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SML0566

Sigma-Aldrich

VU0359595

≥97% (HPLC)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C25H29BrN4O2
CAS Number:
Molecular Weight:
497.43
MDL number:
UNSPSC Code:
41106300
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1N(C2CCN(C[C@H](C)NC([C@H]3[C@H](C4=CC=CC=C4)C3)=O)CC2)C5=CC=C(Br)C=C5N1

InChI

1S/C25H29BrN4O2/c1-16(27-24(31)21-14-20(21)17-5-3-2-4-6-17)15-29-11-9-19(10-12-29)30-23-8-7-18(26)13-22(23)28-25(30)32/h2-8,13,16,19-21H,9-12,14-15H2,1H3,(H,27,31)(H,28,32)/t16-,20-,21+/m0/s1

InChI key

JSVNNLRZCJAYTQ-ORYQWCPZSA-N

Biochem/physiol Actions

VU0359595 is a PLD1 specific inhibitor with an IC50 of 3.7 nM, and 1500-fold selectivity over PLD2 (IC50 = 6.4 μM).

Features and Benefits

This compound is featured on the Phospholipase D page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xuelin Han et al.
PloS one, 6(7), e21468-e21468 (2011-07-16)
The internalization of Aspergillus fumigatus into lung epithelial cells is a process that depends on host cell actin dynamics. The host membrane phosphatidylcholine cleavage driven by phospholipase D (PLD) is closely related to cellular actin dynamics. However, little is known

Articles

PLD enzymes catalyze PC hydrolysis, influencing substrate recognition and lipid metabolism.

PLD enzymes catalyze PC hydrolysis, influencing substrate recognition and lipid metabolism.

PLD enzymes catalyze PC hydrolysis, influencing substrate recognition and lipid metabolism.

PLD enzymes catalyze PC hydrolysis, influencing substrate recognition and lipid metabolism.

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