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    Leupeptin Hemisulfate (NK381)
    Leupeptin Hemisulfate (NK381)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0703
    CAS #: 103476-89-7Purity ≥98%

    Description: Leupeptin Hemisulfate (NK-381; N-acetyl-L-leucyl-L-leucyl-L-argininal) is a naturally occurring, membrane-permeable, reversible and competitive inhibitor of the serine and cysteine proteases with potential antioxidant and anti-inflammatory activity. It inhibits bovine trypsin, human plasmin, bovine spleen cathepsin B and recombinant human calpain with Ki values of 35 nM, 3.4 μM, 6 nM and 72 nM, respectively. It was originally isolated from the Streptomyces species to study protease activity and exhibited poor membrane permeability due to its polar C-terminal.

    References: J Antibiot (Tokyo). 1969 Nov;22(11):558-68; Cell Biol Int Rep. 1985 Sep;9(9):849-57.

    Related CAS #: 1082207-96-2 (hemisulfate hydrate); 39740-82-4 (HCl); 24365-47-7 (free base); 55123-66-5(free base); 103476-89-7 (hemisulfate)

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    Molecular Weight (MW)475.59
    FormulaC20H38N6O4.1/2H2SO4
    CAS No.103476-89-7
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 95 mg/mL (199.8 mM)
    Water: 95 mg/mL (199.8 mM)
    Ethanol: 95 mg/mL (199.8 mM)
    SMILES Code CC(C)C[[email protected]@H](C(N)=O)N(C([[email protected]](CC(C)C)NC(C)=O)=O)[[email protected]](C=O)CCCNC(N)=N.CC(C)C[[email protected]@H](C(N)=O)N(C([[email protected]](CC(C)C)NC(C)=O)=O)[[email protected]](C=O)CCCNC(N)=N.O=S(O)(O)=O
    SynonymsNK-381; NK 381; Leupeptin hemisulfate; NK381;

    Chemical Name: (S)-2-acetamido-N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-N-((S)-5-guanidino-1-oxopentan-2-yl)-4-methylpentanamide hemisulfate

    InChi Key: HFKRKHUDDFQRJB-VFFZMTJFSA-N

    InChi Code: InChI=1S/2C20H38N6O4.H2O4S/c2*1-12(2)9-16(25-14(5)28)19(30)26(17(18(21)29)10-13(3)4)15(11-27)7-6-8-24-20(22)23;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H2,21,29)(H,25,28)(H4,22,23,24);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1


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    In Vitro

    In vitro activity: Leupeptin, produced by various species of actinomycetes, strongly inhibit proteolysis. Leupeptin hemisulfate protects tubulin from endogenous proteolytic activities during the isolation procedure and results in increased tubulin purity. Leupeptin hemisulfate could restore up to 50% of hepatitis B surface antigen (HBsAg) expression in cell suspension cultures.


    Cell Assay: In cultures of MRC-C cells, Leupeptin prevented multiplication of the human coronavirus strain 229E. The IC50 value of Leupeptin in plaque tests was 0.4 μg/mL, whilst growth of host cells was unaffected by Leupeptin at 50 μg/mL. In single-cycle growth experiments, Leupeptin (100 μg/mL) reduced virus yield only if added within 2 hrs of infection, indicating its action on an early stage of virus replication.

    In VivoLeupeptin was well tolerated by the animals and dose-dependently produced a substantial increase in LC3b-II in both the total tissue extracts and the lysosome enriched fraction (LE fraction). At the electron microscopy (EM) level, leupeptin induced the accumulation of electron-dense vesicular structures that, in hepatocytes, were visible by 60 min after treatment (40 mg/kg). The results suggested that Leupeptin enhanced LC3b-II levels in vivo by protecting this protein from being degraded inside lysosomes, and thus the leupeptin-based assay could be potentially used for studying the dynamics of macroautophagy in mice.
    Animal model C57BL/6NCrl male mice
    Formulation & Dosage0, 9, 18 36 and 40 mg/kg; i.p. injection
    References

    J Antibiot (Tokyo). 1969 Nov;22(11):558-68; Cell Biol Int Rep. 1985 Sep;9(9):849-57; Plant Cell Rep. 2007 Sep;26(9):1575-84. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

     Biological Activity Leupeptin Hemisulfate


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