Literature summary for 1.4.3.21 extracted from

Longu, S.; Mura, A.; Padiglia, A.; Medda, R.; Floris, G.
Mechanism-based inactivators of plant copper/quinone containing amine oxidases (2005), Phytochemistry, 66, 1751-1758.

Inhibitors

Inhibitors	Comment	Organism
1,2-Diaminoethane	-	Lens culinaris
1,4-diamino-2-butyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
1,4-diamino-2-butyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
1,4-diamino-2-butyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
1,4-diamino-2-butyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
1,4-diamino-2-chloro-2-butene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
1,4-diamino-2-chloro-2-butene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
1,4-diamino-2-chloro-2-butene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
1,4-diamino-2-chloro-2-butene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
1,5-diamino-2-pentyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
1,5-diamino-2-pentyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
1,5-diamino-2-pentyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
1,5-diamino-2-pentyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
1,6-diamino-2,4-hexadiyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
1,6-diamino-2,4-hexadiyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
1,6-diamino-2,4-hexadiyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
1,6-diamino-2,4-hexadiyne	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
2-Bromoethylamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
2-Bromoethylamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
2-Bromoethylamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
2-Bromoethylamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
2-chloroethylamine	-	Lens culinaris
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
N6-(4-aminobut-2-ynyl)adenine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
N6-(4-aminobut-2-ynyl)adenine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
N6-(4-aminobut-2-ynyl)adenine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
N6-(4-aminobut-2-ynyl)adenine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
tryptamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
tryptamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
tryptamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
tryptamine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum
tyramine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lathyrus sativus
tyramine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris
tyramine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Onobrychis viciifolia
tyramine	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Pisum sativum

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism
0.5	-	tryptamine	-	Lens culinaris
0.71	-	tyramine	-	Lens culinaris
1	-	1,4-diamino-2-butyne	-	Pisum sativum

Metals/Ions

Metals/Ions	Comment	Organism
Cu2+	-	Lens culinaris
Cu2+	-	Onobrychis viciifolia
Cu2+	-	Pisum sativum
Cu2+	-	Lathyrus sativus

Organism

Organism	UniProt	Comment	Textmining
Lathyrus sativus	Q6A174	fragment	-
Lens culinaris	-	-	-
Onobrychis viciifolia	-	-	-
Pisum sativum	Q43077	-	-

Posttranslational Modification

Posttranslational Modification	Comment	Organism
additional information	topaquinone is derived by post-translational modification of a conserved tyrosine residue in the protein chain	Lens culinaris
additional information	topaquinone is derived by post-translational modification of a conserved tyrosine residue in the protein chain	Onobrychis viciifolia
additional information	topaquinone is derived by post-translational modification of a conserved tyrosine residue in the protein chain	Pisum sativum
additional information	topaquinone is derived by post-translational modification of a conserved tyrosine residue in the protein chain	Lathyrus sativus

