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H6643

Sigma-Aldrich

(+)-5(S)-Hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoic acid

~75 μg/mL in ethanol, ~98%

Sinonimo/i:

(+)-5-HETE, 5(S)-HETE

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About This Item

Formula empirica (notazione di Hill):
C20H32O3
Numero CAS:
Peso molecolare:
320.47
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:

Saggio

~98%

Concentrazione

~75 μg/mL in ethanol

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCC\C=C/C\C=C/C/C=C\C=C\[C@@H](O)CCCC(O)=O

Azioni biochim/fisiol

A substrate for hydroxyeicosanoid dehydrogenase in polymorphonuclear (PMN) leucocytes, where it is converted to 5-oxo-ETE. Both compounds are reported to increase the intracellular mobilization of calcium in PMN leucocytes.

Pittogrammi

FlameExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2 - Flam. Liq. 2

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

57.2 °F

Punto d’infiammabilità (°C)

14 °C

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Stephen R Clark et al.
Blood, 117(6), 2033-2043 (2010-12-24)
5-Lipoxygenase (5-LOX) plays key roles in infection and allergic responses. Herein, four 5-LOX-derived lipids comprising 5-hydroxyeicosatetraenoic acid (HETE) attached to phospholipids (PLs), either phosphatidylethanolamine (PE) or phosphatidylcholine (18:0p/5-HETE-PE, 18:1p/5-HETE-PE, 16:0p/5-HETE-PE, and 16:0a/5-HETE-PC), were identified in primary human neutrophils. They formed
Pranav Patel et al.
The Journal of pharmacology and experimental therapeutics, 329(1), 335-341 (2009-01-24)
5-Oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid (5-oxo-ETE) is a metabolite of the 5-lipoxygenase (5-LO) product 5S-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid (5-HETE), formed by the microsomal enzyme 5-hydroxyeicosanoid dehydrogenase (5-HEDH). 5-oxo-ETE is a chemoattractant for neutrophils and eosinophils, both in vitro and in vivo. To examine the substrate
W S Powell et al.
The Journal of biological chemistry, 267(27), 19233-19241 (1992-09-25)
Human polymorphonuclear leukocytes (PMNL) convert 6-trans isomers of leukotriene B4 (LTB4) to dihydro metabolites (Powell, W.S., and Gravelle, F. (1988) J. Biol. Chem. 263, 2170-2177). In the present study we investigated the mechanism for the initial step in the formation
E J Goetzl
Nature, 288(5787), 183-185 (1980-11-13)
The arachidonic acid released from cellular phospholipids of specifically stimulated platelets and leukocytes is oxygenated enzymatically by two major pathways. A complex cycloxygenase converts some of the free arachidonic acid to labile endoperoxides that are transformed to prostaglandins, thromboxanes and
Thorsten J Maier et al.
Biochemical pharmacology, 76(7), 862-872 (2008-08-12)
Celecoxib is a selective cyclooxygenase-2 (COX-2) inhibitor used in the therapy of inflammatory and painful conditions. Various COX-2-independent pharmacological effects, such as a chemo-preventive and tumor-regressive activity have been suggested, but the respective non-COX-2 targets of celecoxib are still a

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