A vinyl ester tripeptide inhibitor of proteasome trypsin-like activity
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HMB-Val-Ser-Leu-VE

Item No. 10007713

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-hydroxy-2-methylbenzoyl)-L-valyl-N-[(1S,2E)-4-ethoxy-1-(2-methylpropyl)-4-oxo-2-butenyl]-L-serinamide
CAS Number
862891-04-1
Molecular Formula
C26H39N3O7
Formula Weight
505.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 30 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:10): .5 mg/ml
λmax
210 nm
SMILES
OC1=CC=CC(C(N[C@@H](C(C)C)C(N[C@@H](CO)C(N[C@@H](CC(C)C)/C=C/C(OCC)=O)=O)=O)=O)=C1C
InChi Code
InChI=1S/C26H39N3O7/c1-7-36-22(32)12-11-18(13-15(2)3)27-25(34)20(14-30)28-26(35)23(16(4)5)29-24(33)19-9-8-10-21(31)17(19)6/h8-12,15-16,18,20,23,30-31H,7,13-14H2,1-6H3,(H,27,34)(H,28,35)(H,29,33)/b12-11+/t18-,20+,23+/m1/s1
InChi Key
YQKMRGLFGXKLJC-VOSPOJDESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $83

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    5 mg

    $351

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    10 mg

    $620

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    25 mg

    $1,032

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    Cayman Chemical
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    Product Description

    HMB-Val-Ser-Leu-VE is a cell-permeable vinyl ester tripeptide inhibitor of the trypsin-like activity of the 20S proteasome (IC50 = 0.033 µM).1 It is selective for the trypsin-like activity over the chymotryptic- or post-acidic-like activities (IC50s = >10 µM for both). HMB-Val-Ser-Leu-VE is active against T. brucei (GI50 = 31.6 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marastoni, M., Baldisserotto, A., Cellini, S., et al. Peptidyl vinyl ester derivatives: New class of selective inhibitors of proteasome trypsin-like activity. J. Med. Chem. 48, 5038-5042 (2005).

    2. Steverding, D., Baldisserotto, A., Wang, X., et al. Trypanocidal activity of peptidyl vinyl ester derivatives selective for inhibition of mammalian proteasome trypsin-like activity. Exp. Parasitol. 128(4), 444-447 (2011).