Literature summary for 1.14.19.50 extracted from

Kilgore, M.B.; Augustin, M.M.; May, G.D.; Crow, J.A.; Kutchan, T.M.
CYP96T1 of Narcissus sp. aff. pseudonarcissus catalyzes formation of the para-para' C-C phenol couple in the Amaryllidaceae alkaloids (2016), Front. Plant Sci., 7, 225.

Search for more literature for 1.14.19.50

Inhibitors

Inhibitors	Comment	Organism	Structure
4'-O-methyl-N-methylnorbelladine	substrate inhibition	Narcissus aff. pseudonarcissus MK-2014
4'-O-methylnorbelladine	substrate inhibition	Narcissus aff. pseudonarcissus MK-2014

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.00113	-	4'-O-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.00328	-	4'-O-methyl-N-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.637	-	(S)-Coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.659	-	(R)-coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014

Organism

Organism	UniProt	Comment	Textmining
Narcissus aff. pseudonarcissus MK-2014	A0A140IL90	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(R)-coclaurine + [reduced NADPH-hemoprotein reductase] + O2	-	Narcissus aff. pseudonarcissus MK-2014	? + [oxidized NADPH-hemoprotein reductase] + 2 H2O	-	?
(S)-coclaurine + [reduced NADPH-hemoprotein reductase] + O2	-	Narcissus aff. pseudonarcissus MK-2014	? + [oxidized NADPH-hemoprotein reductase] + 2 H2O	-	?
4'-O-methyl-N-methylnorbelladine + [reduced NADPH-hemoprotein reductase] + O2	-	Narcissus aff. pseudonarcissus MK-2014	? + [oxidized NADPH-hemoprotein reductase] + 2 H2O	-	?
4'-O-methylnorbelladine + [reduced NADPH-hemoprotein reductase] + O2	-	Narcissus aff. pseudonarcissus MK-2014	(4aS,10bR)-noroxomaritidine + [oxidized NADPH-hemoprotein reductase] + 2 H2O	formation of the para-ortho' phenol coupled product, N-demethylnarwedine, at less than 1% of the total product	?
4'-O-methylnorbelladine + [reduced NADPH-hemoprotein reductase] + O2	-	Narcissus aff. pseudonarcissus MK-2014	(4aR,10bS)-noroxomaritidine + [oxidized NADPH-hemoprotein reductase] + 2 H2O	formation of the para-ortho' phenol coupled product, N-demethylnarwedine, at less than 1% of the total product	?
additional information	the enzyme catalyzes a C-C phenol-coupling reaction with para-para regiospecificity. No substrates: norbelladine, N-methylnorbelladine, 3'-O-methylnorbelladine, 3',4'-O-dimethylnorbelladine	Narcissus aff. pseudonarcissus MK-2014	?	-	?

Synonyms

Synonyms	Comment	Organism
CYP96T1	-	Narcissus aff. pseudonarcissus MK-2014

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
0.022	-	(S)-Coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.035	-	(R)-coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.041	-	4'-O-methyl-N-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.25	-	4'-O-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
0.064	-	4'-O-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.174	-	4'-O-methyl-N-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014

General Information

General Information	Comment	Organism
physiological function	CYP96T1 catalyzes the first major branch in Amaryllidaceae alkaloid biosynthesis	Narcissus aff. pseudonarcissus MK-2014

kcat/KM [mM/s]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism	Structure
0.035	-	(S)-Coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
0.053	-	(R)-coclaurine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
12.37	-	4'-O-methyl-N-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014
216.7	-	4'-O-methylnorbelladine	pH 8.0, 30°C	Narcissus aff. pseudonarcissus MK-2014

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Release 2023.1 (January 2023)