87042-40-8

Basic information

• Product Name: (+/-) 14-HDOHE
• Synonyms: (+/-) 14-HDOHE;14-HYDROXY DOCOSAHEXAENOIC ACID;(+/-)14-HYDROXY-4Z,7Z,10Z,12E,16Z,19Z-DOCOSAHEXAENOIC ACID;(14-HDHA
• CAS NO: 87042-40-8
• Molecular Formula: C22H32O3
• Molecular Weight: 344.48768
• Mol File: 87042-40-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+/-) 14-HDOHE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-) 14-HDOHE(87042-40-8)
• EPA Substance Registry System: (+/-) 14-HDOHE(87042-40-8)

Safety Data

• Hazardous Substances Data: 87042-40-8(Hazardous Substances Data)

Usage

General Description

(+/-) 14-HDOHE is a group of chemicals known as hydroxydocosahexaenoic acid (HDOHE), which are metabolites of docosahexaenoic acid (DHA) and play a role in inflammation and oxidative stress. These chemicals are derived from omega-3 fatty acids and have been studied for their potential therapeutic effects in various diseases, including cardiovascular disease and neuroinflammation. (+/-) 14-HDOHE has been shown to possess anti-inflammatory and pro-resolving properties, and it is being investigated for its potential as a therapeutic agent in the treatment of chronic inflammatory conditions. Additionally, this group of chemicals has been implicated in the regulation of immune responses and the modulation of lipid metabolism, suggesting a potential role in the maintenance of overall health and well-being. Further research is needed to fully elucidate the biological functions and therapeutic potential of (+/-) 14-HDOHE and its derivatives.

Upstream product

• 6217-54-5 docosahexaenoic acid 

Relevant articles and documents

Regiospecificity of a novel bacterial lipoxygenase from Myxococcus xanthus for polyunsaturated fatty acids

Lipoxygenase (LOX) is the key enzyme involved in the synthesis of oxylipins as signaling compounds that are important for cell growth and development, inflammation, and pathogenesis in various organisms. The regiospecificity of LOX from Myxococcus xanthus, a gram-negative bacterium, was investigated. The enzyme catalyzed oxygenation at the n-9 position in C20 and C22 polyunsaturated fatty acids (PUFAs) to form 12S- and 14S-hydroxy fatty acids (HFAs), respectively, and oxygenation at the n-6 position in C18 PUFAs to form 13-HFAs. The 12S-form products of C20 and C22 PUFAs by M. xanthus LOX is the first report of bacterial LOXs. The residues involved in regiospecificity were determined to be Thr397, Ala461, and Ile664 by analyzing amino acid alignment and a homology model based on human arachidonate 15-LOX with a sequence identity of 25%. Among these variants, the regiospecificity of the T397Y variant for C20 and C22 PUFAs was changed. This may be because of the reduced size of the substrate-binding pocket by substitution of the smaller Thr to the larger Tyr residue. The T397Y variant catalyzed oxygenation at the n-6 position in C20 and C22 PUFAs to form 15- and 17-hydroperoxy fatty acids, respectively. However, the oxygenation position of T397Y for C18 PUFAs was not changed. The discovery of bacterial LOX with novel regiospecificity will facilitate the biosynthesis of regiospecific?oxygenated signaling compounds.

14-HYDROXY-DOCOSAHEXAENOIC ACID COMPOUNDS

The invention describes novel 14-hydroxy docosahexaenoic acid (DHA) analogues, their preparation, isolation, identification, purification and uses thereof.

OXYLIPINS FROM LONG CHAIN POLYUNSATURATED FATTY ACIDS AND METHODS OF MAKING AND USING THE SAME

Disclosed are novel oxylipins, referred to herein as docosanoids, that are derived from C22 polyunsaturated fatty acids, and method of making and using such oxylipins. Also disclosed is the use of docosapentaenoic acid (C22:5n-6) (DPAn-6), docosapentaenoic acid (C22:5n-3) (DPAn-3), and docosatetraenoic acid (DTAn-6: C22:4n-6) as substrates for the production of novel oxylipins, and to the oxylipins produced thereby. Also disclosed is the use of DPAn-6, DPAn-3, DTAn-6, and/or the oxylipins derived therefrom, and/or novel docosanoids derived from the structures of C22 fatty acids, in therapeutic and nutritional or cosmetic applications, and particularly as anti-inflammatory or anti-neurodegenerative compounds. The invention also relates to novel ways of producing long chain polyunsaturated acid (LCPUFA)-rich oils and compositions that contain enhanced and effective amounts of LCPUFA-derived oxylipins, and particularly, docosanoids.