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Merck

857371P

Avanti

VU0359595

(1R,2R)-N-([S]-1-{4-[5-bromo-2-oxo-2,3-dihydro-1H-benzo(d)imidazol-1-yl]piperidin-1-yl}propan-2-yl)-2-phenylcyclopropanecarboxamide, powder

Sinónimos:

EVJ; VU0359595

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About This Item

Fórmula empírica (notación de Hill):
C25H29BrN4O2
Número de CAS:
Peso molecular:
497.43
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25

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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857371P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 857371P

lipid type

bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

Brc1cc2[nH][c]([n](c2cc1)C3CCN(CC3)C[C@@H](NC(=O)[C@H]4[C@@H](C4)c5ccccc5)C)=O

InChI key

JSVNNLRZCJAYTQ-ORYQWCPZSA-N

General description

VU0359595 has been shown to selectively inhibit the PLD1 isoform at nM levels (see data below). **Images added as .gif in folder

Application

VU0359595 has been used as PLD2 (phospholipase D2) inhibitor to quantitatively address functional and molecular aspects of the involvement of PLD-derived phosphatidic acid (PA) in regulated exocytosis[1] and as PLD1 inhibitor to treat the knockout mice to study its effects on them.[2]

Biochem/physiol Actions

VU0359595 helps to block phospholipase D (PLD) which in turn reduces deoxyribonucleoside triphosphate (dNTP) biosynthesis in glioma models.[3]

Packaging

5 mL Amber Glass Screw Cap Vial (857371P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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    The role of phospholipase D in regulated exocytosis
    Rogasevskaia TP and Coorssen JR
    The Journal of biological chemistry, 290(48), 28683-28696 (2015)
    Human phospholipase D activity transiently regulates pyrimidine biosynthesis in malignant gliomas
    Mathews TP, et al.
    ACS Chemical Biology, 10(5), 1258-1268 (2015)
    Jana A Lewis et al.
    Bioorganic & medicinal chemistry letters, 19(7), 1916-1920 (2009-03-10)
    This Letter describes the synthesis and structure-activity-relationships (SAR) of isoform-selective PLD inhibitors. By virtue of the installation of alternative halogenated piperidinyl benzimidazolone privileged structures, in combination with a key (S)-methyl group, novel PLD inhibitors with low nM potency and unprecedented
    Binding of PLD2-generated phosphatidic acid to KIF5B promotes MT1-MMP surface trafficking and lung metastasis of mouse breast cancer cells
    Wang Z, et al.
    Developmental Cell, 43(2), 186-197 (2017)
    Xianping Li et al.
    Infection and immunity, 80(1), 429-440 (2011-11-16)
    Aspergillus fumigatus is the most prevalent airborne fungal pathogen that induces serious infections in immunocompromised patients. Phospholipases are key enzymes in pathogenic fungi that cleave host phospholipids, resulting in membrane destabilization and host cell penetration. However, knowledge of the impact

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