83058-42-8

Basic information

• Product Name: LEUKOTRIENE B4, METHYL ESTER
• Synonyms: LEUKOTRIENE B4, METHYL ESTER
• CAS NO: 83058-42-8
• Molecular Formula: C21H34O4
• Molecular Weight: 350.49
• Mol File: 83058-42-8.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C
• CAS DataBase Reference: LEUKOTRIENE B4, METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: LEUKOTRIENE B4, METHYL ESTER(83058-42-8)
• EPA Substance Registry System: LEUKOTRIENE B4, METHYL ESTER(83058-42-8)

Safety Data

• Hazard Codes: F,T
• Statements: 11
• Safety Statements: 7-16-23-45
• Hazardous Substances Data: 83058-42-8(Hazardous Substances Data)

Usage

General Description

Leukotriene B4, methyl ester is a synthetic chemical compound that acts as a potent mediator in inflammation and immune responses. It is a derivative of leukotriene B4, a lipid molecule produced by white blood cells that plays a key role in the regulation of inflammatory processes. The methyl ester form is often used in research to study the effects and mechanisms of leukotriene B4 in various disease states, such as asthma, arthritis, and cardiovascular diseases. The compound has been shown to stimulate the production of pro-inflammatory cytokines and chemokines, leading to the recruitment of immune cells to sites of infection or injury. Additionally, leukotriene B4, methyl ester has been implicated in the pathogenesis of certain autoimmune diseases and chronic inflammatory conditions, making it a potential target for therapeutic interventions.

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Relevant articles and documents

Facile preparation of leukotrienes C4, D4 and E 4 containing carbon-13 and nitrogen-15 for quantification of cysteinyl leukotrienes by mass spectrometry

With the recent ability to use combined liquid chromatography/electrospray tandem mass spectrometry to analyze for several eicosanoids in biological samples in a single and rapid experiment, heavy isotope-labeled eicosanoids are needed as internal standards in order to quantify eicosanoid analytes. The present study describes a practical preparation of cysteinyl leukotrienes (leukotriene C4, D4 and E4) with three 13C atoms and one 15N atom in the cysteinyl residue. The method involves solid-phase peptide synthesis to make glutathione with heavy isotopes in the cysteinyl residue and reaction of this tripeptide with commercially available leukotriene A4 methyl ester to give labeled leukotriene C4 methyl ester, which is hydrolyzed to labeled leukotriene C4. Labeled leukotriene E4 is prepared in the same way with the use of labeled cysteine. Labeled leukotriene D4 is prepared by treatment of labeled leukotriene C4 with commercially available γ-glutamyl transpeptidase. Copyright

An efficient total synthesis of leukotriene B4

Lipid mediators have attracted great interest from scientists within the chemical, medicinal, and pharmaceutical research community. One such example is leukotriene B4 which has been the subject of many pharmacological studies. Herein, we report a convergent and stereoselective synthesis of this potent lipid mediator in 5% yield over 10 steps in the longest linear sequence from commercial starting materials. The key steps were a stereocontrolled acetate-aldol reaction with Nagao's chiral auxiliary and a Z-selective Boland reduction. All spectroscopic data were in agreement with those previously reported.

Stereocontrolled total synthesis of leukotriene B4

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