94292-83-8

Upstream product

• 94235-42-4 epi-lipoxin A₄ 
• 863396-35-4 methyl-2-deoxyribopyranoside 
• 94235-52-6 ethyl 4-((4S,5R)-5-(hydroxymethyl)-2-oxo-1,3-dioxolan-4-yl)butanoate 
• 94235-55-9 4-[(4S,5R)-2-Oxo-5-((1E,3E)-5-oxo-penta-1,3-dienyl)-[1,3]dioxolan-4-yl]-butyric acid ethyl ester 
• 94235-55-9 4-[(4S,5R)-2-Oxo-5-((1E,3E)-5-oxo-penta-1,3-dienyl)-[1,3]dioxolan-4-yl]-butyric acid ethyl ester 
• 506-32-1 all cis 5,8,11,14-eicosatetraenoic acid 
• 94235-42-4 4-[(2S,3S)-3-((1E,3E,5Z,7E)-(R)-9-Hydroxy-tetradeca-1,3,5,7-tetraenyl)-oxiranyl]-butyric acid 
• 94235-41-3 4-[(2R,3R)-3-((1E,3E,5E,7E)-(S)-9-Hydroxy-tetradeca-1,3,5,7-tetraenyl)-oxiranyl]-butyric acid ethyl ester 
• 94235-54-8 ethyl 4-((4S,5S)-5-formyl-2-oxo-1,3-dioxolan-4-yl)butanoate 
• 94235-53-7 (E)-4-((4S,5R)-5-Hydroxymethyl-2-oxo-[1,3]dioxolan-4-yl)-but-2-enoic acid ethyl ester 
• 94235-51-5 3,4-O-carbonyl-2-deoxy-D-erythro-pentopyranose 
• 22900-10-3 2-deoxy-D-ribose 
• 114144-28-4 5S-hydroxy-14,15-LTA₄ 
• 94292-90-7 (5S,6R,15S)-(7E,9E,11E,13E)-5,6-O-carbonyl lipoxin A₄ ethyl ester 

Relevant academic research and scientific papers

SYNTHESIS OF 5S-HYDROXY-14,15 LTA4 A BIOGENIC PRECURSOR TO THE LIPOXINS

A synthesis of 5S-hydroxy-14,15-LTA4 10 an intermediate in the biosynthesis of the lipoxins is described.

Enantiospecific and Stereospecific Synthesis of Lipoxin A. Stereochemical Assignment of the Natural Lipoxin A and Its Possible Biosynthesis

Both chemical and enzymatic steps were employed to convert leukotriene A4 and its unnatural epoxide isomers into four diastereomeric 5(S),6(S),15(S)-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acids, possible structures for lipoxin A.These compounds were correlated with trihydroxy tetraene eicosatetraenoic acids derived from tetraene epoxide 3, and the relative stereochemistries of the 5 and 6 positions were assigned.These assignments were confirmed by total synthesis of two diastereomers of lipoxin A.One of these isomers, 5(S),6(S),15(S)-trihydroxy-7-9,13-trans-11-cis-eicosatetraenoic acid (1b), corresponded to lipoxin A derived from natural sources.The structure and possible biosyntheses of lipoxin A are proposed.

SYNTHESIS OF LIPOXINS: TOTAL SYNTHESIS OF CONJUGATED TRIHYDROXY EICOSATETRAENOIC ACIDS

The first synthesis of a conjugated trihydroxy eicosatetraenoic acid, a possible structure for Lipoxin A is described.A biomimetic approach was utilized.