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15(S)-HETE methyl ester Sale

(Synonyms: 15(S)-Hydroxyeicosatetraenoic Acid methyl ester) 目录号 : GC40839

A synthetic derivative of 15(S)-HETE

15(S)-HETE methyl ester Chemical Structure

Cas No.:70946-44-0

规格 价格 库存 购买数量
25μg
¥1,473.00
现货
50μg
¥2,793.00
现货
100μg
¥5,311.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

15(S)-HETE methyl ester is a synthetic derivative of 15(S)-HETE , a major arachidonic acid metabolite from the 15-lipoxygenase pathway. Methyl esters of lipids are commonly used in formulations of nutritional supplements.

Chemical Properties

Cas No. 70946-44-0 SDF
别名 15(S)-Hydroxyeicosatetraenoic Acid methyl ester
Canonical SMILES CCCCC[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(OC)=O
分子式 C21H34O3 分子量 334.5
溶解度 DMF: miscible,DMSO: miscible,Ethanol: miscible,Ethanol:PBS (pH 7.2) (1:3): 0.2 mg/ml,PBS (pH 7.2): 0.1 mg/ml 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.9895 mL 14.9477 mL 29.8954 mL
5 mM 0.5979 mL 2.9895 mL 5.9791 mL
10 mM 0.299 mL 1.4948 mL 2.9895 mL
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Research Update

Mono (S) hydroxy fatty acids: novel ligands for cytosolic actin

J Lipid Res 1998 Jul;39(7):1476-82.PMID:9684751doi

The ubiquitous hydroxylated fatty acids derived from arachidonic acid (HETEs) or linoleic acid (HODEs) exhibit diverse biological effects including chemotaxis, cell proliferation, and modulation of several enzymatic pathways, including the 5-lipoxygenase leading to the inflammatory leukotrienes. It was observed that 12(S)- and 15(S)-HETE and 13(S)-HODE (12- and 15-lipoxygenase-derived metabolites, respectively) inhibited the 5-lipoxygenase present in rat basophilic leukemia (RBL-1) cell homogenates whereas the 15(R) chiral enantiomer and the nonhydroxylated linoleic, oleic, and stearic acids were either less potent or ineffective. In examining the mechanism of this inhibition, the relative effectiveness of several fatty acids in displacing [3H]15-HETE bound to cytosol preparations were compared and the results indicated that these (S) hydroxy fatty acids and 5(S)-HETE were significantly more potent than either the 15(R) enantiomer, 15(S)-HETE methyl ester, arachidonic acid, or prostaglandin F2alpha. In order to identify the protein(s) that specifically binds HETEs, 15(S)-HETE biotin hydrazide was used as a probe to detect any HETE-protein complexes as this compound both inhibited the 5-lipoxygenase and interfered with the binding of [3H]15-HETE to cytosol preparations. SDS-PAGE analysis and chemiluminescent detection revealed that the major cytosolic proteins that bound this biotinylated probe had molecular masses of 43 and 51 kD. Fatty acid competition experiments indicated that the order of effectiveness in displacing this probe from these proteins was 13(S)-HODE > 5(S)-HETE approximately equal to 15(S)-HETE > > stearic acid approximately equal to arachidonic acid approximately equal to 15(R)-HETE. Amino acid sequence analysis showed that the 43 kD protein was actin. These findings suggest the possibility that actin may play a major role in the biological effects of monohydroxylated metabolites derived from cellular 5-, 12-, and 15-lipoxygenases.