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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

Synonym(s):

EVJ; VU0359595

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5 MG
€94.20
25 MG
€289.00

€94.20


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5 MG
€94.20
25 MG
€289.00

About This Item

Empirical Formula (Hill Notation):
C25H29BrN4O2
CAS Number:
Molecular Weight:
497.43
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25

€94.20


Please contact Customer Service for Availability

Request a Bulk Order

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

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This Item
BR4600171BR4600161BR4600160
feature

incremental 1 mL, without recirculation valve, DE-M marking

feature

incremental 1 mL, DE-M marking, with recirculation valve

feature

incremental 1 mL, DE-M marking, with recirculation valve

feature

incremental 1 mL, DE-M marking, without recirculation valve

fitting

(GL 32-33), S 40, GL 38

fitting

(GL 32-33), GL 38, S 40

fitting

(GL 32-33), GL 38, S 40

fitting

(GL 32-33), GL 38, S 40

volume range

10-100 mL

volume range

10-100 mL

volume range

5-50 mL

volume range

5-50 mL

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

857371P-1MG:
857371P-VAR:
857371P-BULK:


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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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