Source Tissue

Source Tissue	Comment	Organism	Textmining
seedling	-	Lens culinaris	-
seedling	-	Pisum sativum	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.
1,4-diamino-2-butyne + H2O + O2	-	Onobrychis viciifolia	?	-	?
1,4-diamino-2-butyne + H2O + O2	-	Pisum sativum	?	-	?
1,4-diamino-2-butyne + H2O + O2	-	Lathyrus sativus	?	-	?
1,4-diamino-2-butyne + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
1,4-diamino-2-chloro-2-butene + H2O + O2	-	Onobrychis viciifolia	?	-	?
1,4-diamino-2-chloro-2-butene + H2O + O2	-	Pisum sativum	?	-	?
1,4-diamino-2-chloro-2-butene + H2O + O2	-	Lathyrus sativus	?	-	?
1,4-diamino-2-chloro-2-butene + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
1,5-diamino-2-pentyne + H2O + O2	-	Onobrychis viciifolia	?	-	?
1,5-diamino-2-pentyne + H2O + O2	-	Pisum sativum	?	-	?
1,5-diamino-2-pentyne + H2O + O2	-	Lathyrus sativus	?	-	?
1,5-diamino-2-pentyne + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
1,6-diamino-2,4-hexadiyne + H2O + O2	-	Onobrychis viciifolia	?	-	?
1,6-diamino-2,4-hexadiyne + H2O + O2	-	Pisum sativum	?	-	?
1,6-diamino-2,4-hexadiyne + H2O + O2	-	Lathyrus sativus	?	-	?
1,6-diamino-2,4-hexadiyne + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
2-bromoethylamine + H2O + O2	-	Onobrychis viciifolia	bromoacetaldehyde + NH3 + H2O2	-	?
2-bromoethylamine + H2O + O2	-	Pisum sativum	bromoacetaldehyde + NH3 + H2O2	-	?
2-bromoethylamine + H2O + O2	-	Lathyrus sativus	bromoacetaldehyde + NH3 + H2O2	-	?
2-bromoethylamine + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	bromoacetaldehyde + NH3 + H2O2	-	?
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene + H2O + O2	-	Onobrychis viciifolia	?	-	?
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene + H2O + O2	-	Pisum sativum	?	-	?
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene + H2O + O2	-	Lathyrus sativus	?	-	?
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
additional information	alkylamines 2-bromoethylamine and 2-chloroethylamine, and the short diamine 1,2-diaminoethane are both poor substrates and irreversible inactivators of LSAO	Lens culinaris	?	-	?
N6-(4-aminobut-2-ynyl)adenine + H2O + O2	-	Onobrychis viciifolia	?	-	?
N6-(4-aminobut-2-ynyl)adenine + H2O + O2	-	Pisum sativum	?	-	?
N6-(4-aminobut-2-ynyl)adenine + H2O + O2	-	Lathyrus sativus	?	-	?
N6-(4-aminobut-2-ynyl)adenine + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?
tryptamine + H2O + O2	-	Onobrychis viciifolia	1H-indol-3-ylacetaldehyde + NH3 + H2O2	-	?
tryptamine + H2O + O2	-	Pisum sativum	1H-indol-3-ylacetaldehyde + NH3 + H2O2	-	?
tryptamine + H2O + O2	-	Lathyrus sativus	1H-indol-3-ylacetaldehyde + NH3 + H2O2	-	?
tryptamine + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	1H-indol-3-ylacetaldehyde + NH3 + H2O2	-	?
tyramine + H2O + O2	-	Onobrychis viciifolia	4-hydroxyphenylethanal + NH3 + H2O2	-	?
tyramine + H2O + O2	-	Pisum sativum	4-hydroxyphenylethanal + NH3 + H2O2	-	?
tyramine + H2O + O2	-	Lathyrus sativus	4-hydroxyphenylethanal + NH3 + H2O2	-	?
tyramine + H2O + O2	during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation	Lens culinaris	?	-	?

Subunits

Subunits	Comment	Organism
dimer	-	Onobrychis viciifolia

Synonyms

Synonyms	Comment	Organism
Cu/TPQ amine oxidase	-	Lens culinaris
Cu/TPQ amine oxidase	-	Onobrychis viciifolia
Cu/TPQ amine oxidase	-	Pisum sativum
Cu/TPQ amine oxidase	-	Lathyrus sativus
GPAO	-	Lathyrus sativus
grass pea amine oxidase	-	Lathyrus sativus
lentil seedling amine oxidase	-	Lens culinaris
LSAO	-	Lens culinaris
OVAO	-	Onobrychis viciifolia
pea seedling amine oxidase	-	Pisum sativum
PSAO	-	Pisum sativum
sainfoin amine oxidase	-	Onobrychis viciifolia

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
2.7	-	tryptamine	-	Lens culinaris
12.8	-	tyramine	-	Lens culinaris

Cofactor

Cofactor	Comment	Organism
topaquinone	quinone of 2,4,5-trihydroxyphenylalanine, TPQ	Lens culinaris
topaquinone	quinone of 2,4,5-trihydroxyphenylalanine, TPQ	Onobrychis viciifolia
topaquinone	quinone of 2,4,5-trihydroxyphenylalanine, TPQ	Pisum sativum
topaquinone	quinone of 2,4,5-trihydroxyphenylalanine, TPQ	Lathyrus sativus

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism
0.01	-	1,5-diamino-2-pentyne	-	Onobrychis viciifolia
0.05	-	1,5-diamino-2-pentyne	-	Lathyrus sativus
0.054	-	2-Bromoethylamine	-	Lens culinaris
0.28	-	3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene	-	Lens culinaris
0.32	-	1,4-diamino-2-butyne	-	Pisum sativum