Difference between revisions of "Oxidation of Acetaminophen"

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|+Summary of Hyperfine Coupling
 
|+Summary of Hyperfine Coupling
 
|-bgcolor=gray
 
|-bgcolor=gray
!Nucle (# of spins)i!!hyperfine!!hyperfine!!hyperfine
+
!Nucle (# of spins)!!hyperfine!!hyperfine!!hyperfine
 
|-
 
|-
|Ref -->  ||West, 1984||Fischer, 1986||Sturgeon, not published
+
|Ref -->  ||align=center|West, 1984||align=center|Fischer, 1986||align=center|Sturgeon, not published
 +
|-
 +
|Conditions ||align=center|fast-flow, pH 7.5||align=center|fast-flow, pH 7.5||align=center|immoblized-Enzyme, pH 5/dioxane (50/50)
 
|-
 
|-
 
|Spectrum ||unresolved triplet||high res multiline||med res multiline
 
|Spectrum ||unresolved triplet||high res multiline||med res multiline
 
|-
 
|-
| N (1) || nr|| 0.81 G ||1.68 G
+
| N (1) || align=center|nr|| align=center|0.81 G ||align=center|1.68 G
 
|-
 
|-
| H, on nitrogen (1) || nr || 1.35 G ||0.96 G
+
| H, on nitrogen (1) || align=center|nr || align=center|1.35 G ||align=center|0.96 G
 
|-
 
|-
| H, ortho (2) || 5.2 G|| 5.11 G || 5.19 G
+
| H, ortho (2) || align=center|5.2 G|| align=center|5.11 G || align=center|5.19 G
 
|-
 
|-
| H, meta (2) || nr || 0.64 G|| 0.76 G
+
| H, meta (2) ||align=center| nr || align=center|0.64 G|| align=center|0.76 G
 
|-
 
|-
| H, methoxy (3) ||nr || 1.01 G ||nr
+
| H, methyl (3) ||align=center|nr || align=center|1.01 G ||align=center|nr
 
|}
 
|}
  
 
nr = not reported or not resolved
 
nr = not reported or not resolved
 
==Unpublished HRP/H2O2/APAP Radical Data==
 
[[File:WIU FigX.jpg|200px|thumb|center|New data]]
 
  
 
==HRP/H2O2==
 
==HRP/H2O2==
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|[[File:APAP rad HRP.png|200px|thumb|center|West 1984, Fischer,1985]]
 
|[[File:APAP rad HRP.png|200px|thumb|center|West 1984, Fischer,1985]]
 
||[[File:Screen Shot 2018-07-15 at 7.38.54 AM.png|230px|thumb|center|Fischer 1986]]
 
||[[File:Screen Shot 2018-07-15 at 7.38.54 AM.png|230px|thumb|center|Fischer 1986]]
||[[File:WIU FigX.jpg|220px|thumb|center|Sturgeon, unpublished]]
+
||[[File:WIU FigX.jpg|230px|thumb|center|Sturgeon, unpublished]]
  
 
|}
 
|}

Latest revision as of 01:00, 16 July 2018

acetaminophen

Summary of ESR Data

Summary of Hyperfine Coupling
Nucle (# of spins) hyperfine hyperfine hyperfine
Ref --> West, 1984 Fischer, 1986 Sturgeon, not published
Conditions fast-flow, pH 7.5 fast-flow, pH 7.5 immoblized-Enzyme, pH 5/dioxane (50/50)
Spectrum unresolved triplet high res multiline med res multiline
N (1) nr 0.81 G 1.68 G
H, on nitrogen (1) nr 1.35 G 0.96 G
H, ortho (2) 5.2 G 5.11 G 5.19 G
H, meta (2) nr 0.64 G 0.76 G
H, methyl (3) nr 1.01 G nr

nr = not reported or not resolved

HRP/H2O2

West 1984, Fischer,1985
Fischer 1986
Sturgeon, unpublished
ACETAMINOPHEN - ENZYMATIC FORMATION OF A TRANSIENT PHENOXYL FREE-RADICAL
West, PR, Harman, LS, Josephy, PD, Mason, RP
Biochemical pharmacology, 1984, Vol.33(18), pp.2933-2936.
Free-Radical Metabolites of Acetaminophen and a Dimethylated Derivative
Volker Fischer, Paul R. West, Laura S. Harman, and Ronald P. Mason.
Environmental Health Perspectives, 1985, 64, pp. 127-137.
Direct electron spin resonance detection of free radical intermediates during the peroxidase catalyzed oxidation of phenacetin metabolites.
Volker Fischer, Laura S. Harman, Paul R. West, and Ronald P. Mason.
Chem.-Biol. Interactions, 1986, Vol 60, PP. 115-127.

HRP/H2O2/Acetaminophen analog

Stable Free Radical and Benzoquinone Imine Metabolites of an Acetaminophen Analogue
Volker Fischer and Ronald P. Mason.
Journal of Biological Chemistry, 1984, 259(16), pp. 10284-10288.
here
Fischer, 1984
Fischer, 1984

with GSH

Media:J. Biol. Chem.-1990-Ramakrishna Rao-844-7.pdf

Oxidation Product Analysis

Identification of Acetaminophen Polymerization Products Catalyzed by Horseradish Peroxidase.
David W. Potter$, Dwight W. Miller, and Jack A. Hinson
Journal of Biological Chemistry, 1985 "260(22), pp 12174-12180.
here
Fischer, 1984

Related Phenacetin

http://www.ncbi.nlm.nih.gov/pubmed/3024853