CAS 158442-41-2|Z-Ile-Glu(OtBu)-Ala-Leu-aldehyde

Introduction:Basic information about CAS 158442-41-2|Z-Ile-Glu(OtBu)-Ala-Leu-aldehyde, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameZ-Ile-Glu(OtBu)-Ala-Leu-aldehyde
CAS Number158442-41-2Molecular Weight618.761
Density1.1±0.1 g/cm3Boiling Point844.2±65.0 °C at 760 mmHg
Molecular FormulaC32H50N4O8Melting Point/
MSDSUSAFlash Point464.4±34.3 °C

Names

NameN-[(Phenylmethoxy)carbonyl]-L-isoleucyl-L-α-glutamyl-tert-butylester-N-[(1S)-1-formyl-3-methylbutyl]-L-alaninamide
SynonymMore Synonyms

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

DescriptionPSI (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 CatalogResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>Proteasome
In VitroPSI (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

Density1.1±0.1 g/cm3
Boiling Point844.2±65.0 °C at 760 mmHg
Molecular FormulaC32H50N4O8
Molecular Weight618.761
Flash Point464.4±34.3 °C
Exact Mass618.362854
PSA169.00000
LogP5.79
Vapour Pressure0.0±3.1 mmHg at 25°C
Index of Refraction1.510
InChIKeyTYFTWYMXUWCOOB-YICLCXKGSA-N
SMILESCCC(C)C(NC(=O)OCc1ccccc1)C(=O)NC(CCC(=O)OC(C)(C)C)C(=O)NC(C)C(=O)NC(C=O)CC(C)C
Storage condition−20°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany3

Articles1

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

J. Neurochem. 63 , 5433, (1994)

Synonyms

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)
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