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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:
1246303-14-9
Molecular Weight:
497.43
MDL number:
MFCD22416858
UNSPSC Code:
41106300
PubChem Substance ID:
329825557
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

Phospholipase D

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

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