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Merck
CN

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

Key Documents

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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

SMILES string

OC(=O)C=CC(=O)c1ccc(cc1)CCCCCCCCCCCCCCCCCC

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

Related Categories

Application

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

Biochem/physiol Actions

OBAA is a PLA2 inhibitor
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 Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000489724
0000489724
0000288832
0000288832
0000182915

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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.

磷脂酶A2

磷脂酶A2（PLA2）代表的是一类可水解甘油磷脂的sn-2酯以产生脂肪酸和溶血磷脂的酶。目前已知的是，其中一些酶可在哺乳动物细胞中释放花生四烯酸以用于类花生酸的生物合成，因此PLA2抑制剂的开发引起了相当大的兴趣。基于氨基酸序列，现有超过12种不同的哺乳动物PLA2以及多种非哺乳动物的形式，它们被归类为具有多个亚组的14个组别。

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