11(S)-HETE

Base Information

• Chemical Name: 11(S)-HETE
• CAS No.: 54886-50-9
• Molecular Formula: C20H32 O3
• Molecular Weight: 320.472
• Hs Code.: 2918199090
• Mol file: 54886-50-9.mol

Synonyms:5,8,12,14-Eicosatetraenoicacid, 11-hydroxy-, [S-(E,Z,Z,Z)]-; 11(S)-HETE; 11-HETE;11-S-Hydroxyeicosatetraenoic acid

Chemical Property of 11(S)-HETE

Chemical Property:

• PSA: 57.53000
• LogP: 5.18750
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

11(S)-HETE ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11(S)-HETE

There total 3 articles about 11(S)-HETE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 12-hydroxyeicosatetraenoic acid (54397-83-0,59985-28-3) + (R)-12-HETE (82337-46-0) + 8(S)-hydroxyeicosatetraenoic acid (98462-03-4,79495-84-4) + (8R)-hydroxyeicosatetraenoic acid (105500-09-2,79495-84-4) + (R)-11-hydroxy-eicosa-5,8,12,14-tetraenoic acid (73347-43-0,73804-65-6) + icomucret (54845-95-3,73945-47-8,83603-31-0) + 15(R)-HETE (73945-47-8,83603-31-0) + (S)-11-hydroxy-eicosa-5,8,12,14-tetraenoic acid (54886-50-9,73804-65-6)

Guidance literature:

all cis 5,8,11,14-eicosatetraenoic acid; With 8R-lipoxygenase A₅₈₉M mutant; sodium chloride; calcium chloride; In ethanol; at 20 ℃; pH=8; Enzymatic reaction;

With triphenylphosphine; In methanol; at 20 ℃; for 0.5h; Reagent/catalyst; Kinetics;

DOI:10.1074/jbc.M114.599662

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 12-hydroxyeicosatetraenoic acid (54397-83-0,59985-28-3) + (R)-12-HETE (82337-46-0) + (Z,E,Z,Z)-8-hydroxyeicosa-5,9,11,14-tetraenoic acid (70968-93-3,79495-84-4) + 5(S)-HETE (61641-47-2,70608-72-9,71030-39-2,71774-09-9,72255-35-7,73307-52-5,74080-72-1,88588-79-8) + (5R)-HETE (61641-47-2) + (R)-11-hydroxy-eicosa-5,8,12,14-tetraenoic acid (73347-43-0,73804-65-6) + icomucret (54845-95-3,73945-47-8,83603-31-0) + (5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-eicosatetraenoic acid (81416-72-0) + (S)-11-hydroxy-eicosa-5,8,12,14-tetraenoic acid (54886-50-9,73804-65-6)

Guidance literature:

all cis 5,8,11,14-eicosatetraenoic acid; With Physcomitrella patens lipoxygenase PpLOX₇; oxygen; for 0.5h; pH=7.0; aq. phosphate buffer; Enzymatic reaction;

With sodium tetrahydroborate; In methanol; for 0.5h; enantiospecific reaction;

DOI:10.1016/j.phytochem.2008.11.012

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → (S)-11-hydroxy-eicosa-5,8,12,14-tetraenoic acid (54886-50-9,73804-65-6)

Guidance literature:

With sodium tetrahydroborate; Tris-HCl buffer; lipoxygenase; borate buffer; Multistep reaction; 1.) 23 deg C, 3 h, 2.) MeOH, 30 min;

DOI:10.1246/bcsj.69.1663

upstream raw materials:

all cis 5,8,11,14-eicosatetraenoic acid

Refernces

• 1、 Anterola, Aldwin,G?bel, Cornelia,Hornung, Ellen,Sellhorn, George,Feussner, Ivo,Grimes, Howard. "Physcomitrella patens has lipoxygenases for both eicosanoid and octadecanoid pathways". experimental part. p. 40 - 52. Retrieved 2009/07/11.