A proteasome inhibitor with diverse biological activities
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Z-Leu-Leu-Leu-B(OH)2

Item No. 10008311

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1R)-1-borono-3-methylbutyl]-L-leucinamide
CAS Number
179324-22-2
Synonyms
  • MG 262
Molecular Formula
C25H42BN3O6
Formula Weight
491.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)B(O)O)=O)=O)OCC1=CC=CC=C1
InChi Code
InChI=1S/C25H42BN3O6/c1-16(2)12-20(24(31)29-22(26(33)34)14-18(5)6)27-23(30)21(13-17(3)4)28-25(32)35-15-19-10-8-7-9-11-19/h7-11,16-18,20-22,33-34H,12-15H2,1-6H3,(H,27,30)(H,28,32)(H,29,31)/t20-,21-,22-/m0/s1
InChi Key
MWKOOGAFELWOCD-FKBYEOEOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    200 µg

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    Cayman Chemical
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    Product Description

    Z-Leu-Leu-Leu-B(OH)2 is a proteasome inhibitor with diverse biological activities.1,2,3 It inhibits LPS-induced expression of FMS-related tyrosine kinase 1 (FLT1) in isolated human microvascular endothelial cells and macrophages.1 Z-Leu-Leu-Leu-B(OH)2 (1 µM) reduces heat shock-induced increases in heat shock protein 70 (Hsp70) levels in neonatal rat cardiomyocytes.2 In vivo, Z-Leu-Leu-Leu-B(OH)2 (1 µmol/kg) induces accumulation of the UbG76V-GFP reporter, which is constitutively targeted for ubiquitin-dependent proteasomal degradation, in and apoptosis of growth plate chondrocytes, as well as growth retardation in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mezquita, J., Mezquita, B., Pau, M., et al. Down-regulation of Flt-1 gene expression by the proteasome inhibitor MG262. J. Cell. Biochem. 89(6), 1138-1147 (2003).

    2. Stangl, K., Günther, C., Frank, T., et al. Inhibition of the ubiquitin-proteasome pathway induces differential heat-shock protein response in cardiomyocytes and renders early cardiac protection. Biochem. Biophys. Res. Commun. 291(3), 542-549 (2002).

    3. Zaman, F., Menendez-Benito, V., Eriksson, E., et al. Proteasome inhibition up-regulates p53 and apoptosis-inducing factor in chondrocytes causing severe growth retardation in mice. Cancer Res. 67(20), 10078-10086 (2007).