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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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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
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
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
Jannike M Andersen et al.
Neurochemical research, 28(2), 319-326 (2003-03-01)
In this paper we show that exposure of a rat brain synaptosome fraction to the amyloid beta peptide fragment betaA(25-35), but not the inverted peptide betaA(35-25), stimulated production of reactive oxygen species (ROS) in a concentration- and time-dependent manner. The
S Giri et al.
Journal of lipid research, 47(7), 1478-1492 (2006-04-29)
Globoid cell leukodystrophy (Krabbe disease) is an inherited neurological disorder caused by the pathogenomic accumulation of psychosine (galactosylsphingosine), a substrate for the deficient enzyme galactocerebroside beta-galactosidase. This study underscores the mechanism of action of psychosine in the regulation of oligodendrocyte
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