Difference between revisions of "Transformation of AA to 15-HPETE"

From ISMOC
Jump to: navigation, search
Line 9: Line 9:
 
==Chemical equation==
 
==Chemical equation==
  
−
<center><math> AA \rightleftharpoons PGH2 </math></center>
+
<center><math> AA \rightleftharpoons 15-HPETE </math></center>
  
 
== Rate equation ==
 
== Rate equation ==
  
 +
[[File:R17.PNG|center|500px]]
  
 
== 15-LOX Parameters ==
 
== 15-LOX Parameters ==

Revision as of 12:55, 26 September 2017

Return to overview

An isoform homologous to 12-LOX is the 15-LOX enzyme, which produces both 12 and 15-HETE products (Kuhn and O'Donnell 2006). An area of interest is that the 12 and 15 LOX products of the epidermis and the dermis have reciprocal activity during inflammation, for example 15-HETE reduces the infiltration of inflammatory cells, meanwhile 12-HETE acts as an activator for infiltrating immune cells (Dowd, Kobza Black et al. 1985, Serhan, Jain et al. 2003).

Reaction

R17 AA - HPETE15.jpg

Chemical equation

AA \rightleftharpoons 15-HPETE

Rate equation

R17.PNG

15-LOX Parameters

Michaelis-Menten Constants
Value Units Species Notes Reference
3.70E-03 ± 3.00E-04 mM Human Expression Vector: Epithelium

Enzyme: 15-Lipoxygenase pH: 7.5 Temperature: 25

[1]
5.00E-03 mM Human Expression Vector: Reticulocyte

Enzyme: 15-Lipoxygenase pH:7.5 Temperature: Unspecified

[2]
1.06E-02 mM Human Expression Vector: Keratinocyte

Enzyme: 15-Lipoxygenase pH: 6.7 - 7.3 Temperature: 37

[3]
1.17E-02 ± 9.00E-04 mM Human Expression Vector: Baculovirus Insect Cell

Enzyme: Wildtype 15-Lipoxygenase pH: 6.8 Temperature: 37

[4]
Enzyme Turnover Numbers
Value Units Species Notes Reference
595.8 ± 16.8 minute^{-1} Human Expression Vector: Epithelium

Enzyme: 15-Lipoxygenase pH: 7.5 Temperature: 25

[1]
37.2 ± 1.8 per minute Expression Vector:Human prostate epithelial

Enzyme:15-lipoxygenase-2

pH 7, Temperature: 22 [5]
45 ± 1.2 pH 7.5, Temperature: 22
44.4 ± 2.4 pH 8, Temperature: 22
34.2 ± 0.6 15°C, pH = 7.5
45 ± 1.2 22°C, pH = 7.5
62.4 ± 4.2 30°C, pH = 7.5
82.8 ± 4.8 37°C, pH = 7.5
15-LOX Abundance
Value Units Species Notes Reference
4.09 ppm Human Expression Vector: Lung

Enzyme: 15-LOX pH: 7.5 Temperature: 37 °C

[6]
37.4 ppm Human Expression Vector: Spleen

Enzyme: 15-LOX pH: 7.5 Temperature: 37 °C

[7]
1.40 ppm Human Expression Vector: Gut

Enzyme: 12-LOX pH: 7.5 Temperature: 37 °C

[6]
Gibbs Free Energy Change
Value Units Species Notes Reference
(-69.979996) kcal/mol Not stated Estimated

Enzyme: 15-LOX Substrate: Arachidonate Product: 15-HPETE pH: 7.3 ionic strength: 0.25

[8]

References

  1. ↑ 1.0 1.1 Jacquot C. "Isotope sensitive branching and kinetic isotope effects in the reaction of deuterated arachidonic acids with human 12- and 15-lipoxygenases. Biochemistry. 2008 Jul 8;47(27):7295-303. doi: 10.1021/bi800308q. Epub 2008 Jun 12.
  2. ↑ Jacquot C. "Synthesis of 11-Thialinoleic Acid and 14-Thialinoleic Acid, Inhibitors of Soybean and Human Lipoxygenases Org Biomol Chem. 2008 Nov 21; 6(22): 4242–4252.
  3. ↑ Burrall B. "Enzymatic properties of the 15-lipoxygenase of human cultured keratinocytes. J Invest Dermatol. 1988 Oct;91(4):294-7.
  4. ↑ Sloane D. L. "Conversion of human 15-lipoxygenase to an efficient 12-lipoxygenase: the side-chain geometry of amino acids 417 and 418 determine positional specificity. Protein Eng. 1995 Mar;8(3):275-82..
  5. ↑ Wecksler A. "Kinetic and Structural Investigations of the Allosteric Site in Human Epithelial 15-Lipoxygenase-2 Biochemistry, 2009, 48 (36), pp 8721–8730
  6. ↑ 6.0 6.1 M. Kim A draft map of the human proteome Nature, 2014 509, 575–581
  7. ↑ M. Wilhelm Mass-spectrometry-based draft of the human proteome Nature, 2014 509, 582–587
  8. ↑ 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

Related Reactions

Retrieved from ‘http://www.systemsbiology.ls.manchester.ac.uk/wiki/index.php?title=Transformation_of_AA_to_15-HPETE&oldid=5637’