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D8008

Sigma-Aldrich

7,7-Dimethyl-(5Z,8Z)-eicosadienoic acid

≥95%

Synonym(s):

DEDA

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About This Item

Empirical Formula (Hill Notation):
C22H40O2
CAS Number:
89560-01-0
Molecular Weight:
336.55
MDL number:
MFCD00133010
UNSPSC Code:
12352202
PubChem Substance ID:
24278388

biological source

synthetic (organic)

Assay

≥95%

form

liquid

storage temp.

−20°C

SMILES string

CCCCCCCCCCC\C=C/C(C)(C)\C=C/CCCC(O)=O

InChI

1S/C22H40O2/c1-4-5-6-7-8-9-10-11-12-13-16-19-22(2,3)20-17-14-15-18-21(23)24/h16-17,19-20H,4-15,18H2,1-3H3,(H,23,24)/b19-16-,20-17-

InChI key

AGKRHAILCPYNFH-DUQSFWPASA-N

Gene Information

human ... ADORA2A(135) , ADORA2B(136)

Biochem/physiol Actions

Inhibitor of phospholipase A2 and lipoxygenase. Inhibits endogenous synthesis of leukotrienes.

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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C S Ramesha et al.
Analytical biochemistry, 192(1), 173-180 (1991-01-01)
a simple gas chromatographic method for the assay of phospholipase A2 (PLA2) has been described in which arachidonic acid released from endogenous phospholipid pools is measured following its extraction and derivatization to pentafluorobenzyl esters. Using this assay, PLA2 activities in
D G Johns et al.
The American journal of physiology, 275(5 Pt 2), H1592-H1598 (1998-11-14)
Ceramide is a novel second messenger generated by hydrolysis of membrane sphingomyelin by a neutral sphingomyelinase (nSMase). Cytokines such as tumor necrosis factor-alpha (TNF-alpha) have been shown to increase intracellular ceramide through phospholipase A2 (PLA2)-dependent activation of nSMase. TNF-alpha has
M D Lister et al.
The Journal of biological chemistry, 264(15), 8520-8528 (1989-05-25)
In order to ascertain the role of phospholipase A2 (PLA2) in the release of arachidonic acid for eicosanoid biosynthesis, we have characterized a Ca2+-dependent PLA2 from P388D1 cells, evaluated inhibitors of its activity, and correlated the effects of these inhibitors
R T Worrell et al.
American journal of physiology. Cell physiology, 281(1), C147-C156 (2001-06-13)
Activity of the epithelial Na+ channel (ENaC) is the limiting step for discretionary Na+ reabsorption in the cortical collecting duct. Xenopus laevis kidney A6 cells were used to investigate the effects of cytosolic phospholipase A2 (cPLA2) activity on Na+ transport.
Thomas L Williams et al.
Langmuir : the ACS journal of surfaces and colloids, 22(15), 6473-6476 (2006-07-13)
This letter describes a new method for studying the interaction of the membrane-lysing enzyme phospholipase A(2) (PLA(2)) with phospholipid bilayers by simultaneous measurements of enzyme binding and vesicle lysis using surface plasmon resonance (SPR) and permeabilization using surface plasmon field-enhanced
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