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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: lysine tyrosylquinone

Synonyms: LTQ

Superclasses: an aldehyde or ketone a ketone a cyclic ketone a quinone

Summary:
Lysine tyrosylquinone (LTQ) has been identified as the active site cofactor in lysyl oxidase [Wang97d, Mure03].

SMILES: C(=O)([R2])C(N[R1])CCCCNC1(=CC(=[O-])C(=O)C=C(CC(N[R3])C(=O)[R4])1)

Unification Links: ChEBI:20489

Reactions known to consume the compound:

quinate degradation I :
L-quinate + a quinone → 3-dehydroquinate + a quinol

shikimate degradation I :
shikimate + a quinone → 3-dehydroshikimate + a quinol

TCA cycle I (prokaryotic) , TCA cycle VII (acetate-producers) :
(S)-malate + a quinone → oxaloacetate + a quinol

thiosulfate oxidation II (to tetrathionate) :
2 thiosulfate + a quinone → tetrathionate + a quinol

Not in pathways:
a quinone + NAD(P)H + H+ → a quinol + NAD(P)+
a cyclic alcohol + a quinonea cyclic ketone + a quinol


a cyclic alcohol + a quinonea cyclic ketone + a quinol

Reactions known to produce the compound:

cuticular wax biosynthesis :
a secondary alcohol + an oxidized electron acceptor → a ketone + a reduced electron acceptor

Not in pathways:
a secondary alcohol + oxygen → a ketone + hydrogen peroxide


a nitroalkane + oxygen + H2O → an aldehyde or ketone + nitrite + hydrogen peroxide + H+

Reactions known to both consume and produce the compound:

Not in pathways:
a quinone + NADPH ↔ a semiquinone + NADP+

In Reactions of unknown directionality:

Not in pathways:
phenylacetyl-CoA + 2 a quinone + H2O = 2 a quinol + phenylglyoxylyl-CoA
a quinone + NADH = a semiquinone + NAD+
1-(β-D-ribofuranosyl)-1,4-dihydronicotinamide + a quinone + H+ = a quinol + 1-(β-D ribofuranosyl)nicotinamide


a ketone + NADP+ = an enone + NADPH + H+
a secondary alcohol + an oxidized coenzyme F420 = a ketone + a reduced coenzyme F420
a secondary alcohol + NADP+ = a ketone + NADPH + H+
a secondary alcohol + NAD+ = a ketone + NADH + H+

This compound has been characterized as a cofactor or prosthetic group of the following enzymes: putrescine oxidase

Credits:
Created 21-Jan-2010 by Caspi R , SRI International


References

Mure03: Mure M, Wang SX, Klinman JP (2003). "Synthesis and characterization of model compounds of the lysine tyrosyl quinone cofactor of lysyl oxidase." J Am Chem Soc 125(20);6113-25. PMID: 12785842

Wang97d: Wang SX, Nakamura N, Mure M, Klinman JP, Sanders-Loehr J (1997). "Characterization of the native lysine tyrosylquinone cofactor in lysyl oxidase by Raman spectroscopy." J Biol Chem 272(46);28841-4. PMID: 9360949


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Wed Nov 26, 2014, biocyc13.