A proteasome inhibitor
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PSI (trifluoroacetate salt)

Item No. 28382

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
tert-butyl (S)-4-((2S,3S)-2-(((benzyloxy)carbonyl)amino)-3-methylpentanamido)-5-(((S)-1-(((S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopropan-2-yl)amino)-5-oxopentanoate, trifluoroacetate salt
Synonyms
  • Proteasome Inhibitor I
  • Z-Ile-Glu(OtBu)-Ala-Leu-aldehyde
  • Z-Ile-Glu(OtBu)-Ala-Leu-CHO
Molecular Formula
C32H50N4O8 • XCF3COOH
Formula Weight
618.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Formic Acid: 1 mg/ml
SMILES
O=C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CCC(OC(C)(C)C)=O)C(N[C@@H](C)C(N[C@H](C=O)CC(C)C)=O)=O)=O)OCC1=CC=CC=C1.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C32H50N4O8.C2HF3O2/c1-9-21(4)27(36-31(42)43-19-23-13-11-10-12-14-23)30(41)35-25(15-16-26(38)44-32(6,7)8)29(40)33-22(5)28(39)34-24(18-37)17-20(2)3;3-2(4,5)1(6)7/h10-14,18,20-22,24-25,27H,9,15-17,19H2,1-8H3,(H,33,40)(H,34,39)(H,35,41)(H,36,42);(H,6,7)/t21-,22-,24-,25-,27-;/m0./s1
InChi Key
DCCRGIXOEPOQJI-BGGSUVIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $107

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    Product Description

    PSI is a synthetic peptide proteasome inhibitor.1,2,3 It inhibits the acidic and neutral chymotrypsin-like activities of the 20S proteasome (IC50s = 0.25 and 6.5 µM, respectively).3 PSI is cytotoxic to HL-60, KG-1a, RWLeu-4, AR230, and K562 human leukemia cells (IC50s = 4.9, 17.5, 7.8, 7.3, and 10 nM, respectively).4 It selectively induces apoptosis in subconfluent bovine aortic endothelial cells (BAECs) and human umbilical vein endothelial cells (HUVECs; EC50s = 24 and 7 nM, respectively) over confluent BAECs and HUVECs (EC50s = 8,150 and 7,830 nM, respectively).5 PSI induces accumulation of ubiquitin-protein conjugates in HT4 mouse neuronal cells.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Collins, G.A., and Goldberg, A.L. The logic of the 26S proteasome. Cell 169(5), 792-806 (2017).

    2. Orlowski, M., and Wilk, S. Catalytic activities of the 20 S proteasome, a multicatalytic proteinase complex. Arch. Biochem. Biophys. 383(1), 1-16 (2000).

    3. Figueiredo-Pereira, M.E., Chen, W.-E., Yuan, H.-M., et al. A novel chymotrypsin-like component of the multicatalytic proteinase complex optimally active at acidic pH. Arch. Biochem. Biophys. 317(1), 69-78 (1995).

    4. Soligo, D., Servida, F., Delia, D., et al. The apoptogenic response of human myeloid leukaemia cell lines and of normal and malignant haematopoietic progenitor cells to the proteasome inhibitor PSI. Br. J. Haematol. 113(1), 126-135 (2001).

    5. Drexler, H.C., Risau, W., and Konerding, M.A. Inhibition of proteasome function induces programmed cell death in proliferating endothelial cells. The FASEB Journal 14(1), 65-77 (2000).

    6. Figueiredo-Pereira, M.E., Berg, K.A., and Wilk, S. A new inhibitor of the chymotrypsin-like activity of the multicatalytic proteinase complex (20S proteasome) induces accumulation of ubiquitin-protein conjugates in a neuronal cell. J. Neurochem. 63(4), 1578-1581 (1994).