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Merck

108975

Leupeptin, Hemisulfate, Microbial

Leupeptin hemisulfate, CAS 103476-89-7, is a reversible inhibitor of trypsin-like proteases and cysteine proteases

Synonym(s):

Leupeptin, Hemisulfate, Microbial, Ac-LLR-CHO, ½H2SO4

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About This Item

Empirical Formula (Hill Notation):
C20H38N6O4 · 0.5H2SO4
CAS Number:
Molecular Weight:
475.59
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
Assay:
≥90% (HPLC)
Form:
lyophilized solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic)
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Quality Level

description

Merck USA index - 14, 5456

assay

≥90% (HPLC)

form

lyophilized solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[N+H](=C(N)N)CCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CC(C)C)CC(C)C)C=O

InChI

1S/C20H38N6O4/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)/p+1/t15-,16-,17-/m0/s1

InChI key

GDBQQVLCIARPGH-ULQDDVLXSA-O

General description

A reversible inhibitor of trypsin-like proteases and cysteine proteases. Also known to inhibit activation-induced programmed cell death and to restore defective immune response in HIV+ donors. Often used for the inhibition of endoproteinase Lys-C, kallikrein, papain, plasmin, thrombin, cathepsin B, and trypsin. Leupeptin does not inhibit chymotrypsin, elastase, renin, or pepsin. The recommended working range is 10-100 µM for most applications.

Biochem/physiol Actions

Cell permeable: no
Primary Target
trypsin- and cysteine-like proteases
Product does not compete with ATP.
Reversible: yes

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Aqueous stock solutions are stable for up to 1 week at 4°C or for up to 1 month at -20°C.

Other Notes

Ac-Leu-Leu-arginal, hemisulfate
Montenez, J.P., et al. 1994. Toxicol. Lett. 73, 201.
Sarin, A., et al. 1994. J. Immunol.153, 862.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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’.

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John M Barbaro et al.
Journal of leukocyte biology, 112(5), 1317-1328 (2022-10-08)
HIV-associated neurocognitive impairment (HIV-NCI) is a debilitating comorbidity that reduces quality of life in 15-40% of people with HIV (PWH) taking antiretroviral therapy (ART). Opioid use has been shown to increase neurocognitive deficits in PWH. Monocyte-derived macrophages (MDMs) harbor HIV
Fang Wu et al.
Nature communications, 14(1), 6208-6208 (2023-10-06)
Lysine acetylation has been discovered in thousands of non-histone human proteins, including most metabolic enzymes. Deciphering the functions of acetylation is key to understanding how metabolic cues mediate metabolic enzyme regulation and cellular signaling. Glucose-6-phosphate dehydrogenase (G6PD), the rate-limiting enzyme
Joel Vega-Badillo et al.
STAR protocols, 4(2), 102336-102336 (2023-06-04)
Binding affinity quantitatively describes the strength of a molecular interaction and is reported by the equilibrium dissociation constant (KD). Here, we present a protocol to measure KD of mammalian microRNA-loaded Argonaute2 protein by double filter binding. We describe steps for