Difference between revisions of "Transformation of AA to 5-HPETE"
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− | ALOX5 encodes the protein 5-LOX, which is responsible for the generation of 5-HPETE. | + | ALOX5 encodes the protein 5-LOX, which is responsible for the generation of 5-HPETE. The formation of the unstable hydroperoxy fatty acids (HPETE) begins with the abstraction of a hydrogen radical at the allylic position between two double bonds. The structure undergoes a rearrangement reaction which results in the formation of a conjugated diene system. The insertion of molecular oxygen and a hydrogen leads to the formation of the final structure, a hydroperoxy fatty acid. |
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− | The formation of the hydroperoxy fatty acids begins with the abstraction of a hydrogen radical at the allylic position between two double bonds. The structure undergoes a rearrangement reaction which results in the formation of a conjugated diene system. The insertion of molecular oxygen and a hydrogen leads to the formation of the final structure, a hydroperoxy fatty acid | ||
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== Reaction == | == Reaction == |
Latest revision as of 08:17, 21 August 2019
ALOX5 encodes the protein 5-LOX, which is responsible for the generation of 5-HPETE. The formation of the unstable hydroperoxy fatty acids (HPETE) begins with the abstraction of a hydrogen radical at the allylic position between two double bonds. The structure undergoes a rearrangement reaction which results in the formation of a conjugated diene system. The insertion of molecular oxygen and a hydrogen leads to the formation of the final structure, a hydroperoxy fatty acid.
Contents
Reaction
Chemical equation
Rate equation
Parameters
Kms
Value | Units | Species | Notes | Weight | Reference |
---|---|---|---|---|---|
5.10E-03 | Human | Expression Vector: Baculovirus, Sf9 insect cells
Enzyme: Recombinant 5-Lipoxygenase pH: 5.6 Temperature:37 |
256 | [1] | |
1.20E-02 | Human | Expression Vector: Polymorphonuclear Leukocytes
Enzyme: 5-Lipoxygenase pH:7.5 Temperature: 22 |
512 | [2] | |
6.31E-02 | Human | Expression Vector: Polymorphonuclear Leukocytes
Enzyme: 5-Lipoxygenase pH:7.5 Temperature: 22 |
512 | [3] |
Mode (mM) | Confidence Interval | Location parameter (µ) | Scale parameter (σ) |
---|---|---|---|
1.27E-02 | 2.74E+00 | -3.76E+00 | 7.73E-01 |
Kmp
Mode (mM) | Location parameter (µ) | Scale parameter (σ) |
---|---|---|
1.25E-02 | -3.63E+00 | 8.68E-01 |
kcat
Value | Units | Species | Notes | Weight | Reference |
---|---|---|---|---|---|
1500 + 75 | per minute | Potato | Expression Vector:Potato Tubers
Enzyme: 5-Lipoxygenase pH:5.5 Temperature: 23 |
16 | [4] |
Mode (min-1) | Confidence Interval | Location parameter (µ) | Scale parameter (σ) |
---|---|---|---|
1.50E+03 | 1.05E+00 | 7.31E+00 | 4.99E-02 |
Enzyme concentration
To convert the enzyme concentration from ppm to mM, the following equation was used.
Value | Units | Species | Notes | Weight | Reference |
---|---|---|---|---|---|
97.3 | Human | Expression Vector: Lung
Enzyme: 5-LOX pH: 7.5 Temperature: 37 °C |
1024 | [5] | |
49.8 | Human | Expression Vector: Esophagus
Enzyme: 5-LOX pH: 7.5 Temperature: 37 °C |
1024 | [6] | |
31.9 | Human | Expression Vector: Oral Cavity
Enzyme: 5-LOX pH: 7.5 Temperature: 37 °C |
1024 | [6] |
Mode (ppm) | Mode (mM) | Confidence Interval | Location parameter (µ) | Scale parameter (σ) |
---|---|---|---|---|
4.96E+01 | 2.74E-04 | 1.60E+00 | 4.09E+00 | 4.28E-01 |
Keq
Gibbs Free Energy Change | Units | Species | Notes | Weight | Reference |
---|---|---|---|---|---|
(-15.9) - 18.01 | kcal/mol | Soybean | Expression Vector: Soybean
Enzyme: Lipoxygenase-1 pH:Not stated Temperature: Not stated |
8 | [7] |
(-69.979996) | kcal/mol | Not stated | Estimated
Enzyme: 5-Lipoxygenase Substrate: Arachidonate Product: 5-HPETE pH: 7.3 ionic strength: 0.25 |
64 | [8] |
Mode | Confidence Interval | Location parameter (µ) | Scale parameter (σ) |
---|---|---|---|
2.27E+51 | 1.00E+01 | 1.19E+02 | 8.90E-01 |
References
- ↑ Shirumalla R. K. “RBx 7,796: A novel inhibitor of 5-lipoxygenase.” Inflamm Res. 2006 Dec ; 55 (12) : 517-27.
- ↑ Soberman R. J. "5- and 15(omega-6)-lipoxygenases from human polymorphonuclear leukocytes. Methods Enzymol. 1988; 163:344-9.
- ↑ Soberman R. J. “Characterization and separation of the arachidonic acid 5-lipoxygenase and linoleic acid omega-6 lipoxygenase (arachidonic acid 15-lipoxygenase) of human polymorphonuclear leukocytes.” J Biol Chem. 1985 Apr 10;260(7):4508-15.
- ↑ Mulliez E., “5-Lipoxygenase from potato tubers. Improved purification and physicochemical characteristics” Biochimica et Biophysica Acta, 1987;916(1):13-23.
- ↑ M. Kim A draft map of the human proteome Nature, 2014 509, 575–581
- ↑ 6.0 6.1 M. Wilhelm Mass-spectrometry-based draft of the human proteome Nature, 2014 509, 582–587
- ↑ [http://pubs.acs.org/doi/pdf/10.1021/jp040114n Tejero I., “Hydrogen Abstraction by Soybean Lipoxygenase-1. Density Functional Theory Study on Active Site Models in Terms of Gibbs Free Energies” J. Phys. Chem. B, 2004, 108 (36), pp 13831–13838]
- ↑ 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