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About This Item
Empirical Formula (Hill Notation):
C25H39N3O5
CAS Number:
Molecular Weight:
461.59
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
Quality Level
assay
≥90% (HPLC)
form
powder
color
white
solubility
DMSO: soluble
storage temp.
−20°C
SMILES string
CCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)C=O
InChI
1S/C25H39N3O5/c1-6-10-20(15-29)26-23(30)21(13-17(2)3)27-24(31)22(14-18(4)5)28-25(32)33-16-19-11-8-7-9-12-19/h7-9,11-12,15,17-18,20-22H,6,10,13-14,16H2,1-5H3,(H,26,30)(H,27,31)(H,28,32)/t20-,21-,22-/m0/s1
InChI key
QEJRGURBLQWEOU-FKBYEOEOSA-N
Gene Information
human ... PSMA1(5682), PSMC1(5700)
mouse ... PSMA1(26440), PSMC1(19179)
rat ... PSMA1(29668), PSMC1(117263)
Biochem/physiol Actions
Potent inhibitor of the 20S proteasome (Ki = 21 nM) and 26S proteasome (Ki = 35 nM). Cells treated with 54 μM N-CBZ-Leu-Leu-Norvalinal showed complete block of the G1/S and metaphase transitions and delayed passage through S-phase. Induces apoptosis in Rat-1 and PC12 cells, perhaps by accumulation of stabilized p53.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Brooke A Jude et al.
Journal of bacteriology, 191(22), 6911-6917 (2009-09-08)
Vibrio cholerae is the etiologic agent of cholera in humans. Intestinal colonization occurs in a stepwise fashion, initiating with attachment to the small intestinal epithelium. This attachment is followed by expression of the toxin-coregulated pilus, microcolony formation, and cholera toxin
Takahiko Ishikawa et al.
PloS one, 4(8), e6734-e6734 (2009-08-25)
The type VI secretion system (T6SS) has emerged as a protein secretion system important to several gram-negative bacterial species. One of the common components of the system is Hcp, initially described as a hemolysin co-regulated protein in a serotype O17
Raquel M Martinez et al.
Journal of bacteriology, 191(18), 5669-5679 (2009-07-14)
Vibrio cholerae is highly motile by the action of a single polar flagellum. The loss of motility reduces the infectivity of V. cholerae, demonstrating that motility is an important virulence factor. FlrC is the sigma-54-dependent positive regulator of flagellar genes.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C6706-1MG | 04061826058992 |
| C6706-5MG | 04061832423036 |