Z-Ile-Glu(OtBu)-Ala-Leu-aldehyde

Names

[ Name ]:
Z-Ile-Glu(OtBu)-Ala-Leu-aldehyde

[Synonym ]:
tert-Butyl (4S)-4-{[(2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoyl]amino}-5-{[(2S)-1-{[(2S)-4-methyl-1-oxopentan-2-yl]amino}-1-oxopropan-2-yl]amino}-5-oxopentanoate (non-preferred name)
PROTEASOME INHIBITOR I
M.W. 618.77 C32H50N4O8
N-Cb
2-Methyl-2-propanyl (4S)-4-{[(2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoyl]amino}-5-{[(2S)-1-{[(2S)-4-methyl-1-oxo-2-pentanyl]amino}-1-oxo-2-propanyl]amino}-5-oxopentanoate (non-preferred name)

Biological Activity

[Description]:

PSI (Proteasome Inhibitor 1) is a potent proteasome inhibitor. PSI inhibits the proliferation of primary effusion lymphoma (PEL) cells. PSI has the potential for the research of Kaposi’s sarcoma-associated herpesvirus (KSHV) infection and KSHV-associated lymphomas[1].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Signaling Pathways >> Metabolic Enzyme/Protease >> Proteasome

[In Vitro]

PSI (24 h) inhibits the proliferation of primary effusion lymphoma (PEL) cells at low nanomolar concentrations (CC50s of 205, 190, 22.0, 53.0 nM FOR BJAB, Ramos, BC3, BCBL1 cells, respectively)[1]. PSI (50 nM; 6 h) increases caspase-3/7 activity by 8-fold compared with control[1]. PSI (50 nM; 6 h) decreases the transcriptional activity of NF-κB by 52%[1]. PSI (1, 5 nM; 3 days) inhibits the growth of BC3 cells at a high concentration (5 nM)[1]. Cell Cytotoxicity Assay[1] Cell Line: BC3, BCBL1, Ramos, BJAB cells Concentration: Incubation Time: 24 h Result: Inhibited the proliferation of primary effusion lymphoma (PEL) cells at low nanomolar concentrations (CC50s of 205, 190, 22.0, 53.0 nM FOR BJAB, Ramos, BC3, BCBL1 cells, respectively). Western Blot Analysis[1] Cell Line: HBL6 cells Concentration: 50 nM Incubation Time: 6 h Result: Decreased the NF-κB activity by 52%.

[References]

[1]. Saji C, et al. Proteasome inhibitors induce apoptosis and reduce viral replication in primary effusion lymphoma cells. Biochem Biophys Res Commun. 2011; 415(4):573-8.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
844.2±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₂H₅₀N₄O₈

[ Molecular Weight ]:
618.761

[ Flash Point ]:
464.4±34.3 °C

[ Exact Mass ]:
618.362854

[ PSA ]:
169.00000

[ LogP ]:
5.79

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.510

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Figueiredo-Pereira, M.E., et al.

J. Neurochem. 63 , 5433, (1994)