Biosynthesis of DPA-derived SPMs

Hansen TV, Dalli J, Serhan CN. The novel lipid mediator PD1n-3 DPA: An overview of the structural elucidation, synthesis, biosynthesis and bioactions. Prostaglandins & Other Lipid Mediators. 2017 Nov;133():103–10. doi: 10.1016/j.prostaglandins.2017.06.003.; Vik A, Dalli J, Hansen TV. Recent advances in the chemistry and biology of anti-inflammatory and specialized pro-resolving mediators biosynthesized from n-3 docosapentaenoic acid. Bioorganic & Medicinal Chemistry Letters. 2017 Jun;27(11):2259–66. doi: 10.1016/j.bmcl.2017.03.079.; Serhan CN, Dalli J, Colas RA, Winkler JW, Chiang N. Protectins and maresins: New pro-resolving families of mediators in acute inflammation and resolution bioactive metabolome. Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids. 2015 Apr;1851(4):397–413. doi: 10.1016/j.bbalip.2014.08.006.; Bannenberg G, Serhan CN. Specialized pro-resolving lipid mediators in the inflammatory response: An update. Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids. 2010 Dec;1801(12):1260–73. doi: 10.1016/j.bbalip.2010.08.002.; Dangi B, Obeng M, Nauroth JM, Chung G, Bailey-Hall E, Hallenbeck T, Arterburn LM. Metabolism and biological production of resolvins derived from docosapentaenoic acid (DPAn-6). Biochem Pharmacol. 2010 Jan 15;79(2):251–60. doi: 10.1016/j.bcp.2009.08.001. PMID: 19679107.; Serhan CN, Hong S, Gronert K, Colgan SP, Devchand PR, Mirick G, Moussignac RL. Resolvins: a family of bioactive products of omega-3 fatty acid transformation circuits initiated by aspirin treatment that counter proinflammation signals. J Exp Med. 2002 Oct 21;196(8):1025–37. PMID: 12391014; PMCID: PMC2194036.

Metabolites

Fe2+

Formula: Fe (55.934939)

CAS ID: 15438-31-0

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.13.11.-
1.13.11.12 linoleate 13S-lipoxygenase linoleate:oxygen 13-oxidoreductase
1.13.11.31 arachidonate 12-lipoxygenase arachidonate:oxygen 12-oxidoreductase
1.13.11.33 arachidonate 15-lipoxygenase arachidonate:oxygen 15-oxidoreductase
1.13.11.34 arachidonate 5-lipoxygenase arachidonate:oxygen 5-oxidoreductase
1.14.99.1 prostaglandin-endoperoxide synthase (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase


Proteins

Protein ID name full name