Skip to Content
Merck
All Photos(2)

Documents

L8511

Sigma-Aldrich

Leupeptin

synthetic, ≥85% (HPLC)

Synonym(s):

Leupeptin hemisulfate salt, Acetyl-Leu-Leu-Arg-al, N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C20H38N6O4 · 1/2H2SO4
CAS Number:
103476-89-7
Molecular Weight:
475.59
MDL number:
MFCD00037012
UNSPSC Code:
12352202
PubChem Substance ID:
24896498
NACRES:
NA.77

biological source

synthetic

Quality Level

200

Assay

≥85% (HPLC)

form

powder

solubility

H2O: 50 mg/mL

storage temp.

−20°C

SMILES string

OS(O)(=O)=O.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.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

InChI

1S/2C20H38N6O4.H2O4S/c2*1-12(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;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1

InChI key

CIPMKIHUGVGQTG-VFFZMTJFSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Leupeptin has been used as a protease inhibitor: in ice-cold lysis buffer to harvest cells for western immunoblotting and immunoprecipitation,in chromatin immunoprecipitation (ChIP) lysis buffer for the isolation of fragmented chromatin samples in lysis buffer I to lyse the cells for tandem affinity purification (TAP)

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.)
Leupeptin helps to protect motoneurons from apoptosis. It also helps to enhance muscle function following nerve injury. It possesses neurotrophic action and has a growth-stimulating effect.

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 8

1 of 8

Aprotinin from bovine lung saline solution, 3-7 TIU/mg protein

Sigma-Aldrich

A6279

Aprotinin from bovine lung

Antipain >50000 U/mg

Sigma-Aldrich

10791

Antipain

Pepstatin A ≥100,000 U/mg

Sigma-Aldrich

77170

Pepstatin A

Pepstatin from Streptomyces species

Roche

PEPS-RO

Pepstatin

Aprotinin from bovine lung lyophilized, ~80% (HPCE), crystalline (fine), white, ≥3500 U/mg

Sigma-Aldrich

10820

Aprotinin from bovine lung

Leupeptin hydrochloride microbial, ≥70% (HPLC)

Sigma-Aldrich

L0649

Leupeptin hydrochloride

E-64 protease inhibitor

Sigma-Aldrich

E3132

E-64

Aprotinin from bovine lung BioUltra, 3-8 TIU/mg solid, ≥98% (SDS-PAGE)

Sigma-Aldrich

A6106

Aprotinin from bovine lung

LAMTOR/Ragulator is a negative regulator of Arl8b-and BORC-dependent late endosomal positioning
Filipek PA, et al.
The Journal of Cell Biology, 216(12), 4199-4215 (2017)
An Improved Method for Measuring Chromatin-binding Dynamics Using Time-dependent Formaldehyde Crosslinking
Hoffman EA, et al.
Bio-protocol, 8(4) (2018)
Inhibition of calpains, by treatment with leupeptin, improves motoneuron survival and muscle function in models of motoneuron degeneration
Kieran D and Greensmith L
Neuroscience, 125(2), 427-439 (2004)
Neurotrophic action of leupeptin, a protease inhibitor on ventral spinal cord in culture
Iwasaki Y, et al.
The International Journal of Neuroscience, 46(3-4), 97-100 (1989)
Masafumi Chiba et al.
Oncology reports, 37(4), 1943-1952 (2017-03-06)
Specimens obtained with endoscopic ultrasound-guided fine needle aspiration (EUS-FNA) are often tiny and fragmented leading to an inconclusive and doubtful diagnosis. To overcome the limitations of EUS-FNA in the cytological diagnosis of pancreatic adenocarcinoma (PCA), we evaluated whether quantification of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service