin hydrochloride

powder, ≥70% (HPLC)

Synonym(s):

Acetyl-Leu-Leu-Arg-al hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H38N6O4 · HCl
CAS Number:
24125-16-4
Molecular Weight:
463.01
MDL number:
MFCD00133457
UNSPSC Code:
12352202
PubChem Substance ID:
24896263
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

Leupeptin hydrochloride, microbial, ≥70% (HPLC)

biological source

microbial

Quality Level

200

Assay

≥70% (HPLC)

form

powder

solubility

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

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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Show Differences

1 of 4

This Item
L9783L5793L8511
Leupeptin hydrochloride microbial, ≥70% (HPLC)

L0649

Leupeptin hydrochloride

Leupeptin hydrochloride microbial, ≥90% (HPLC)

L9783

Leupeptin hydrochloride

Leupeptin BioUltra, microbial, ≥95% (HPLC)

L5793

Leupeptin

Leupeptin synthetic, ≥85% (HPLC)

L8511

Leupeptin

assay

≥70% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥85% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

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

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000334545
0000327302
0000327302
0000299637
0000299637

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