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Merck

L9783

Leupeptin hydrochloride

powder, ≥90% (HPLC)

Synonyme(s) :

Acetyl-Leu-Leu-Arg-al hydrochloride

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About This Item

Formule empirique (notation de Hill) :
C20H38N6O4 · HCl
Numéro CAS:
24125-16-4
Poids moléculaire :
463.01
UNSPSC Code:
12352202
PubChem Substance ID:
24896529
NACRES:
NA.77
MDL number:
MFCD00133457

Nom du produit

Leupeptin hydrochloride, microbial, ≥90% (HPLC)

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

biological source

microbial

assay

≥90% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

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Analysis Note

Leupeptin gives multiple peaks on HPLC because of the formation of tautomeric isomers in solution. Majority of contaminating peptide is racemized leupeptin.

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.)

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000458778
0000458778
0000312731
0000312731
0000259047

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Fangyu Wang et al.
STAR protocols, 2(1), 100295-100295 (2021-02-04)
Cells produce two broad classes of extracellular vesicles (EVs), exosomes and microvesicles (MVs). Exosomes are 30-150 nm vesicles derived from multivesicular bodies, while MVs are 200-1,000 nm vesicles that pinch off from plasma membranes. Reliable isolation of EVs is crucial to understand
Judi Bryant et al.
Thrombosis research, 122(4), 523-532 (2008-05-23)
ADP plays a key role in platelet aggregation which has led to the development of antiplatelet drugs that target the P2Y12 receptor. The aim of this study was to characterize the effects of two novel P2Y12 receptor antagonists, BX 667
Pharmacologic inhibition of site 1 protease activity inhibits sterol regulatory element-binding protein processing and reduces lipogenic enzyme gene expression and lipid synthesis in cultured cells and experimental animals.
Hawkins, J.L., et al.
The Journal of Nutrition, 326, 801-808 (2008)
Martijn J C van der Lienden et al.
Journal of cellular biochemistry, 123(5), 893-905 (2022-03-22)
Glucocerebrosidase (GCase), encoded by the GBA gene, degrades the ubiquitous glycosphingolipid glucosylceramide. Inherited GCase deficiency causes Gaucher disease (GD). In addition, carriers of an abnormal GBA allele are at increased risk for Parkinson's disease. GCase undergoes extensive modification of its
Dragana Rajcic et al.
Redox biology, 41, 101879-101879 (2021-02-08)
Non-alcoholic fatty liver disease (NAFLD) is by now the most prevalent liver disease worldwide. The non-proteogenic amino acid l-citrulline (L-Cit) has been shown to protect mice from the development of NAFLD. Here, we aimed to further assess if L-Cit also
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