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Key Documents

Safety Information

SML0075

Sigma-Aldrich

OBAA

≥98% (HPLC)

Synonym(s):

3-(4-octadecyl)benzoylacrylic acid, 4-(4-octadecylphenyl)-4-oxo-2-Butenoic acid

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About This Item

Empirical Formula (Hill Notation):
C28H44O3
CAS Number:
134531-42-3
Molecular Weight:
428.65
UNSPSC Code:
41106300
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥5 mg/mL at 60 °C

storage temp.

2-8°C

InChI

1S/C28H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-25-19-21-26(22-20-25)27(29)23-24-28(30)31/h19-24H,2-18H2,1H3,(H,30,31)

InChI key

ZBESASFHIWDSCJ-UHFFFAOYSA-N

Application

OBAA may be used in PLA2-mediated cell signaling studies.

Biochem/physiol Actions

OBAA is a phospholipase A2 inhibitor and prevents the melittin-induced influx of Ca+2 in trypanosomes. It inhibits the generation of ROS when epithelial and endothelial cells are treated with cholic acid.
OBAA is a potent inhibitor of phospholipases.

Features and Benefits

This compound is featured on the Phospholipase A2 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

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

SML0075-5MG:
SML0075-BULK:
SML0075-VAR:
SML0075-25MG:

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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J Eintracht et al.
The Biochemical journal, 336 ( Pt 3), 659-666 (1998-12-08)
In contrast with mammalian cells, little is known about the control of Ca2+ entry into primitive protozoans. Here we report that Ca2+ influx in pathogenic Trypanosoma brucei can be regulated by phospholipase A2 (PLA2) and the subsequent release of arachidonic
Yoshio Araki et al.
Free radical biology & medicine, 39(6), 769-780 (2005-08-20)
The barrier functions in epithelial and endothelial cells seem to be very important for maintaining normal biological homeostasis. However, it is unclear whether or how bile acids affect the epithelial barrier. We examined the bile acid-induced disruption of the epithelial

Articles

Phospholipase A2

Phospholipase A2 (PLA2) enzymes hydrolyze glycerophospholipids, yielding arachidonic acid; inhibition targets eicosanoid biosynthesis.

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