The Enzyme Database

Your query returned 2 entries.    printer_iconPrintable version



EC 1.14.19.50     
Accepted name: noroxomaritidine synthase
Reaction: (1) 4′-O-methylnorbelladine + [reduced NADPH—hemoprotein reductase] + O2 = (4aR,10bS)-noroxomaritidine + [oxidized NADPH—hemoprotein reductase] + 2 H2O
(2) 4′-O-methylnorbelladine + [reduced NADPH—hemoprotein reductase] + O2 = (4aS,10bR)-noroxomaritidine + [oxidized NADPH—hemoprotein reductase] + 2 H2O
For diagram of noroxomaritidine biosynthesis, click here
Glossary: 4′-O-methylnorbelladine = 5-({[2-(4-hydroxyphenyl)ethyl]amino}methyl)-2-methoxyphenol
noroxomaritidine = 8-hydroxy-9-methoxy-4,4a-dihydro-3H,6H-5,10b-ethanophenanthridin-3-one
Other name(s): CYP96T1 (gene name)
Systematic name: 4′-O-methylnorbelladine,NADPH—hemoprotein reductase:oxygen oxidoreductase (noroxomaritidine-forming)
Comments: A P-450 (heme-thiolate) enzyme. The enzyme, characterized from Narcissus pseudonarcissus (daffodil), forms the two enantiomers of the Amaryllidacea alkaloid noroxomaritidine by catalysing intramolecular oxidative para-para′ phenol coupling. The oxidation involves molecular oxygen without its incorporation into the product.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Kilgore, M.B., Augustin, M.M., May, G.D., Crow, J.A. and Kutchan, T.M. CYP96T1 of Narcissus sp. aff. pseudonarcissus catalyzes formation of the para-paraC-C phenol couple in the Amaryllidaceae alkaloids. Front. Plant Sci. 7:225 (2016). [DOI] [PMID: 26941773]
[EC 1.14.19.50 created 2016]
 
 
EC 2.1.1.336     
Accepted name: norbelladine O-methyltransferase
Reaction: S-adenosyl-L-methionine + norbelladine = S-adenosyl-L-homocysteine + 4′-O-methylnorbelladine
For diagram of noroxomaritidine biosynthesis, click here
Glossary: norbelladine = 4-({[2-(4-hydroxyphenyl)ethyl]amino}methyl)benzene-1,2-diol
4′-O-methylnorbelladine = 5-({[2-(4-hydroxyphenyl)ethyl]amino}methyl)-2-methoxyphenol
Other name(s): N4OMT1 (gene name)
Systematic name: S-adenosyl-L-methionine:norbelladine O-methyltransferase
Comments: The enzyme, characterized from the plants Nerine bowdenii and Narcissus pseudonarcissus (daffodil), participates in the biosynthesis of alkaloids produced by plants that belong to the Amaryllidaceae family.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Mann, J.D., Fales, H.M. and Mudd, S.H. Alkaloids and plant metabolism. VI. O-methylation in vitro of norbelladine, a precursor of Amaryllidaceae alkaloids. J. Biol. Chem. 238 (1963) 3820–3823. [PMID: 14109227]
2.  Kilgore, M.B., Augustin, M.M., Starks, C.M., O'Neil-Johnson, M., May, G.D., Crow, J.A. and Kutchan, T.M. Cloning and characterization of a norbelladine 4′-O-methyltransferase involved in the biosynthesis of the Alzheimer’s drug galanthamine in Narcissus sp. aff. pseudonarcissus. PLoS One 9:e103223 (2014). [DOI] [PMID: 25061748]
[EC 2.1.1.336 created 2016]
 
 


Data © 2001–2020 IUBMB
Web site © 2005–2020 Andrew McDonald