Transformation of 5-HETE to 5-OXO-ETE
The metabolism of 5-HETE to 5-Oxo-ETE is catalysed by the enzyme 5-Hydroxyeicosanoid dehydrogenase (5-HEDH). This enzyme acts reversibly and has been reported to be found in eosinophils, monocytes, DC, B-lymphocytes, keratinocytes and platelets (Steinhilber book) *skin (need to check). The product binds with the OXE receptor (Hosoi2002) and is 30-100 more bioactive than 5-HETE. 5-Oxo-ETE is a chemoattractant for neutrophils and eosinophils.
Doesn't com up in BRENDA or PAXDB - Skeptical
Contents
Reaction
Chemical equation
Rate equation
Parameters
Value | Units | Species | Notes | Reference |
---|---|---|---|---|
0.0006 | mM | Unkown | Follows a ping-pong mechanism by binding with NADP+, transforming it to NADPH and releasing it before binding 5S-HETE. | [1] |
0.00067 | mM | Human Cell lines | Follows a ping-pong mechanism by binding with NADP+ (Km 139 nM), transforming it to NADPH (inhibited by NADPH (Ki 224 nM)) and releasing it before binding 5S-HETE.
Method: In vitro Organism: Human Expression vector: U937 and HL-60 cell lines Enzyme:5-HEDH pH: 7.4 Temperature: 37 ◦C |
[2] |
0.000516 ± 0.00019 | mM | Human Cell lines |
Method: In vitro Organism: Human Expression vector: U937 Enzyme:5-HEDH pH: 7.4 Temperature: 37 ◦C |
[3] |
Value | Units | Species | Notes | Reference |
---|---|---|---|---|
0.54 ± 0.30 | pmol/ mi mg | Human Cell lines - Neutrophils |
Method: In vitro Organism: Human Expression vector: U937 and HL-60 cell lines Enzyme:5-HEDH pH: 7.4 Temperature: 37 ◦C |
[2] |
0.40 ± 0.12 | pmol/ mi mg | Human Cell lines - U937 |
Method: In vitro Organism: Human Expression vector: U937 and HL-60 cell lines Enzyme:5-HEDH pH: 7.4 Temperature: 37 ◦C |
[2] |
Value | Units | Species | Notes | Reference |
---|---|---|---|---|
X | Y | Z | A | B |
Value | Units | Species | Notes | Reference |
---|---|---|---|---|
X | Y | Z | A | B |
Value | Units | Species | Notes | Reference | |
---|---|---|---|---|---|
1.29 | kcal/mol | Metacyc | Arabidopsis thaliana col | Same reaction, no prediction available for 5-HEDH on Metacyc
Estimated Enzyme: ω-hydroxy fatty acid ω-alcohol dehydrogenase Substrate: 18-hydroxyoleate Product: 18-oxo-oleate pH: 7.3 ionic strength: 0.25 |
[4] |
Related Reactions
References
- ↑ Lipoxygenases in Inflammation - edited by Dieter Steinhilber
- ↑ 2.0 2.1 2.2 [https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1828885/pdf/bj4030157.pdf Karl-Rudolf ERLEMANN, Regulation of 5-hydroxyeicosanoid dehydrogenase activity in monocytic cells, Biochem. J. (2007) 403, 157–165]
- ↑ [http://jpet.aspetjournals.org/content/jpet/329/1/335.full.pdf Karl-Pranav Patel, Selectivity of 5-Hydroxyeicosanoid Dehydrogenase and Its Inhibition by 5-Hydroxy-Long-Chain Fatty Acids, Journal of Pharmacology and Experimental Therapeutics April 2009, 329 (1) 335-341; ]
- ↑ Caspi et al 2014, "The MetaCyc database of metabolic pathways and enzymes and the BioCyc collection of Pathway/Genome Databases," Nucleic Acids Research 42:D459-D471