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Key Documents

A2941

Sigma-Aldrich

Arachidonoyl chloride

~95% (capillary GC, NMR)

Synonym(s):

5,8,11,14-Eicosatetraenoic acid chloride

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About This Item

Empirical Formula (Hill Notation):
C20H31ClO
CAS Number:
Molecular Weight:
322.91
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

Assay

~95% (capillary GC, NMR)

density

0.92 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(Cl)=O

InChI

1S/C20H31ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3/b7-6-,10-9-,13-12-,16-15-

InChI key

NTBLHFFUSJRJQO-DOFZRALJSA-N

Packaging

Sealed ampule

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Christopher J Smyrniotis et al.
Biochemistry, 53(27), 4407-4419 (2014-06-04)
5-Lipoxygenase (5-LOX) reacts with arachidonic acid (AA) to first generate 5(S)-hydroperoxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid [5(S)-HpETE] and then an epoxide from 5(S)-HpETE to form leukotriene A4, from a single polyunsaturated fatty acid. This work investigates the kinetic mechanism of these two processes and
Kui Yang et al.
Analytical and bioanalytical chemistry, 407(17), 5199-5210 (2015-03-31)
Diglycerides play a central role in lipid metabolism and signaling in mammalian cells. Although diacylglycerol molecular species comprise the majority of cellular diglycerides that are commonly measured using a variety of approaches, identification of extremely low abundance vinyl ether diglycerides

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