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Leupeptin hydrochloride

Name: Leupeptin hydrochloride
Brand: SIGMA

powder, ≥90% (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

UNSPSC Code:

12352202

PubChem Substance ID:

24896529

NACRES:

NA.77

MDL number:

MFCD00133457

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Properties

Product Name

Leupeptin hydrochloride, microbial, ≥90% (HPLC)

biological source

microbial

Quality Segment

200

assay

≥90% (HPLC)

form

powder

input

general use sample(s)

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

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.

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This Item	L5793	L8511	EI8
Sigma-Aldrich L9783 Leupeptin hydrochloride	Sigma-Aldrich L5793 Leupeptin	Sigma-Aldrich L8511 Leupeptin	Sigma-Aldrich EI8 Leupeptin
description microbial, ≥90% (HPLC)	description BioUltra, microbial, ≥95% (HPLC)	description synthetic, ≥85% (HPLC)	description -
biological source microbial	biological source microbial	biological source synthetic	biological source -
assay ≥90% (HPLC)	assay ≥95% (HPLC)	assay ≥85% (HPLC)	assay -
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
form powder	form powder	form powder	form -
solubility water: 50 mg/mL, clear, colorless	solubility H₂O: 50 mg/mL	solubility H₂O: 50 mg/mL	solubility -
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. -

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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