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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:
103476-89-7
Molecular Weight:
475.59
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
MFCD00037012
Assay:
≥90% (HPLC)
Form:
lyophilized solid
Quality level:
200
Storage condition:
OK to freeze, desiccated (hygroscopic)

Key Documents

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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

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

Quality Level

200

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

108975-10MG: + 108975-MG: + 108975-15GM: + 108975-5MG: + 108975-200MG: + 108975-25MG: + 970733-250MG: + 108975-0MG: + 108975-50MG: + 108975-100MG: + 970733-MG: + 108975-1GM:

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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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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
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
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
Lisa Marquardt et al.
Autophagy, 19(1), 278-295 (2022-05-17)
The yeast PROPPIN Atg18 folds as a β-propeller with two binding sites for phosphatidylinositol-3-phosphate (PtdIns3P) and PtdIns(3,5)P2 at its circumference. Membrane insertion of an amphipathic loop of Atg18 leads to membrane tubulation and fission. Atg18 has known functions at the
Mohammad Haeri et al.
Methods in molecular biology (Clifton, N.J.), 884, 17-39 (2012-06-13)
Transgenesis, the process of incorporating an exogenous gene (transgene) into an organism's genome, is a widely used tool to develop models of human diseases and to study the function and/or regulation of genes. Generating transgenic Xenopus is rapid and involves
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Global Trade Item Number

SKUGTIN
108975-100MGCN04055977208535
108975-5MGCN04055977208573
108975-25MGCN07790788047757
108975-10MGCN04055977208528
108975-50MGCN04055977208580

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