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Merck
CN

C6706

Z-Leu-Leu-Norvalinal

≥90% (HPLC), powder

Synonym(s):

MG115, Z-LLnV

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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
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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

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

SKUGTIN
C6706-1MG04061826058992
C6706-5MG04061832423036